Chapters The Twilight Sparkle Scholarship Program
The Canterlot High Cumdump
The Twilight Sparkle Scholarship Program
Twilight Sparkle had been lying to her friends for weeks now. Well...perhaps not lying, but she was certainly not telling them something they all had a right to know. It was awkward for the young woman during lunchtime now; sitting at the cafeteria table surrounded by all of her friends. None of them had volunteered that they had all been to visit the sex shop glory hole, and Twilight Sparkle had similarly kept silent that it was her on the other end of the wall. Sometimes it was more awkward than others, like when Sunset Shimmer would openly flirt with her or idly rub her hand up and down Twilight’s leg. There were even times when Twilight Sparkle wanted to confess, to blurt out right in the middle of lunch that it had been she that was sucking all of their cocks.
Sure, they’d have a lot of questions for her...but that could easily go both ways. Why did all of her friends have cocks? Why were they all willing to unload their members at an anonymous glory hole in a seedy sex shop? For that matter, where the hell were they getting the money?! In the past two weeks Twilight Sparkle had made nearly a thousand dollars between her six friends, a total of fifty blowjobs spread around six young women. And while her scholarship fund was looking healthier than ever, the whole experience was doing quite the number on poor Twilight’s sensitive heart. Was it right to charge her friends for oral sex? Was it right to hide that it was her? She couldn’t really stumble across any real answers, and so she simply stayed the course. Still, with every taste of one of her friends’ cocks she could help but feel a little bit guiltier, a little bit more depraved.
Each of her friends had their own style, and a unique cock all their own. Rainbow Dash had been the first of the group that Twilight Sparkle had sucked, and now Twilight Sparkle knew well how excited Dash got in the heat of the moment. More than any of the others Rainbow Dash would grind herself against the side of the wall with her member pushing deep into Twilight Sparkle’s mouth, throating her forcefully and enjoying the tight embrace of that warm, wet hole. She was also the most notorious at trying to catch a peek at the girl behind the hole in the wall, and although thus far she had been completely unsuccessful Twilight Sparkle knew...sooner or later, Rainbow Dash would be quick enough and the whole thing would be revealed.
Applejack was the biggest, at least so far as Twilight Sparkle could see. It suited the farmgirl to have an impressive member, and when it was shoved all the way through the glory hole poor Twilight couldn’t even take it down far enough for her nose to push against the wall. The first time she had sucked on Applejack’s impressive home-grown member she was afraid she almost gave up her identity when she had a sudden coughing fit; one that she was forced to muffle behind both of her hands. The farmgirl’s prick was just too big! How could a teenage nerd like Twilight Sparkle handle such a member? At least Applejack had been polite; however, and as soon as she heard the sound of feminine coughing from the other side of the wall she had offered a “Shucks, darlin’, take your time. I know it’s probably a bit much for a cute lil’ thing like you.”
Rarity was the generous one. She always made sure to add a little tip to the twenty dollar bill she slid through the glory hole after she came, sometimes in the form of a few extra dollars and sometimes in less financial but no less appreciated means. Tiny gifts and trinkets like a miniature bottle of perfume and a pair of finely tailored gloves, the latter of which Twilight was sure were of Rarity’s own design. They were beautiful and Twilight would’ve done anything to wear them out in public, but...well, she couldn’t have Rarity spotting them. Underneath Twilight’s bed there was a tiny box filled with little luxuries that she had earned while sucking Rarity’s cock, kept sealed tight so she wouldn’t be tempted to use any of them. As if Rarity’s wonderfully soft, smooth shaft wasn’t enough of a gift to celebrate.
When it came to generosity of another sort; however, Sunset Shimmer won the day. She was easily the heaviest cummer out of all of Twilight Sparkle’s friends, and the nerdy young woman was already building a theory that it was because Sunset Shimmer began her life in Equestria. Something about the other girl’s originally-equine physiology made her cum in wild and copious amounts, amounts that at first had taken Twilight Sparkle completely off guard. It was too much for her mouth even after a few panicked swallows, and that first evening she had sucked Sunset Shimmer’s cock her dear friend had absolutely ruined her schoolgirl outfit for the evening. Cum had gotten everywhere! On her collar, on her sleeves, on her skirt...even somehow against the inside of her thighs, near the edge of her panties. Ever since then Twilight Sparkle had begun carrying around a thermos just for that occasion, and she knew that as soon as she saw that smooth yellow member to have it ready to collect every last drop. And naturally, in the heat of her shameful submission to the madness she had embraced...she drank from it throughout the evening. Days that Sunset Shimmer visited the glory hole were days that Twilight Sparkle never went home hungry.
The same went for Pinkie Pie, actually, though instead of a thermos full of warm, tasty cum the party planner always made sure to sneak a few treats into the glory hole. Different from the luxurious gifts that Rarity managed to slip into the slot, Pinkie Pie’s were always sweet confections. Iced cupcakes, pieces of cake, a slice of berry pie that was somehow oven-warm...the adorable pink skinned young woman was always quite generous with the treats! Sometimes she’d giggle to the “mystery woman” on the other side of the hole, joking that her sweet confections were to get the taste of cock out of her mouth. And in truth, that wasn’t necessary. Pinkie Pie easily had the tastiest cock out of all six of Twilight Sparkle’s friends, and though she couldn’t quite figure out why it always put her in mind of sucking on a great big lollipop. Blowing Pinkie Pie anonymously through the hole was a great way for a teenage girl to keep her weight down, since she could sate her sweet tooth in a more organic fashion...but it also meant having the willpower to resist the whoopie pies, muffins, and cherry changas that Pinkie always offered up in thanks.
And finally, the cock that had surprised Twilight Sparkle the most since she had begun sucking off her six best friends...Fluttershy. So sweet and so demure, so tender and so innocent...Twilight Sparkle never would’ve imagined the darkness that lurked in the sweet young woman’s lust. It was that particular evening that Twilight Sparkle knew she’d be getting a visit from Fluttershy soon; the adorable young woman always swung by the glory hole on Thursday nights. It was her go-to stop after volunteering at the animal shelter, and after doing so much good for cute little animals, the only thing Fluttershy had on her mind was getting her prick sucked off. Twilight Sparkle had braced herself the whole evening knowing that it was coming, and she had done her best to work on all of her other clients while she waited. The typical deluge of male cocks came through the hole and offered themselves up to her, and in order to appease her duties Twilight Sparkle sucked every last one of them. Cum filled her mouth, smeared her glasses, plastered her pretty purple face...and even after ten cocks she still wasn’t tired, nor was she able to get the knowledge out of her mind that it was Fluttershy’s night to visit. And sure enough, as the hour grew late and Twilight Sparkle’s knees started to hurt from resting on them so long, she heard a new person step into the other side of the room. She saw the signs of movement through the hole, and when a voice filled the air between them she was reaffirmed that it was her sweetest friend.
“So, how’s my favorite cumdump whore doing?”
Sweetest...was a bit of an overstatement, at least so far as their interactions through the glory hole. Fluttershy was loving and tender and kind to a fault when it came to dealing with all of her friends, but in the privacy of a glory hole? When she thought nobody she knew was around to hear? The sweet thing was crass, rude, abusive, and...made Twilight Sparkle more wet than she had possibly imagined was possible. Already she was feeling damp underneath her panties, and she slipped a hand under the rim of her schoolgirl skirt, petting her pussy through the thin fabric. She pressed her lips against the hole and let her tongue trail out; sticking forward and inviting Fluttershy to shove her lengthy prick inside. As always Twilight Sparkle said no words as she invited Fluttershy to anonymously facefuck her; her job was to drink cum in a veil of mystery, and she relished every filthy second of it.
“Aww, some cunt must be hungry.” Fluttershy giggled, and soon procured her lengthy, thick member. “Open up nice and wide, bitch, because my yoga therapist gave me a handjob earlier and we didn’t have time to finish. I’m about ready to pop, and I wanna hear you choke on my load.”
And, as Twilight Sparkle had learned in her new duties...it was always best to give the customer what she wanted. When she first tasted Fluttershy’s cock it struck her once more as a uniquely flavored prick. Different from Pinkie Pie’s own sugary snack, but still noteworthy enough that she would’ve been able to tell it was Fluttershy even if she was blindfolded. The piercings were a clear giveaway as well; a series of rings along the underside of Fluttershy’s shaft, each one of them designed to help her cock look even more intimidating than it already was. Twilight Sparkle had spotted through the glory hole on past visits that Fluttershy’s body modifications hadn’t stopped there; right above her shaft where she was shaved of all fur the words “Scream for it, whore” were tattooed in an aggressive, angry font. Fluttershy, more than any of Twilight Sparkle’s six best friends, made hungry, dominant use of her cock.
Twilight Sparkle shoved her head forward, working the inches of Fluttershy’s pierced cock down her mouth and into her throat, forcing herself to strain to claim every bit of it. Her skin crawled with lewd humiliation and submission, and she never felt more debased and depraved than when she was Fluttershy’s evening cumdump. Soon she managed to press her nose against the wall just above the hole, the full limit of her capability. That thick yellow member was stretching her throat, forcing her to mildly gag while ribbons of thick, wet spit drooled from the corners of her mouth. She made a true mess of herself that evening; spit rolling down her face and onto the collar of her schoolgirl shirt, and unable to resist she finally worked her hand down the front of her panties. Two fingers slid inside as she fucked herself against them, and messily began the process of sucking Fluttershy’s prick.
It was...rough, glorious, humiliating...all of the things that Twilight Sparkle had come to love and hate about herself. She had started all this madness to earn money for college, but when she was sucking off Fluttershy it was impossible to ignore the fact that she had long since stopped caring about the money. Nowadays, she cared about the cock. Applejack’s big member and Rainbow Dash’s eager prick, Sunset Shimmer’s big payloads of cum or Rarity and Pinkie Pie’s little gifts to their favorite whore...she loved sucking off her wonderful friends, and none of them made her feel like more of a whore than dear, sweet Fluttershy.
“Mmm, you’re a hungry bitch tonight, aren’t you?” Fluttershy spoke up, her sweet and soft voice sounding quite strange saying such harsh words. “My my...I wonder what your parents would say if they knew. Their daughter is a cocksucking tramp, that’s only good for swallowing cum.”
“Mmph...nnmssnn…” Twilight Sparkle never spoke when she was working, but she moaned quite a bit. She did her best to disguise her voice and so far hadn’t been caught, likely because none of her visiting friends particularly cared what a glory hole bitch sounded like. As Fluttershy’s member drove even deeper down Twilight’s throat the girl’s eyes opened wide, gargling around that length as it distended her throat. Her tongue swished back and forth underneath the line of tiny metal rings and she continued to drool in heavy ropes, her hips flashing forward faster as she continued to fuck herself to her fingers. It was...intense, as intense as it had ever been, and Fluttershy was clearly in a mood. A very dominant, very hostile, very demanding mood. And Twilight Sparkle loved it.
“That’s it. That’s it, whore, take it deep.” Fluttershy giggled, shuddering as her prick went into the tight, warm depths of her anonymous friend’s throat. “Pretend it’s your dad’s if you have to, I’m sure that was the first cock you sucked!” It was hardly the meanest thing she had ever said to Twilight Sparkle, but it was certainly up there. Twilight didn’t care, only sucking all the harder for Fluttershy’s efforts. She would eat up every word of abuse, every bit of hateful talk from her sweet friend, so long as she could keep enthusiastically enjoying being Fluttershy’s cocksucking slut.
And when Fluttershy demanded something of Twilight Sparkle the young woman never thought she’d allow, the cocksucking nerd didn’t resist. When that wet, pierced prick pulled out of Twilight Sparkle’s mouth it left the young woman gasping, whimpering, wondering just where that mighty member had gone and how she could get it back in her mouth. But when Fluttershy spoke up her words were demanding and harsh, and the tone of a woman that wasn’t to be trifled with.
“Push your ass up against the glory hole, bitch.” Fluttershy demanded, voice dark and menacing. “Tonight, I’m getting your pussy.”
It was something Twilight Sparkle had never offered through the hole before, but she didn’t hesitate that evening. No sooner did the demand come from Fluttershy was Twilight Sparkle already getting into position, squeezing her round rear against the wall and pulling her panties aside. She was still fully dressed as she offered up her pussy to her sweet friend, shoes still laced and socks still pulled up to her knees, glasses still perched on the tip of her nose and her school outfit still perfectly wrapped around her, if more than a little damp. She was whimpering from heat and excitement as she felt her fuckhole squeezing against the slit in the wall, and she learned that Fluttershy wasn’t bluffing...she was going to fuck whatever bitch was on the other end.
She didn’t know it was Twilight Sparkle, nor did she care. All Fluttershy knew was that the girl on the other side of the wall had sucked her cock reliably over the past few weeks, and she had finally earned the right to get a proper ride on her pierced prick. When Fluttershy shoved herself inside it wasn’t gentle and it wasn’t tender; her lust pushing her to behave in a manner that was the exact opposite of what anyone would expect. Her cock pierced Twilight’s tender purple pussy and drove down as far as it could before the wall separated them, and once she had it squeezed in tight the young woman gave a groan of joyful delight.
“Ohh...that’s nice, slut.” Fluttershy chirped up, just before she started to fuck. “Now stay right there and hold your knees, because I’m gonna fuck you up like the worthless cocksleeve you are!”
She did just that. Twilight Sparkle’s trembling hands moved down to grip her bare knees, rubbing at them as she fought to stabilize herself. She had just been kneeling down for hours sucking on cock after cock after cock, and now she was bending forward and hoping they still had the strength enough to support her. She could feel that thick cockhead pushing against her pussy for only a few brief seconds before Fluttershy shoved herself inside, and when she did Twilight Sparkle had to slap her hands both over her mouth to prevent from calling out. It took the support away from her knees and she nearly doubled over as she murmured and screamed into her palms; her rear lifting as the thick pierced length of Fluttershy plunged deep into her wet, tight fuckhole. The thread of Twilight’s panties wedged against the side of her friend’s thick cock, but it offered no resistance as Fluttershy began to fuck. Hard, deep, fierce...the otherwise timid young woman was delivered to Twilight Sparkle a depraved rutting just as violent as she had promised.
Twilight Sparkle had never hit a point so low and wicked before, and something about it drove her absolutely wild. If sucking on her friends’ cocks without their knowledge was already exciting, surely letting them fuck her would be even more intense! Her mind was already spinning with the possibilities, of being fucked by Rarity and Rainbow Dash and Pinkie Pie and...ohhh, Applejack’s big, farm-bred cock. The thought of it made her pussy tighten up even harder on Fluttershy’s member, and as she felt that pistoning meat drive deep into her with the rings rubbing the front inside of her pussy, Twilight was overtaken with the first of what was bound to be several intense climaxes.
She squirted; just like the slut that Fluttershy had called her, spraying her nectar against the front of her panties and shuddering as it dripped down her thighs is messy, wet waves. Even as her raw and sensitive cunt twitched in the throes of climax Fluttershy continued to pound her, pushing deep and raw and giving her no chance to catch her breath or recover. Twilight Sparkle’s books below her were soaked with her own spray, but the nerdy young woman didn’t care in the moment...all she wanted was to be fucked more, fucked harder, fucked until she couldn’t take it any more.
By the time Fluttershy was finished with Twilight Sparkle the young future college-student had cum several more times, her thighs now soaked with her squirt and layered so dense that it dampened her socks. When Fluttershy’s own climax came she shoved her hips forward as far as she could, giving the slut on the other end of the glory hole the choice of where that cum would go. She even hissed from the back of her throat as she did so, barking out to her favorite faceless cocksucker while she did so.
“Keep it in, bitch, and there’s a good tip for you!” Fluttershy smirked, just as her member started to throb. “Don’t you fucking pull me out if you want that tip!”
Load after load released inside the trembling Twilight Sparkle, and she found herself shaking in yet another orgasm as Fluttershy filled her. Creamy dense cum filled her pussy, dripped down her slit, painted her legs...and gave her a whole new meaning in life. When Fluttershy pulled out she drug her shaft rings hard against the inside of Twilight’s pussy, making her shudder all the more before her member swept out. Twilight, well-fucked and filled, was helpless to do anything other than drop to her knees in a gasping, cum-filled mess. The back of her head was facing the glory hole, and she could feel a few more squirts of cum slap the back of her head...a couple of lingering shots pumped out by the dominant Fluttershy.
“Nice work, cunt.” She smirked, tucking her cock back into her pants as she spoke up again. “Here’s your tip: don’t let strangers cum in your dirty fuckhole, you worthless bitch. See you next week.”
Fluttershy left without paying...like she almost always did. But that evening, she had given Twilight Sparkle something even more precious than a measly twenty dollars. She had given her a pussy filled with cum, and a whole new idea for the next stage of her business.
Twenty dollars for a blowjob. Forty for her pussy. That’d get her into a good school for sure.
Twilight Sparkle crawled forward in her tiny glory hole cabinet, cum slipping out of her pussy and her breathing hard and ragged. The last thing she saw before a fresh dick shoved itself into the hole was a text message popping up on her phone; a message that sounded utterly sweet and innocent...until she thought about the woman that had sent it.
“Twilight, you should totally come to the animal shelter with me next week!” Twilight could envision Fluttershy’s voice; tender and gentle and loving. A stark contrast to the fuck-mad dominant she truly was. “Every time I go I always think about you!”
Twilight Sparkle merely smiled, turning her attention to a fresh cock awaiting her attention. She’d keep her secret to herself for now...it was much more fun that way. As her mouth wrapped around a new dick and she swirled her tongue around the head, a satisfied noise escaped from her throat as cum escaped out of her pussy.
Maybe one day she’d tell her friends that she was the girl behind the glory hole...but there was no rush. After all, she still had college to save for and a brand new scheme to double her profits. Business was about to be booming for Twilight Sparkle, the spectacled teenage cocksucker.
The End.
Author's Note
Mean horny Fluttershy is one of my favorite Fluttershies, right there alongside Futashy, Sluttershy, Ultra Megazord Fluttershy.
Please check me out on Patreon if you enjoy my work, uhm...if that's...okay with you.
The Twilight Sparkle Scholarship Program
The Twilight Sparkle Scholarship Program Chapter Three: Business is Booming
Twenty dollars for her mouth, forty for her pussy. For the past two weeks Twilight Sparkle had run her glory hole under those prices, and for two weeks she had experienced a noticeable uptick of sales. Considering the fact that most people that visited were happy to pay for both, sales had practically tripled overnight! The same cocks came to visit her day after day, and though some were still strangers she could tell when it was her friends that stopped by to enjoy their favorite spot to get off. Fluttershy’s word of mouth had spread through them all and each one of the girls was eager to get their piece of Twilight Sparkle’s pussy...even if none of them had the slightest idea of who the girl behind the wall was.
Twilight Sparkle was happy to oblige...so long as they could pay the fee. After all, college wasn’t cheap! If she wanted to make sure she didn’t have to work a night job during the process of getting her eight year degree, she’d have to stockpile way more money than she already had. If her parents had taught her nothing else it was fiscal responsibility, and making sure she had a secure bank account moving forward was worth sucking and fucking an extra few dicks. Besides...she didn’t hate the work, and from time to time one of her clients even fucked her into an orgasm. Usually when she was in the process of servicing one of her friends, thanks in part to the taboo nature that they had no idea just who they were fucking. In the past two weeks Twilight Sparkle had every one of the other girls in her pussy at least once, and they all certainly seemed to know what they were doing. She wasn’t walking home every night with a slightly sore mouth and a sticky face - she was walking home with a pussy filled with cum, too.
At the end of her last Friday session, after a particularly rough fucking from her friend Rarity, Twilight Sparkle noticed a little note thrown in through the hole. Rarity was often the most generous of her clients; often sneaking her little treats or extra tips for the service received. This time, however, as Twilight Sparkle opened it she realized that Rarity’s intention was quite different. Nestled into a note that was scented with perfume there was the standard heavy tip, with a few words scribbled in Rarity’s elegant, beautiful handwriting.
“Lovely as always, darling~” Twilight could just imagine her friend’s voice upon reading it, and it was easily enough to make her smile. Her pussy was still full of Rarity’s cum at that point, leaking across her purple thighs and making a little mess of her skirt. “I’d like to invite you to a little event I’m hosting with another friend of mine. I’d love it if you could reveal yourself and make an appearance, and I’ll most certainly make it worth your time. Would $500 be suitable for your attentions for an evening?”
Below the note there wasa date, time, and an address scribbled, one Twilight immediately recognized as Rarity’s home. Instantly, the young woman’s mind began to race at the possibilities. $500 wasn’t a lot of money in the long run; about a single night’s work if business was slow...but the idea of getting out of the glory hole for an evening was an enticing one. Besides...perhaps it was finally time to let the girls know just who’s been sucking and servicing their cocks all this time.
Twilight Sparkle wasn’t sure who Rarity’s mystery guest was, but she was sure of one thing: the expert cocksucker from the glory hole would most certainly make an appearance.
It was just a few days later at the assigned date and time that Twilight Sparkle knocked on Rarity’s front door. She was wearing her traditional Crystal Prep outfit, deciding to lean in to the slutty schoolgirl style that she had been secretly nurturing all this time. No panties were worn underneath her pleated skirt and no bra laid under her tight fitting sweater, ensuring that her breasts were well-pronounced within the grip of it. She even pulled her hair back up into a nerdy bun so that it worked in perfect harmony with her glasses to give her that sweet, geeky look she so well pulled off. She was ready to work, but when the door opened up it was very clear that Rarity wasn’t sure what to make of things.
“T...Twilight!” Rarity was wearing a full bath robe pulled tight around her body, and blushing quite noticeably. “Such a surprise! Are you...are you here looking for one of the other girls? I’m afraid Fluttershy and Rainbow Dash are out, darling!” Twilight Sparkle only smiled all the wider; this was going to be more fun than she thought.
“Hi, Rarity! I just thought we could hang out!” Twilight beamed as she pushed herself inside, sweeping right past Rarity and stepping into the living room. “I noticed your parents’ car isn’t in the driveway, so you’re home all alone, right? We could watch some TV, or get a jumpstart on our homework, or-”
“Uh, uh...Twilight, dear, I…” Rarity coughed a bit, blushing even more vibrantly as she shuffled behind her friend. It was adorably obvious how blindsided she was about to be, firmly believing that her dear friend Twilight had just stopped by at an inappropriate time. “I’m afraid I have a long evening planned of...of...washing my hair! Truly, it’s just dreadful, isn’t it? So many split ends, I just abhor it!” Her hair, as always, was flawless.
“Oh, c’mon, Rarity!” Twilight giggled, dragging her feet as Rarity pushed at her shoulders. “We don’t get to spend much alone time together! Maybe we could go for ice cream, or see a movie, or…” She could tell by the look on Rarity’s face that the poor thing was about to fret herself into fainting, and so she decided to give her a reprieve. “...or you can fuck me like the little whore I am. That’s why you asked to hire me for the night, right?”
Rarity just stared, wide-eyed, her hands dropping to her sides and gazing ahead in disbelief. For a moment Twilight thought about dragging over her friend’s fainting couch just for good measure, but it didn’t take the fashionista long to snap out of it and steady her gaze. All those blowjobs...all that fucking...to think it was Twilight Sparkle all along?!
“T...Twilight...you…”
“Rarity, I’m sure there’s probably a lot you want to talk about.” Twilight Sparkle spoke up, and braced a hand on her friend’s shoulder. Her gaze was supporting and her grip was gentle, ready to grab her a little harder should Rarity give an over dramatic faint. “And we can have all those discussions tomorrow. But I’m here to work and make some money for college. So...did you still want to buy me for the evening?” She quirked a brow, and slowly trailed her tongue across her lips. “You can do...anything you want…”
It was an offer that Twilight Sparkle wouldn’t of made to even any of the other girls. She could’ve charged Rarity a lot more for the permission to do anything to her, but honestly? Her fashionable darling of a friend had been more than generous. All Twilight Sparkle had to do was think about the box under her bed filled with Rarity’s secret treats to remember just how kind, caring, and doting a client she had been. If anyone deserved a night of slightly discounted fun, it was Rarity.
“Well...well, yes, dear, I would love to hire you!” Rarity blushed, and moved her hands down to take Twilight’s own. Immediately she began to hustle upstairs once more, pulling Twilight along and letting her voice rise in a delightful pitch. “Come along, I’ve just got to show you something! I dare say...you’re going to love it!”
Of all the things Twilight Sparkle might have guessed at seeing within Rarity’s bedroom, Principal Celestia was the absolute last one of them. Yet there she was as they rounded the corner into the girl’s gloriously stylish quarters, stretched out in the center of Rarity’s bedroom and presented in a rather surprising fashion. The older woman’s elegant body was stripped bare, her hands bound to the bedposts with strips of bright red silken ribbon. Her legs were similarly bound; positioned as if she were kneeling yet spread wide and similarly bound. Those bright straps of red were tightly wrapped around Celestia’s legs and delved down along the side of the bed, disappearing underneath the mattress to make sure she was firmly spread and exposed. Similar touches of fashionable domination marked Celestia’s body - pearl studded piercings on her nipples, a purple ball gag on a designer leather strap wedged within her mouth, and a collar with the words “Mistress’ Prized Pet” embroidered on the front.
Principal Celestia secretly sleeping with Rarity was...surprising. Principal Celestia being Rarity’s secret pet submissive was...even more surprising. But the fact that Principal Celestia had a cock of her own, sticking straight up into the air and desperate for attention?
Twilight Sparkle might’ve needed the fainting couch for herself. As student and principal laid eyes on each other Rarity took the lead, stepping around from behind Twilight and moving towards where their educator was bound.
“Twilight Sparkle, I’d like you to meet my personal slut.” The fashionable young lady cooed, and moved a hand down to slide her fingers across Celestia’s cockhead. The principal squirmed underneath that attention, her eyes shamefully looking at Twilight’s as she did. “I trust that everything that happens between us tonight will have a certain level of...discretion?”
“...for sure. But...I have so many questions for tomorrow.” Twilight Sparkle whispered, her eyes staring ahead utterly transfixed by the sight of Celestia’s cock. The thick shaft leading to a pair of heavy balls just underneath, the entire thing seeming to throb and quiver with each of Celestia’s breaths. It was such an intriguing sight that Twilight Sparkle didn’t even realize that Rarity had slipped out of her bathrobe; at least until the young lady fell into Twilight’s line of vision wearing full dominatrix gear.
Leather boots ran up to the centers of her thighs, and a black corset contained her breasts and elevated them to an impressive degree. She wore gloves that matched the flow of her gloves, and her lap remained free so her own cock could swing forward free and eager. Mistress Rarity looked at the little schoolgirl she had purchased for the evening and drew a wide smile, lifting a brow and resting her hands on her hips.
“So...Twilight.” She began, and once more reached a hand down to fondle the tip of Celestia’s throbbing length. “Time to earn that money I’m paying you, wouldn’t you agree?”
“You’re the boss.” Twilight Sparkle whispered, and stepped closer to the bed. “And Mistress...apparently.”
Even with a stranger set of circumstances than she ever would’ve expected, Twilight Sparkle made her way forward to make sure Rarity got her money’s worth.
“That’s it, darling...ohh, this is a lovely thing to watch!” Rarity cooed from her place at the edge of the bed, watching as Twilight Sparkle sucked on their principal’s cock. Celestia didn’t have much say in the matter but it was clear she was enjoying it, from the gentle whimpering at the back of her throat to the lines of saliva that were rolling down her cheeks from the corners of the ball gag. Twilight Sparkle was braced on her hands and knees while she worked, one hand wrapped around the base of Celestia’s shaft and her tongue sweeping slowly back and forth, teasing the tip of that throbbing cock while she watched the bound older woman and her mistress.
“You see, dear, I’ve told my little pet all about my glory hole visits.” Rarity cooed as she moved a gloved hand out, pinching one of her pet’s nipples and twisting the piercing until Celestia squirmed more. Afterwards she released her grip and gave it a gentle massage - a bit of aftercare for her helpless principal. “And I promised her that if she was a good little slut for me, that I’d make sure she was rewarded for it. Imagine my surprise when you showed up at the door!” She looked over to Celestia, who was still blushing intensely. “Such a dirty teacher you are, pet! Two of your students at the same time?! My my my, how shameful!”
Twilight Sparkle merely beamed, and started to push her head down atop Celestia’s cock. She was under strict orders from Rarity not to get the older woman off just yet; to keep her well teased and throbbing but not let her cum. It was a bit different than anything Twilight was used to considering she was usually focused on getting her clients off as quickly as possible, but under the circumstances she was doing her best. After deepthroating Celestia a few sweet times she popped her tip from her lips and lowered her mouth downward until her lips could part and her tongue swept back and forth across the underside. She made sure to cover Celestia’s balls in a heavy layer of spit, the entire time watching her face to make sure she wasn’t getting close.
“You’ve always been a good customer, Rarity.” Twilight Sparkle purred, and pursed her lips to blow a gust of air across Celestia’s quivering sack. She beamed brightly for a moment, with ribbons of spit connecting her lips and her principal’s balls. “I really appreciate the little treats you give me, and all the tips. Where do you get the money, if you don’t mind me asking?”
“Oh, darling, you’d be surprised how much you can save up if you make things for yourself.” Rarity cooed as she stood up to her feet, her own cock still swinging forward and swaying with every motion. Watching Twilight suck her pet had made the fashionista rock hard, and it was well past time for her to get it on the fun. “And I’ve taken to selling some of my designs online. I’m so glad to know it’s all going to a good cause.” She had spent what had to be thousands at Twilight’s glory hole thus far, and the knowledge that it helped her friend’s college fund was enough to make the generous young woman’s heart soar. It made it all the sweeter as she knelt behind Twilight on the bed and lifted the girl’s skirt, licking her lips as she did so. “Why, darling, no sexy panties? I’ll have to ensure I make a pair for you to slip through the hole during my next visit.” It let Twilight know that despite that night, their business relationship would remain the same. One professional to another, as it were!
“Mmm...your mistress is going to fuck me, Principal Celestia.” Twilight Sparkle giggled as she pushed her hips back, letting her eyes dart up once more to the older woman’s gagged features. She pressed a few tiny kisses to the other woman’s shaft, and braced herself up on her palms so her mouth was fully out of reach of the principal’s cock. “I don’t know what her plans are, but maybe you’ll get to as well…”
“I haven’t decided yet, dear.” Rarity giggled, and slithered forward to press the tip of her shaft against Twilight’s warm, wet pussy. “But don’t get her hopes up too high - I’ve come to genuinely enjoy watching my little slut whimper.”
With that, Rarity pushed forward and Celestia had no recourse but to watch two of her students fuck each other. The principal wouldn’t of fought against the red silk bindings even if she could; watching Rarity slam into Twilight with presence and authority was enough to make her skin crawl with pleasure and excitement. Her cock was soaking wet from Twilight’s spit and in no danger of diminishing with the sight of the two girls before her, Twilight wrapped in her schoolgirl outfit and Rarity clad in her dominating leather. The two fell into a rhythm that they both knew well by now, though this time they were able to celebrate it without a wall in between them. As the sound of teenage flesh slapping on teenage flesh filled the room Principal Celestia was a squirming and throbbing mess, desperate for any attention as her body writhed back and forth. Attention that she only received when Rarity stopped her thrusts for a few brief seconds, long enough to pull Twilight’s hair to the point where the girl’s head was near her own. There, the fashionista leaned forward and whispered to her prostitute friend, and whatever she said was enough to make them both grin.
“Whatever you say, ‘Mistress.’” Twilight Sparkle let the words flow from her mouth with profound delight, and she crawled forward, breaking away from Rarity as she clamored forward onto her principal. She kept going and going, even taking the time to drag her tongue across Celestia’s flat belly and over one stiff nipples, moving until her hands were braced on the headboard and she was lifting herself up into a squatting position. By the very end of her movement she had brought her pussy to within inches of Celestia’s face, and it wasn’t long after that Rarity moved to join her. As whore and mistress perched above the pet’s nose and mouth, Rarity let her cock slap gently back and forth over Celestia’s cheeks and Twilight’s voice filled the air teasingly once more. “Your best student is a whore, Principal Celestia. Now watch her get fucked up close and personal.”
Principal Celestia, bound by silk and tense pleasure, merely gave a nervous and excited gulp as her eyes fixed at the purple pussy before her. Every breath she drew through her nose was laced with the intense scent of Twilight’s pleasure, mixed with the familiar scent of her mistress’ cock. When Rarity swung her ivory dick back and forth to cockslap her again Celestia leaned into each strike, and as the fashionista was lining herself up with Twilight’s pussy anew she even leaned forward to nudge the underside of Rarity’s cock with her nose, helping to usher it inside. Anything to prove she was a good pet and worthy for a chance of her own at Twilight’s pussy.
“Oh, darling, you’re so wet!” Rarity cooed, shoving herself inside all the way to the hilt. A long, wet noise accompanied that push, and naturally it sounded far, far more wet to the older woman that witnessed the motion. Rarity cooed as her hips swung gently from side to side, her hands moving to Twilight’s hips and working to hold her steady. “Are you ready, Twilight?”
“Your money, your time.” Twilight Sparkle whispered in aroused response, and glanced back at Rarity with a tiny wink. “Give me all you’ve got, Rarity!”
Principal Celestia’s eyes snapped open even wider as she witnessed the penetration of Twilight up close. Her mistress began to thrust hard and fierce - something that Celestia knew from her own experiences was certainly within the skillset of the dominant fashionista. As Celestia watched Rarity fuck into Twilight’s pussy again and again the older woman naturally took a few blows of her own; Rarity’s swinging ivory sack slapping her against her face once or twice, smearing Twilight’s nectar and driving home the older woman’s submissive position. Celestia groaned and shuddered within her bindings, drooled more from the sides of her gag, and her cock ached in desire as it continued sticking straight from her lap. Lines of precum oozed down the sides, blending with Twilight’s spit and showing just how wildly ready she was. But for the moment...Twilight’s pussy belonged only to the mistress.
Both teenagers above her remained a gasping and horny mess, and though Celestia couldn’t see them she could hear Rarity drift forward and press a wet, aroused kiss onto her friend’s lips. The slurping of tongue upon tongue told the principal it was a kiss born from desire and heated lust rather than romance - after all, Twilight was there to do a job. The entire time their kiss continued Rarity kept fucking Twilight’s raw and ready hole, her ivory cock plunging deep into that inviting fuckhole and stretching her purple slit taut around her shaft. The more she drilled Twilight’s pussy the more soaked it became, and it wasn’t at all uncommon for Celestia to feel drops of nectar crash against her cheeks, her nose, and her throat. All she could do was let those marks of flavor soak against her skin, unable to do so much as wipe them into her mouth.
“Ohh...Twilight...Twilight, I’m about it…” Rarity gasped, tightening her grip on Twilight’s hips. She braced her boots against the mattress and started to thrust even harder, making sure to slap her pet’s face with her sack as much as she could manage. “Get ready, darling, I’m about to...about to…”
“Do it!” Twilight called back in a joyful tone, her own hips rocking back to meet her friend’s thrusts. “You paid for this pussy, so do whatever you want to it! Pay attention, Principal Celestia!” As if the principal could possibly be staring any more intently than she already was.
When Rarity hit her climax, it was one of the rare moments in which an orgasm struck Twilight at just the same moment. The excitement of Celestia watching so close, the joy of being able to be open about her profession to a friend, and just the depraved ramming of Rarity’s cock was enough to drive her to a point of furious release. As her pussy was pumped full of rich white spunk her nethers shivered and spasmed around that cock, suddenly erupting with a wild, hot squirt squarely against Celestia’s features. Her nectar battered the older woman’s face, marked her with a joyful glaze, and completely bathed her in the wild scent of teenage lust. When both girls were finished with their respective spasming Rarity kept herself hilted inside of Twilight, and Celestia could once more hear whispering. Scheming. The mistress had greater plans, it seemed.
“...Rarity, I never knew you were this dirty.” Twilight could finally be heard to whisper back, and that announcement alone made Celestia quiver with pleasure, though not nearly as much as the next thought. “Okay...here goes.”
Celestia’s heart was racing and her throat was tight as Rarity pulled out, working in perfect harmony with one of Twilight’s hands. They worked together so that by the time the fashionista’s cock fell free no cum managed to escape, immediately being blocked by purple fingers. The two women began to move around on the bed, Rarity stepping off to the floor to watch with a smile, and Twilight Sparkle moving to hover herself above Celestia’s rock hard length. When both girls were finally in the principal’s line of sight once more, Twilight knelt above Celestia’s lap and cast her eyes towards the older woman, smirking as she began to speak.
“Your mistress has a message for you, Principal Celestia.” Twilight beamed, one hand moving down to hold Celestia’s shaft at the base, and the other still pressed against her own filled slit. “You’re never allowed to have any pussy...unless she’s been there first.” And with that message delivered, Twilight slid her hand aside and began to push with her nethers. Celestia practically spasmed as she watched Rarity’s cum slide out of Twilight’s hole, effortlessly covering the tip of the older woman’s cock. Thick threads of cream poured out of Twilight from the copious payload, and she did her best to stay balanced while letting it all ooze down across Celestia’s throbbing cock. Rarity settled in close, moving a hand to the back of Celestia’s hair and pulling her face against her own leather-clad chest, cooing as she watched the sight unfold with equal fascination and desire.
“You see, pet?” Rarity smiled, watching as the cum continued to steadily cover Celestia’s length like a piece of fruit dipped in frosting. “Isn’t it much more fun when Mistress gets a slut ready for you?”
Principal Celestia, practically at the breaking point, merely nodded eagerly amidst her twitching, blushing, and whimpering.
As Twilight settled down onto her principal’s cock, both Rarity and Celestia were transfixed at how the mistress’ cum gathered around the girl’s purple entrance. It was a slow and creamy penetration that let Celestia know that no matter how much Twilight had squeezed out, there was still far more of her mistress’ essence left inside. She was greeted by a warm coating across every inch of her shaft that was squeezed about her by Twilight’s walls, and the schoolgirl on top purred in delight as she saw the older woman’s blush intensify. Both could tell what a wet and sticky moment it was, and Twilight allowed her hands to drift forward and drag her nails gently across Celestia’s already twitching belly.
“How’s your student’s pussy feel, Principal?” Twilight cooed, knowing full well the gag would prevent any chance at the older woman from responding. She merely giggled after, and started to rock her hips. “Hmm...I’ll take that to mean that you enjoy it.”
Before long, Twilight Sparkle was fucking herself on top of her principal’s cock, riding in long and slow strides meant to tease the older woman. She pulled herself gradually up all the way to the tip of Celestia’s cock, and then slid herself down so slow and slick that she was practically teasing herself. She might have been able to make more money working the glory hole as usual that night, but...this was definitely much more fun. She watched Celestia’s face twist into moments of pleasure and shame as her throbbing cock was ridden, watched her fingers twitch and grip into fistfuls of hair from the spots where her hands were bound, and studied those stiff nipples as Rarity reached out to pinch them and twist the piercings from time to time. Twilight Sparkle might’ve become a whore...but Principal Celestia was a gleeful submissive slut.
It didn’t take long before Rarity moved in to join the fun, and it was rather clear just what she had in mind by the fact that she had claimed a bottle of lube from her nightstand. While she made her way to the foot of the bed she lathered up her already regrown length, making it glisten in the dim light from a healthy dosage of warming juice. She moved forward to kneel in between Celestia’s thighs and just behind Twilight Sparkle, the perfect position for her cock to line up against the rear of her beloved pet. The closer she got, the larger Celestia’s eyes went, until finally Rarity pushed her tip against the older woman’s entrance and wrapped an arm around Twilight’s waist.
“Oof!” Twilight whimpered as Rarity pulled her back down, holding her in place and forcing her to hilt the pet. As Twilight moved her hands up to adjust her glasses, Rarity leaned in close and whispered to the edge of her friend’s ear - though this time, just loud enough for Celestia to be privy to the conversation.
“Dreadfully sorry, dear, but you won’t want to miss this.” She murmured, lifting a slender brow as her cock began to push forward. “Watch her face while I slide into her ass.”
Rarity was right - it was truly a sight to behold. The older woman’s face twisted into a look of pure and unbridled lust as Rarity shoved her length into her tight rear entrance, and only once she had allowed her ivory inches to disappear into that hole did she release her grip around Twilight and let the girl resume her own motions. Celestia had gone from a teased and tormented state to receive almost more attention than any woman could handle - her cock well-gripped by the purple pussy of her prized student, and her ass filled just as deeply by another. Both girls were working in their own rhythm to fuck her in their own way, and they didn’t hinder each other in the slightest. All Principal Celestia could do within her bindings was lean back, get fucked, and drool around her gag.
Both girls threw themselves forward with reckless abandon, Twilight savoring the moment to ride her principal while Rarity drilled Celestia steadily from just behind her. At a certain point Rarity even grasped the lower edge of Twilight’s sweater and lifted it up, allowing Principal Celestia to see those purple, flawless little breasts bounce with every motion. The sound of flesh slapping on flesh was joined only by the noise of their gasps and groans - whether it was Celestia’s as she spiralled into primal madness, Rarity’s dominating grunts, or Twilight Sparkle’s joyful noises as she relished in her work.
It lasted for only a few brief moments, but considering the teasing they had already given poor Principal Celestia it was a miracle she lasted that long. It was Rarity of all people to cum first; thanks in part to the sight of her pet in such glorious delight, and thanks to the fact that her ass was quite possibly the happiest, warmest spot the fashionista had ever known. When she started to cum she pushed herself down to the hilt just like with Twilight, and her back arched as she began to release spurt after spurt within that tight, tight hole.
It was the moment that started all of them down the same path, with Celestia screaming against her gag as she started to flood a particular pupil’s purple pussy. Her cock throbbed against the sides of Twilight’s hole as she released a torrent of cum, cum that Twilight was quite happy to gobble up with her tender, tight entrance. The schoolgirl slammed her hips down and allowed Celestia’s cream to mix with Rarity’s already filling her, both sticky white delights swirling within her, driving her to a peak of her own. Needless to say, it was a moment in which mistress, whore, and pet were all left spasming in the very height of pleasure, and it wasn’t for a few long moments before anyone was able to speak.
They remained locked in place; Twilight mounting Celestia’s cock as a puddle of cum oozed from her pussy and collected on her principal’s lap, and a similar puddle forming just underneath Celestia’s ass where Rarity still threaded her. Rarity had pulled her arms tight around Twilight from behind, fondling her friend’s bare breasts as she kissed her up and down across her throat, moving occasionally even to press a smooch against her lips.
“This is marvellous, darling.” Rarity purred, and allowed a hand to lower to tease her friend’s clit. Twilight almost immediately spasmed in an aftermath of delight, though managed to control herself as gloved fingers teased her pussy. “And to think, we still have the whole night!”
“Mmm...enjoy the first time rate.” Twilight Sparkle whispered to her friend, and nudged her forehead playfully against Rarity’s own. “Because I’m getting the feeling that you two are going to be putting me through way more than you’re paying for.”
Rarity merely giggled at that, and offered her friend a joyful nod before beginning to pull her shaft free of Celestia. For the moment she let the whore between them collapse forward, landing on the principal’s chest in a half-embrace. Rarity moved to her feet and worked her way to a nightstand, her shaft still dripping cum as she opened the top shelf and pulled out a checkbook with a flashy designer print.
“I’ll leave you a generous tip this time…” Rarity cooed, and gazed at the bed where pet and prostitute were catching their breath. “In the hopes you’ll grace my bedroom again soon.”
Twilight Sparkle merely smiled, and gave her friend a tiny nod before squirming along Celestia’s naked, writhing body. The money was good, and she was enjoying the work...and in that moment it was hard to push aside thoughts of progression within her line of work.
Twenty for her mouth, forty for her pussy? Chump change. Twilight Sparkle could make so much more money by being a housecall whore all through town...and she’d have even more fun doing it.
End of Chapter Three.
Author's Note
Bam! Betcha didn't expect to see another chapter of this, huh? Big, big, big thanks to the person that commissioned it!
Hey, if you dig my EQG smut or any of my other work, consider showin' me some love over on Patreon!
The Twilight Sparkle Scholarship Program
The Twilight Sparkle Scholarship Program Chapter Four: Professional Partnership
Business had been going well for Twilight Sparkle. So well, in fact, that within two month’s time her most frequent customers had been drained of the budgets they put aside for fucking a cute nerdy schoolgirl on the side. Making the change from glory hole cocksucker to full-fledged whore had been a financially wise one for Twilight Sparkle, but the depths of those pockets were limited and she had been putting in plenty of long nights. For the past week Twilight Sparkle had been laying around the house waiting for her cell phone to ring for another romp, but the only time she heard anything it was for invitations that she wasn’t about to accept.
“How about you come over, darling?” Rarity had sent the message along with a few heart and eggplant emojis. “I’m afraid my finances are a little lacking right now, but surely you’d be willing to offer me some of your time in advance?”
Twilight Sparkle did not operate her business like that. Rarity, Fluttershy, Rainbow Dash...it didn’t matter which of her friends tried to contact her for a freebie, she always made sure to turn them down. Why was she friends with such moochers, anyway?! Between the three of them and the various men that she had worked with over the past few months, her phone had been buzzing nonstop - but in the past week, none of it was for a working job. And so, with the knowledge that she had effectively drained the local whoring economy, Twilight Sparkle had no other option but to return to where it all began.
Back to the porn shop. Back to her glory hole. The young lady was dressed that evening in her old glory hole clothes - the uniform she used to wear when she attended Crystal Prep. There was something satisfying about sucking dick while stuffed into that pleated schoolgirl skirt and button-up shirt, as if it was one last poke at the school and the students she was eager to leave behind. After all, if she ever saw any of the Shadowbolts ever again it would be too soon. As Twilight stepped into the shop for the first time in months with her book bag over a shoulder and a smile on her face, she was instantly greeted by the deep purple-skinned woman sitting behind the counter.
“Well well, look who thinks we’re good enough to visit again.” The woman behind the counter sneered a bit, folding her arms across her chest and levelling her gaze on Twilight. The proprietor of the shop had always been a bit gruff and rough around the edges; sporting a scar over one eye and a short mohawk that flowed down into a longer tail. She was young for a small business owner - maybe in her early twenties, and that alone made Twilight fond of her. Another industrious young woman with a good business sense, making money for herself in the world of smut and filth! “Thought you left to be a proper whore.”
“Can you blame me, Tempest?” Twilight offered in response, and casually strolled right up to the counter. She took a quick glance from side to side; the Broken Horn was the same old sleazy place it had ever been. Filthy DVDs from wall to wall, a section with dangling sex toys, and the back rooms that Twilight was intimately familiar with. Twilight drummed her fingers on the table as she looked at her old friend and quasi-employer, and rocked back and forth on the heels of her polished schoolgirl shoes. “There was good money on it, but I always told people I got my start here at the Horn. Speaking of…”
“You want to work the hole tonight.” Tempest scoffed a bit, and even gave a snort that sounded almost horselike. She slowly stretched her powerful arms across her full chest, and stood straight up to showcase how intimidating she could be. A tall, butch girl - and if Twilight didn’t know she had made her plenty of money in the past, she’d be a little frightened. She let Tempest puff herself up for a little bit, and continued playing coy and sweet while the larger girl went on. “Why should I let you waltz right back in here with your little slut skirt after you decided you were too good for this place? Give me one good reason.”
In response, Twilight stretched a hand across the counter, slipped her fingers underneath the larger woman’s chin, and gave her a tiny caress. As with all things Twilight did these days it was profit-minded; and she knew exactly what she was doing to Tempest as she saw the other girl’s nostrils flare and a steady bulge within her ripped jeans start to grow. Twilight’s voice was as melodic as she could offer it; and she even gave Tempest a wink from behind the lenses of her glasses.
“Because I’d be...so grateful…” She cooed, dropping fully into her best flirty tone. She had been forced to rely on it quite a bit since becoming a proper whore; most of her clients didn’t necessarily respond well to her otherwise professional approach. “I could make us both plenty of money...maybe enough for you to take me out to din--”
Twilight’s voice stopped as Tempest snatched a hand around her friend’s wrist. The owner of the Broken Horn gave her a fierce tug; enough to make Twilight jerk against the counter and her skirt to flip up; giving a pervert in the back a nice shot of the purple panties she wore. Tempest leaned her head in close to the other girl as she growled, her voice low and menacing - and clearly showing her arousal.
“...one day, you’re going to make good on all that teasing.” She murmured, before suddenly releasing Twilight once more. With that promise in the air she gestured to the line of back rooms; the stalls set up for people to either view porn in private or - in the case of one certain booth, get their cock sucked anonymously. “Get to work.”
“Thank you, Tempest~” Twilight offered in a sing-song voice that was starkly out of place with her business acumen, and she began to drift towards the back with a hum rising from her throat. She only got halfway there; however, before Tempest Shadow had the last laugh.
“Don’t thank me.” She remarked with a smirk, and gazed across the Broken Horn to the returning employee. “Thank the new girl, if she’s nice enough to share the booth with you.”
“What new girl?!”
***
If Twilight Sparkle ever saw one of the Shadowbolts ever again, it’d be too soon.
It was too soon. As Twilight slipped past the booths and into the secret door leading into the “service” side of the glory hole, she stood with her mouth agape and her eyes wide at the girl that had took her job. In many ways, they looked so much alike. Purple skin, glasses, matching Crystal Prep schoolgirl uniforms, though the young lady in question had silver hair pulled into a pair of pigtails. As Twilight Sparkle glared aghast at Sugarcoat sucking a cock that should’ve rightfully been her customer, the Shadowcolt merely lifted a hand with a finger outstretched, telling Twilight silently to wait a minute.
It was professional courtesy that kept Twilight from yanking the girl out of her booth by the pigtails and finishing the job herself. She was tense and furious as she watched Sugarcoat work; slipping her well-lubed hands up and down a throbbing amber-colored dick, alternating the rotation of her palms in different directions and securing her mouth squarely over the tip. It looked like the blowjob had just begun and it gave Twilight a chance to look at Sugarcoat’s setup...something she was almost instantly impressed by.
Did Tempest pay to have the room extended while she was gone?! That butch bitch. It was bigger than it used to be, and there was even a shelf built to be chest-high when someone was on their knees; a shelf that Sugarcoat had already stretched out her homework and a light snack of apple slices on. There were well-cushioned pads along the floor for her knees, and two soap dispensers on the wall - one with soap, appropriately enough, and the other with lube. It was a nice setup for sure and one that Tempest had clearly invested in for Sugarcoat to reap the benefits. It was hard for Twilight not to feel a little jealous.
Before long, Sugarcoat worked her client to an orgasm. With her hands alternating across that throbbing cock and her mouth securely locked around the head, she coaxed from him a hefty payload of sticky white cum as she made a gentle moaning noise. The man from the other side offered a heavy grunt as his load was unleashed, and when his tip popped from Sugarcoat’s mouth the girl leaned back and smacked her lips together. Twilight watched in awe as the girl opened up her mouth with that overflowing payload of cum, and reached down for her cell phone. She quickly switched it to selfie mode, levelled the shot to leave out her eyes and nose, and turned on the video recorder.
Gulp! She swallowed down that creamy mouthful, opened her mouth to show she had gobbled every last drop, and then promptly began to tap a few buttons on her phone. A few seconds later Twilight could hear the beep of a text message from the other side of the hole, and a man’s voice murmur partly to himself.
“...fuck, that’s hot…”
“Thanks for your business, you can go now.” Sugarcoat spoke without any real trace of enthusiasm, and sat back on her rump. She took a long drink from a bottle of water before finally looking over to the other girl, and lifted her brow in curious fashion. “Why are you here, Twilight? You’re not getting your old job back.”
“W...What?! You?! How? Why?!” Twilight Sparkle was normally packed full of dick on a Friday night, but this time it seemed to be questions that were filling her. She flailed her arms forward to where Sugarcoat sat as big as she pleased, gesturing not only to the girl herself but the shelf, the dispensers, the overall improved and renovated booth. “Tempest built you a shelf?! You’ve got knee pads?! All I got was a lousy pillow!”
“Guess you should have fucked Tempest like you always teased her with.” Sugarcoat gave a quick shrug and a scoff, lifting her nose at the other girl. “Once she realized I didn’t mind sucking her cock, she was more than happy to make things as comfortable as she could for me.”
Twilight blinked, and gave a fierce scowl. She was ready to storm out and complain to Tempest personally before another question hit her, and she pointed at the girl in an accusatory fashion.
“And what was that nonsense with the selfie?!” She demanded, her nose scrunching up. “Just what kind of operation are you running here, Sugarcoat?!”
In response, Sugarcoat rolled her eyes in dramatic fashion. She moved to take hold of a notepad-sized clipboard sitting against the wall and handed it over to Twilight without saying a word. The clipboard itself had a stack of papers and a pen attached to it, and was just small enough to push through the hole. As Twilight gazed down at it, her cheeks grew a deep blush of irritation.
***
Thanks for choosing the Broken Horn’s glory hole for your cocksucking needs! Our talented and beautiful service girl will be happy to give you the blowjob of your life. Please check which services you would like today, and return this form with payment. We accept cash and all major credit cards!
Blowjob: $50 The classic favorite! Pussy: $80 Teenage pussy has never been so affordable! Anal: $100 With this price, it’s like she’s taking it in the ass twice!
Add-Ons: Personalized Experience: +$20
While you enjoy your teenage slut, she’ll loudly moan and beg for more. Please indicate which name or honorific you would like: _______
Momento Video: +100
After you cum, she’ll take a quick selfie movie and text you the results! This will be either a big swallow of cum or a solid ten seconds of her fingers playing in a cum-filled pussy or asshole! Consider it something to remember her by, and list your phone number here: ______
Thanks again for choosing the Broken Horn for your dick sucking needs today!
***
Twilight Sparkle lowered the clipboard held within a fierce grip, paused for a brief second, and scowled as she gazed back at Sugarcoat.
“...I’m angry that you took my spot, but I’m impressed by your organization and ingenuity.” She admitted in a completely honest, genuinely jealous voice. She gestured towards the clipboard and arched a brow at the other girl, as if she could hardly believe that Sugarcoat was capable of such a thing. “This was your idea, Sugarcoat? I’m positive Tempest Shadow wouldn’t of been this clever.”
“Of course it was my doing.” Sugarcoat beamed in response, and gently turned around on her knees. She moved to face Twilight and lean her back against the wall, right beside the hole where she was awaiting her next customer. The young woman adjusted her glasses in patient fashion, and was clearly more at ease than Twilight was. The girl that had abandoned the glory hole just like she had abandoned Canterlot High might have been the one that put the Broken Horn on the glory hole map, but it was Sugarcoat that had elevated it to a whole new level. “I have a burner phone that I use to send out the selfies and texts to maintain my anonymity, and the credit card deposits go right to the Horn directly. Tempest gives me my cut at the end of the night in cash, and I go home happy.”
“...giving people the opportunity to pay with their card and cash alike probably encourages them to spend more.” Twilight Sparkle observed, and padded closer to the other girl. She dropped down to her knees as she invited herself further in; bracing herself against the knee cushions and gazing down at the clipboard once more. Absently she reached into a pocket and pulled out a pen, and immediately began to make a few notes and edits to the sheet itself. “Though I think your form could stand to have some organization to make it easier for customers to fill out. It should also include a disclaimer that all transactions are final - and a time limit, just in case they take forever to cum. When I was working here every now and again I’d get someone that just couldn’t keep it up, or was intentionally pulling their dick out of the hole to stop from cumming, and then put it back. The customers need to know that sort of liability isn’t on you.”
“That’s...a good idea.” Sugarcoat murmured, tilting her head as she looked at the changes the other girl was making. Twilight was already drawing boxes and tables to make the data entry of the customer’s desires more clear. Sugarcoat smiled a little as she drew a bit closer, unable to resist prodding Twilight for even more info. “What other tips do you have?”
“Well, in the interest of organization you should really have a log somewhere.” Twilight responded simply, and soon flopped back on her rump. She folded her legs underneath her and continued to make edits and notes, before simply flipping the top page over and writing on the back. The sound of the pen scratching along the paper filled the tiny glory hole booth as she worked, jotting down notes and edits at rapid speed. “That way at the end of the month you can evaluate which options the customers seem to like the most. That way you know which of your holes are more popular and might necessitate a higher cost. After all, why get fucked in the ass one hundred times if you adjust your rates by ten percent and only get it ninety times?”
It didn’t take long for Sugarcoat to work her way over to Twilight, kneeling down beside the other girl and looking over her shoulder as she worked. Twilight Sparkle was every bit the brainy control freak she was back at Canterlot High, but it seemed somehow less obnoxious when it was within the parameters of making a glory hole even more profitable. In the notes she listed there were possible methods of increasing the value of her services, suggestions for Tempest Shadow to offer some sort of store promotion, and even an opportunity to purchase used panties through the glory hole. It was an impressive bit of work from an industrious young mind; one that had been in part inspired by Sugarcoat’s own entrepreneurialism. The two girls sat there for another ten minutes before they heard the sound of movement from outside, and saw a pair of jeans hanging out before the glory hole.
“Oh, I guess you’ll need this.” Twilight Sparkle pulled their work page from the top of the clipboard and handed Sugarcoat the rest. Before she had a chance to resist Sugarcoat yanked the pen from Twilight’s hand and started to scribble something down at the bottom of the fresh order form, and quickly moved to pass it through the hole. Twilight just sat in waiting as the new customer made their order; marking off a few options and then returning it with a credit card. Sugarcoat merely giggled as she took the card and started to process it, and while she did Twilight Sparkle looked at the edit she had made to the order form.
“Today Only!” The sheet read in Sugarcoat’s slightly messy, rushed handwriting. “We have two hot teenage sluts working the glory hole at the Broken Horn! If you’d like the other girl to participate in your service today, please add an extra $150 to your order.”
Sure enough, as Twilight looked at the customer’s order form, they were more than ready to accept that option. It was an additional rider onto their ordered package: a run at a teenage girl’s pussy with a celebration selfie afterwards. As Sugarcoat passed the man’s credit card back through the hole and he began to unbutton his jeans, the resident cocksucker looked back to the woman that had started it all, and stretched out a hand with a smile.
“Well, partner?” She asked with a kind smile, easily as sweetly as she had ever looked at Twilight Sparkle. Gone were the days of her bullying Twilight alongside the other Shadowbolts, now she clearly saw her as an equal in a very particular profession. “We’ll split the profits fifty fifty.”
Twilight Sparkle didn’t even need to think about it. It was a fair deal by any estimation, and Sugarcoat had already impressed her. Twilight Sparkle took the other girl’s hand into her own and moved forward to kneel on the other side of the hole as her, looking across the length of a thick, throbbing cock that started to emerge before them. As Twilight and Sugarcoat wrapped their hands around the plump cock they were given, Twilight took a deep breath and shook her head in a slight state of shock.
“I have to say, I’m surprised, Sugarcoat.” She offered, just as the pigtailed girl leaned forward and started to lick the offering from base to tip. “I never thought I’d meet someone that shared my business mind for this sort of thing.”
It could be the start of a very profitable partnership in the industry of getting fucked for money.
***
Twilight Sparkle was eager to talk to her new business partner about the future of their working relationship, but she was also smart enough to know that no client particularly wanted to hear such professional talk while he was receiving the services he paid for. As such, she kept mostly silent as she worked with Sugarcoat, their tongues weaving back and forth across a throbbing length and their hands alternating efforts to grip, squeeze, and tug him. The client hadn’t opted for them to make much noise or call him by a specific title, and so neither girl said much: it was a service that hadn’t been paid for, after all.
It didn’t take long for Twilight to realize that working with another girl made for an easier job. When she pulled her mouth off of that thick and throbbing tip Sugarcoat was there to replace her, ensuring that she’d always have the opportunity to give her jaw a rest when she needed it. The nearby spread of homework on the shelf was enough to tell Twilight that Sugarcoat did much the same thing she used to when she worked the hole, which offered even more opportunities for collaboration. Study buddies? Booth sluts? They could be a great many things together within those four close walls, making a hefty sum while they carried out their school obligations. Why, they could even take turns handling solo clients while the other focused on getting her homework done!
The man on the other side of the hole was savoring it intensely; there was no doubt that two eager little cocksuckers were working on his dick. The firm grips that kept passing his rod back and forth, the unmistakable sensation of two tongues weaving up and down his shaft, the heated breath of two hot teenage mouths rushing air across his length...it was money well spent. He was likely envisioning two greedy cum-hungry sluts competing for tastes of his dick, whispering to each other how much they loved it and how they couldn’t wait to feel him inside. In reality, the whispers going on that he couldn’t hear were drastically different, and much more focused and driven.
“...this was your brilliant idea, so you should decide who takes the creampie and who takes the picture.” Twilight Sparkle whispered against Sugarcoat’s ear. Her lips were glistening with the shared spit of both girls, though neither one of them was particularly aroused by it. This was business, after all! “I will completely acquiesce to your decision, Sugarcoat.”
Sugarcoat drug her tongue across their client’s cock in a long, wet swipe, and as it flicked from the edge of his precum-laden tip she simply carried her lips all the way towards Twilight’s ear, returning her whisper in the same professional tone.
“I’ll take the creampie.” She offered simply, as she held the man’s cock by the shaft and rubbed his spit soaked tip back and forth across Twilight’s cheek. “You’ll need to lick some cum out of my pussy in order to deliver a proper memento movie selfie. Purely professional, of course.”
“Of course.”
With their plan in mind, the two young women did exactly as they said. Sugarcoat stepped up in the booth and turned around to face her lower half to the hole; lifting up her schoolgirl skirt and bending forward enough to make the penetration smooth and easy. Twilight Sparkle was there to help and provide yet another valuable service - lining up a customer’s dick in a relatively confined environment. With Twilight holding his cock by the base and helping him inside of Sugarcoat it was an easy process indeed, and before long the pigtailed girl was bouncing back and forth, slamming her cutely round rump against the wall and taking his cock up to the base.
Twilight Sparkle was given a bit of time off while Sugarcoat fucked the client, so she prepared the burner phone for the selfie and slid herself into position. She moved so that she sat directly underneath Sugarcoat with her head resting just underneath the man’s cock - she could’ve easily helped out by licking it as it drove in and out of the other girl, but that was certainly something that would’ve merited an extra add-on when they designed the new order form. As it was, Twilight just laid back and stared up at Sugarcoat’s increasingly soaked pussy, fucked again and again to the point that some of the girl’s juice fell down to Twilight’s face. She drew in deep breaths of the other girl’s pussy as it was fucked and filled, and it was certainly enough for Twilight to tell that on some visceral level Sugarcoat enjoyed it.
That was good. Neither of them would be whores if they didn’t like sex, after all, but they were both focused enough to keep their mind on the money itself. It pleased Twilight to know that the girl she was likely entering a business partnership with was of the same mind. When the client finally started to work himself to release Sugarcoat fucked him all the harder, slamming her rear back with more intensity until his length finally started to throb and pulse. Twilight took the opportunity to balance the selfie camera as best as she was able; already knowing it would be a bit tricky to record herself eating Sugarcoat’s creampie while keeping part of her face out of the picture. Perhaps they could get Tempest to spring for a garter-mounted thigh camera!
Their first shared client left Sugarcoat’s pussy overflowing with cum, and Twilight Sparkle was there in an instant to start gobbling and slurping. She balanced the selfie camera as best she was able and secured a solid twenty seconds of her working; her tongue moving back and forth, cum oozing out of Sugarcoat’s folds, and two hearty, hefty swallows to show she was drinking it down. Sugarcoat trembled and spasmed while Twilight worked her tongue across the other girl’s folds, and though she couldn’t be entirely sure, it seemed like the girl had a climax from those tender licks. A small one. Probably an aftermath of getting fucked and creampied anonymously.
When Twilight Sparkle sat back up and turned to the order form’s listed phone number, she sent the recorded video along to complete the client’s transaction. Already Sugarcoat was bringing herself down to sit beside her new partner, and had pulled a fresh paper towel from a wall-mounted unit, dabbing her pussy to clean up some of the cream before handing it over to Twilight. As their client walked away Twilight was busy wiping off her mouth, and she flashed a bright and cheerful smile to Sugarcoat.
Probably the most sunny and pleasant smile she had ever given in the industry. She was a girl that enjoyed her work; of course, but nothing gave her quite so much pleasure than realizing that she had a potential new coworker that shared her values of pleasure for profit.
“Sugarcoat, I think the two of us can work very well together.” She offered, and stretched out a hand for the other girl to shake. “What do you say? Mind if I share the glory hole with you for a few weeks?”
“I think this is the beginning of a mutually beneficial partnership.” Sugarcoat didn’t even hesitate as she pressed her hand into Twilight’s, sealing their arrangement with a firm shake. “I look forward to expanding our business together!”
***
Two mouths were better than one. In one short week Twilight Sparkle had learned as much, and Sugarcoat had helped her tremendously during that time. It was nice being back in the old glory hole again, and even better having a fresh perspective to help keep her on the most profitable track. And by the end of the week, Sugarcoat had convinced Twilight to make good on one of the promises she had been teasing for months.
“Fuck, that’s nice...keep at it, you little cumdump sluts…” Tempest Shadow hissed between her teeth as she reclined in her office chair in the Broken Horn’s back room. She had closed up shop early because it was a slow day; likely because most of her shop’s visitors had spent their money at the glory hole and its brand new set of services. It gave the store’s proprietor a chance to enjoy herself, so she didn’t care all that much. As Tempest spread her legs all the further apart she took a tight fistful of hair belonging to both girls, and forced Twilight and Sugarcoat’s mouths harder against the base of her dick. “This is how you get what you want, whores.”
Twilight Sparkle and Sugarcoat both knew their business. They knew how to get what they wanted. Neither one of them corrected her; though, since the thick-cocked owner of the Broken Horn had still been good to them. Letting them run their business while only taking a small cut was a good deal by any estimation, and her cock was easily the best one they had serviced that day. It was...a hell of a lot bigger than Twilight had expected, to be honest. She would’ve put money on Tempest being all talk and no show, but the scarred woman was packing nearly ten inches in her pants. Ten inches that were now covered in spit shared across two different girls, and were positioned to drive down deep into Twilight’s mouth. As Tempest lined up her enormous tip against Twilight’s lips she offered a particularly wide and wicked smile, just before thrusting herself forward and slamming her cock deep into the girl’s mouth.
“I’ve wanted to facefuck you since the first day you walked into my shop.” She announced simply, and then proceeded to do precisely that. Sugarcoat watched for a few seconds as Twilight was forced to bounce her mouth up and down on Tempest’s cock; seeing her cheeks fill and her throat bulge, and lines of spit cascade down the corners of her lips. After briefly nibbling her bottom lip Sugarcoat dropped her mouth down to Tempest’s sack, and she worked to help Twilight by spreading her tongue back and forth across the larger girl’s heavy, hanging balls.
It didn’t take long - it never did between their shared talents. When Tempest finally came she made sure to do it squarely into Twilight’s throat - just as she had promised to do many times in the past. Twilight Sparkle was left with her body quivering in a state of strain and pleasure as she felt her throat coated in the warm nectar of the other woman, and soon she felt Sugarcoat’s tongue moving back and forth across the edges of her lips, cleaning up any of the spunk that flowed past. Twilight merely stared through her glasses at the Broken Horn’s owner, drinking mouthful after mouthful of rich, heavy cum before finally letting the tip flop from her lips. She finished off the girl’s payload with another swallow, and then offered a tiny cough before flashing her gaze at the mohawked girl’s features.
“There. Remember your part of the bargain, Tempest.”
“You know what we want, Tempest.” Sugarcoat responded in turn, linking an arm around her new business partner’s waist and standing alongside her in solidarity. The owner of the Broken Horn, as stoic and strong as she was, didn’t mind relenting. She gave the pair of girls a small shrug, turned at her desk to face her computer, and promptly brought up a shopping website.
“All right.” She conceded. “Which cappuccino machine did you want for the booth again?”
Already, Twilight’s new partnership was paying big dividends. She could only imagine where things could go from here!
End of Chapter Four.
Author's Note
Boom! I just wrote this chapter today and thought it was fun enough to share. Hope you all enjoy Twilight's oh-so professional method of sucking donger!
Dig my work? Check me on Patreon!
The Twilight Sparkle Scholarship Program
The Twilight Sparkle Scholarship Program Chapter Five: The BBBFF Bachelor Party
A few weeks after their partnership began, Twilight Sparkle and Sugarcoat were at the top of their game. With Twilight Sparkle’s attention to detail, Sugarcoat’s upfront business practices, and both girls firmly focused on making as much money as possible their profits had soared to a point that neither one could have achieved on their own. With every last dollar sent to a shared account that would require both of their signatures to withdraw from, the two had begun a lewd little enterprise that was sure to pay for the college of their choice when the time finally came.
And business was only getting better.
“All right, the payment just went through. We can go inside now.” Sugarcoat spoke from the driver’s seat of her parked car, sitting just outside an apartment complex. She tapped on her phone to finalize the transfer, and as she tucked it into her pocket she gazed over to Twilight with her typical sharp gaze. “Just remember, they only paid for us to show up and fuck them. If they want us to be nice about it, then the tips have to come flying.”
“You don’t think I’d forget that, do you?” Twilight responded with a slight chuckle, and together the two girls started to slip out of the car. They were both dressed in their Crystal Prep uniforms - a favored choice among their clients - complete with pleated skirts, kneehigh socks, vests, and glasses perched upon both of their faces. They looked intensely innocent as they padded their way to the apartment complex, so much so that it’d be hard to imagine that in reality they were a pair of prostitutes heading towards a big score. As they walked Twilight gazed over to Sugarcoat once more and scrunched her nose up, murmuring as they made their way in the front door.
“This place looks familiar.” She murmured to herself. “I could’ve sworn I’ve been here before. What’s the event, again?”
“A bachelor party.” Sugarcoat offered simply, before rolling her eyes. “Well, an early bachelor party. The wedding isn’t for a while, but they wanted to get the jump on it because they’re horny perverts.” She shrugged. “Whatever. If we do a good job, that just means they’ll hire us again when the wedding’s closer...and that time, we can jack up our prices!” It was that business acumen that solidified Sugarcoat’s contribution to the team - the keen eyes always looking to help them make the most. Twilight Sparkle smiled and gave a little nod as the two continued to make their way up, standing silently in the elevator with no small talk. As they made their way to the front door where the job was waiting Twilight’s hands moved up her body to do one last check - business cards were in her pocket, a change of panties were tucked away so it wasn’t a sticky ride home, and most important of all her wallet was nowhere to be seen. Her purse was tucked safely away in the trunk of Sugarcoat’s car, because after all...anonymity was important in their line of work.
When she gave Sugarcoat a little nod to knock, the two girls weren’t left waiting for long. Past the blaring music and the sound of a few dudes just hanging out waiting for their whores to arrive, the door finally started to open and they faced a small crew of young men not much older than them. One of them - a white-skinned, blue-haired young man with a stunned look on his face, was the first to speak.
“Twily?!”
***
To say that things were awkward upon realizing it was Shining Armor’s bachelor party would have been an understatement. Twilight Sparkle would’ve just turned and left right then and there, but as Sugarcoat was quick to point out the payment had already been processed and there was never any refunds. Still, as the two girls stepped inside Twilight Sparkle couldn’t help but avert her eyes away from her brother and drift towards his five friends that were all there to celebrate with him.
“So, whose apartment is it?” Sugarcoat was the only one to speak with any boldness in that moment, with the two siblings understandable awkward and the other guys a bit unsure how this would unfold. When one of Shining Armor’s friends raised a hand the girl with silver hair and glasses gave a short nod and pointed towards the living room. “You’re going to pull that chair away from the couch. I’ll take care of Twilight’s brother and she can handle all of you guys. Does that sound fair to everyone?”
“Uh...I mean…”
“Look.” Sugarcoat gave a tiny snort, and folded her arms across her chest. She stepped up to where Shining Armor was still trying to keep his eyes on the floor, and looped an arm through his. Her words came fast and focused, since clearly she was the only one qualified to take the lead at such a tender moment. “We could stand around marvelling at how strange a coincidence this is, or we can fuck. The five of you will have plenty of fun with Twilight, and I’ll make sure the star bachelor goes home happy. The only thing I want to make perfectly clear is this-” She raised a pointed finger, and twitched her nose a bit. “You boys are on the clock and we’re both leaving exactly at six. So what’s it going to be?”
With a stern, solid argument like that it was hard for anyone involved to complain. The guys had already paid for the services of the pair of whores, and though they might be disappointed that none of them would get the blowjob sandwich treatment with the two spread out, one purple teenage pussy was better than none. Finally they all nodded and Twilight Sparkle gave her own noise of agreement - fucking five guys was definitely more than her fair share of the workload, but it was worth it for having Sugarcoat take care of Shining Armor. As the crowd moved to the living room, Twilight Sparkle stretched out a hand to take Sugarcoat’s elbow, pulling her in to whisper something short and soft.
“Sugarcoat?” She asked. “Take one hundred dollars off of my share, treat it as a tip from him. Make sure my brother has fun, okay?” Sugarcoat merely smiled and nodded. And just to make sure things continued to be awkward, her voice rang out as she kept pushing Shining Armor forward.
“C’mon, stud, your sister just bought you a deepthroat.”
It was going to be a strange evening.
With the unexpected brother and sister reunion, they had already dipped a little far into the minutes the boys had purchased. As such, the girls skipped over the usual striptease to get right down to business - inviting their respective clients to come at them through their clothes. Sugarcoat pushed Shining Armor into the chair and slid right atop him, grinding her hips back and forth to slide her panties over his lap, all while brushing her palms across his solid, broad chest. Twilight Sparkle, on the other hand, was soon surrounded by boys on all sides. Sitting in the center of the couch, the girl could feel hands groping at her from every angle and it wasn’t long until she caught sight of cocks falling forward and offered up to her face.
“You’re the cuter one, anyway!” One of the guys rationalized it - he might not get to fuck Sugarcoat, but Twilight was a totally fine catch. As the tip of his prick smeared back and forth over Twilight’s cheek, he drew a glistening line of precum across her soft, warm flesh. “Guess we lucked out!”
“Nice seeing you again, Twilight.” One of the boys spoke with a grin, just as he slipped a hand underneath Twilight’s skirt and pressed his fingers against her panties. As he rolled them in a slow and teasing touch her thighs spread a little further, and she gazed up at him with blushing, cute features. It was one of Shining Armor’s friends - the owner of the apartment - and the reason it looked familiar to her as they made their way up. “I’ve wanted to fuck you for years. Can’t believe all I ever had to do was pay you!”
“We...We brought...business cards if you’d like to see us again.” Twilight bit down on her bottom lip, and pushed her hips forward to grind her nethers to that touch. Soon she was reaching up to cradle two cocks in her hands, and alternating her head from side to side to give each one a few tiny, sweet kisses. “We’re always happy to work with hot young guys like you…”
A bit of flattery never hurt. Soon Twilight Sparkle felt her panties pull free, and her pussy and mouth were wrapped around similar thick, eager lengths that weren’t in the mood to wait around. If the boys only had the girls for a few hours, then it was important to make every moment count! As she sat back on the couch Twilight hitched her legs around the waist of Shining Armor’s friend, and as he pounded her with slow and steady thrusts she continued to service every dick offered to her mouth. When she could see across the room in between the sea of horny young men her eyes darted over to Sugarcoat and Shining Armor - and though she wouldn’t openly admit it, the sight of it made the evening just a bit more exciting and fun.
The girls had only ever been in the business for the money. The orgasms were usually rare, and never what they were after. Still, as Twilight watched with widening eyes, she could already tell...this would be a job that made her cum, if for no other reason than watching her business partner ride her brother made her skin crawl with delight.
“How’s that teenage pussy?” Sugarcoat cooed, at this point with her vest undone, her bra unhooked, and her breasts left exposed before Shining Armor’s face. Similarly, her panties were dangling from an ankle and her skirt was pulled to her waist, leaving her slit exposed atop Shining Armor’s lap. For the moment she was just teasing him, keeping his cock pressed flat to his lap as she rocked back and forth across the shaft, leaving it glistening from her nectar as he pooled precum at the tip. With her hands moving into his hair she just kept rocking back and forth, her smile widening as her eyes narrowed behind her glasses. “Nice and warm? Think it’s warmer than your sister’s?”
“C...Can we...not talk about Twily?” Shining Armor murmured, his voice half-muffled and gasping. His hands were locked fiercely against the sides of the chair as his knees spread wide, and every breath he took was heavy and deep and quivering with excitement. His cock was rock hard and trapped underneath a sweetly warm embrace, though it seemed like Sugarcoat was just intent on teasing him before finally delivering true pleasure. “It’s...it’s really weird to find out that she’s...she’s…”
“She’s a whore.” Sugarcoat purred in her no-nonsense fashion, and grinded her hips against him all the harder. Soon she was leaning in, whispering against his throat, giving him a few tiny licks, and even clawing her nails down his chest. Anything to make him squirm all the harder. “Your little sister...is a whore. And right now, all your friends are running a train on her. And I’ll tell you one more thing-” She let her mouth drift up so she could whisper against the edge of his ear. “-she’s probably thinking about fucking you while they do it.”
Shining Armor’s gasp came at the same moment that his hips bucked back, and his cock finally slipped into position. By the time his muscles untensed his prick eased itself into Sugarcoat’s slit - pushing deep within those tight, warm, inviting walls and plunging down to the hilt. The schoolgirl gave a slightly mocking giggle as she felt her nethers spread around him, and she teased at his hair in playful fashion before offering him one last whisper.
“That sure got you going.” She murmured, and began to roll her hips. “You can watch her get gangbanged while you fuck me. I won’t be offended. We’re both here to get used...in whatever way makes you happy.”
Sugarcoat deeply cared about client satisfaction. Without waiting for Shining Armor to respond she began to rock her hips quicker and quicker, letting his length slip to very nearly the exit of her nethers before plunging right back down again. Twilight’s brother was particularly well-endowed and the trip up and down was a bit of a strain on Sugarcoat’s relatively slender frame - something she could no doubt tease her coworker about later on in the evening. Like Twilight, her climaxes during working hours weren’t particularly common, but she was already expecting that the blue-haired stud would be able to squeeze one out of her. If nothing else, she enjoyed seeing Twilight squirm in his presence.
As Sugarcoat continued to ride, Twilight Sparkle had finally been pushed into a position where she could watch relatively unfettered. By now, the guys had found the joy of filling both of her lower holes with cock and one of them laid flat on the couch as she straddled him. Another slipped behind her to ease his prick deep into her purple ass, and together they were pistoning in and out as the other three took turns with Twilight’s hands and mouth. The studious young woman was working diligently, rocking into the thrusts that she received and tending well to the cocks offered to her face - but it was obvious to anyone that she was a bit distracted. Her eyes kept dashing to where Sugarcoat was riding her brother with increasing intensity, clawing at his shoulders, pulling his hair, and making more of a show of it than usual.
To the group of guys that they were surrounded by, it seemed just like a whore enjoying herself. Twilight Sparkle knew better. After so many weeks working with Sugarcoat, she knew the girl’s reactions - and she knew that it wasn’t in Sugarcoat’s nature to put on a show unless she had a good reason. It could’ve possibly been the extra tip that Twilight offered her to make sure Shining Armor had a good time...or much more likely, it was all for her benefit. A professional courtesy, as it was.
“Yes, yes! Jam that big, hard cock into my pussy!” Sugarcoat’s voice was rising harder and higher into the air, something that wasn’t common practice for her under any circumstances. Most of the time, she had a tendency to merely glare at the guy fucking her and patiently wait for him to finish. But tonight...tonight, she seemed a damn sight more enthusiastic. “Mmmmn, that big cock is stretching me so good! Fuck, fuck, fuck! Pull my pigtails! Choke me! Do whatever you want to your little cocksleeve...big brother!”
The words came just as two of the guys Twilight was servicing did - and she was left gasping and staggered as one boy pumped her ass with cum as another was left squirting on her cheek. She was so stunned by Sugarcoat’s words that she almost forgot she was holding a squirting dick, and it took her a few seconds before slipping her mouth around it and starting her usual process of cleaning and swallowing every last drop. The words that Sugarcoat was unleashing seemed to go over the heads of most of the other guys, but certainly didn’t meet that fate with Twilight...or with the big brother Sugarcoat was calling out to.
She was making it easy for Shining Armor to envision that it was her. She was encouraging this madness for no other reason than her own enjoyment. Not that it was particularly strange for the Crystal Prep girl to do something teasingly mean just to entertain herself, but Twilight was already deciding that the two of them had to have a discussion about her professionalism once the night was over!
The evening went on like that well past five-thirty. With only a half hour left on the clock the guys continued to use their respective sluts, and the entire time Twilight Sparkle found herself unable to peel her eyes away from the sight of Sugarcoat fucking her brother. It was a testament to the skills she had learned in her past few slutty months that she was able to satisfy five guys even while distracted - she had become a consummate professional that could multitask like no other. As the boys lined up to stake their claim in her pussy, ass, or mouth Twilight Sparkle took swift care of them. Her motions were skilled and deft but not particularly passionate - there was no affection in any of her touches, and every motion came from a desire to get them off and complete their transaction.
No one was complaining. The nice thing about the grip of a wet teenage purple pussy was that it didn’t particularly matter if it was wrapped around a stiff cock for pleasure or for profit - and the guys didn’t mind as they pumped her with load after load after load. From time to time Twilight could feel one of them stuff a few dollars into one of the pockets of her schoolgirl outfit or against the band of her knee-socks, giving her a little extra for the hard work she was doing. When her head was dipped over the edge of the couch and she received reverse facefuck after reverse facefuck, they simply tossed their money onto her body where she scooped it up and embraced it, all while letting them use her throat with reckless abandon.
And the whole time - through spit-smeared glasses and with blushing cheeks, she watched Sugarcoat fuck her brother. Shining Armor’s naked figure was impressive and fit, and by that point even Sugarcoat had been stripped out of her schoolgirl skirt in a way that Twilight hadn’t been. Twilight watched the girl ride her brother before getting bent over the back of the chair, and then deliver to him the thrilling, wet deepthroat that she promised. Shining Armor wasn’t sparing her any breaks, either, making sure that he got his friend’s money worth by pounding her again and again. The only breathers he took were the brief moments after flooding Sugarcoat’s pussy or ass where he would scoop the girl into his lap, finger her cum-filled folds, and take a few seconds to get hard enough to plow her again.
And on more than one occasion, while Twilight’s head was dangling upside down and her throat was filled to the point of gagging on cock, she caught her her brother’s eyes. The two gazed at each other even as they fucked other people, and their excitement only burned hotter for it. When Shining Armor finally came with his cock lodged deep into Sugarcoat’s pussy, his eyes were utterly transfixed on Twilight’s - and as he squirted round after round into one girl’s purple pussy, there was no doubt on anyone’s mind that he was pretending it was another’s. When Sugarcoat lifted up off his lap she even made sure to lean forward, pressing her chest to Shining Armor’s face, holding her rump in the air, and spreading her pussy so Twilight could take a long look at the dollop of cum that was slowly, steadily oozing out. Twilight Sparkle, with a pathetic and aroused look on her face, could only gaze ahead and continue allowing her throat to be rammed.
It was a mere five minutes before six that the guys finally finished - or at least, recognized that they wouldn’t be able to get it up in time for another round. As four of the extras stood up and staggered around for their clothing, Shining Armor’s friend that rented the apartment looked to the bachelor and offered him a little chuckle.
“Hey, Shining, I’m gonna...uh…” He gestured to his bedroom. “Gonna hang out in there for a while when the guys leave. If you need to, y’know…” A quick glance to where Twilight Sparkle was sitting half-naked on the couch, dripping with cum from every hole. “...have a talk?”
“Thanks.” Came the young man’s response, and Shining slumped back into the chair with a soft grunt. In the filthy aftermath of the whores’ visit, Shining Armor and Twilight Sparkle sat across the room from one another - the only two that weren’t getting dressed or tidying up. One by one Shining’s friends excused themselves and slinked out of the room until only the bachelor and the two sluts were left, and between the three of them only Sugarcoat saw fit to speak.
“Heh, that was a pretty profitable run.” She beamed, reaching a hand over to Twilight and plucking one of the twenties that was stuffed against the hem of her kneesocks. She was slipping every lightly cum-covered bill into a plastic bag to be cleaned and cashed in later, and was humming lightly to herself as she worked. “Your brother’s friends must’ve given you almost four hundred in tips. Good job...Twily.”
A staggered and gasping Twilight Sparkle looked up to her coworker, tried to form a response, but utterly failed. So many months ago, Twilight had taken up the task of sucking dick for profit...and it was this particular day that she met her first true hurdle. She and her brother had seen more of each other than they ever would’ve guessed, and now Twilight Sparkle was at a crossroads: was the money worth the slut she was becoming?
The answer, as her eyes tracked the baggy filled with bills held by Sugarcoat, was a resounding yes. College wasn’t cheap, after all!
“Did...did you…” She blinked, and gazed up at her coworker. “...give them our business cards?”
“What? I totally forgot!” The look of irritation that crossed Sugarcoat’s face was immediate, and she threw the bag of bills towards the other whore. As she scrambled to the door she snatched up her school vest and threw it over her otherwise bare chest, hoping to chase them down in the hall before they got too far. “Guys! Hey boys, wait up!”
The door opened, slammed, and left Twilight and Shining Armor all alone in a room with an intense, heavy fuckstench in the air. Twilight Sparkle, cum-soaked, sweat-licked, and with dishevelled hair and askew glasses. And Shining Armor, sitting with his cock standing upright, stiff, and still hard as ever. The two gazed at each other once more, until finally Twilight Sparkle offered a tiny grunt as she started to stand up from the couch.
“Shining, listen…” She began, half-wobbling on shaky knees. She did just finish letting five guys gangbang her, after all. “Please, don’t tell Mom and Dad about this, I’m trying to make money for college, an--”
“Twily, if you think I’m going to tell anybody about the past two hours, you’re out of your mind.” Came her big brother’s honest and flat response. “I’m getting married in a few months. Don’t you think my fiance would have some...thoughts about my friends hiring hookers to celebrate?”
“Oh. That...makes sense.” Twilight Sparkle murmured, nibbled once more on her bottom lip, and rocked back and forth on her heels. It was undeniable that the two siblings had been watching each other - and Twilight was still left shivering from a few idle orgasms, climaxes that she likely never would have had if it wasn’t for her brother’s presence. The job had been finished, the profit was made, and there was one last chance for Twilight Sparkle to go even further than she ever had before. A chance she was happy to take. “So...uh...since we’re agreed we’re not telling anybody…how about one last blowjob?”
And there it was - the offer that both siblings knew would come up sooner or later. Shining Armor stretched his hand out to his discarded jeans, rummaged through one of the pockets, and pulled out a small bundle of bills. As he held them up Twilight started to advance, her eyes tracing the offering.
“I’ve only got forty-five bucks left.” He offered, and gave his little sister a smile. “Good enough…?”
“Well...we’ll call it the family discount.” Came Twilight’s response, and she plucked the money from her brother’s fingers. After tucking it against her sock the nearly naked young woman slithered down to her knees, moving to do something she had never imagined performing in the past. Shining Armor’s cock was standing upright and bold, glistening not just with his own cum but with Sugarcoat’s leftover nectar. Indeed, Twilight could smell her coworker still lingering on her brother, and it was with a deep, savoring breath that the girl leaned forward to begin tending to it. Her hands pressed to the sides, her lips teased the tip before gliding down the first inch, and her tongue slithered out to glide under his cockhead and start drawing in long, lewd tastes of his flavor.
“Hnn...Twily…” Shining Armor’s hips rose from the seat, and he allowed a hand to stretch forward into his sister’s hair. With how far things had already gone there seemed to be no harm in letting another few inches of his member slide inside, rubbing back and forth across an eager little tongue that was earning the money spent on it. With a heavy blush running across his cheeks Shining Armor unleashed a low and throaty groan, with his fingers passing through his little sister’s locks. “T...This...this all between us…”
Thankfully, discretion was part of the package when someone hired Twilight and Sugarcoat. The girl braced herself against the chair and gave her brother the deep throated blowjob that he deserved, taking the time to please and service him in a fashion that she hoped, truly, that Cadance would one day do. After all, nothing but the best for her brother! Wasn’t it every little sister’s wish that her big brother would find someone that sucked dick as good as she did?
The sounds filling the room were wet and messy, brought forth from Twilight’s hungrily slurping mouth and the squeeze of soaked fingers around his shaft. When she popped her mouth from his prick it was only so she could lower her head to service his sack, licking back and forth across his balls as she gazed up across his fit, firm figure. All the while her hand continued to pound him off within her grasp, and from time to time she even threw in a few “big brother” or “BBBFF” comments to remind him of the depths they had gone to.
From Twilight’s perspective, the excitement of sucking her brother off was immense...and her cum-filled pussy was trembling in delight. But what she hadn’t expected was how much she enjoyed the flavor that coated him, the nectar left by her coworker in generous, slathering glee. Sugarcoat’s pussy had left Shining Armor’s well-used cock absolutely covered from tip to base, and Twilight Sparkle was hungrily licking away every last inch of flavor. A taste that was familiar to her over the course of the past few weeks to be sure - but a taste she was similarly building a very strong fondness for.
“T...Twily...I’m going to…” Shining Armor tensed up all the harder when the door finally opened and Sugarcoat returned, walking in counting a small bundle of bills and still wearing only her cumstained panties and her school vest. Apparently, the boys had given her a tip in return for her business card - or judging by the fresh cream in her hair, for letting them quickly jerk off on her. Shining Armor’s eyes dashed to the other student before back to his little sister, and his cock started to unload with one last, furious grunt. “Hnnn…!”
Sugarcoat’s smile was enormous while she watched, studying Twilight Sparkle as her coworker locked lips around her brother’s cock and drank straight from the tip. Her throat bulged and rolled as she swallowed load after load of his cream, her eyes wide behind her glasses and her hands firmly nestled between her thighs. She was playing with herself in a way that Sugarcoat hadn’t seen her do before - at least not while on the job. When Shining’s cock was finished it popped from Twilight’s lips with a smack, and already the boy was standing to his feet and stammering as he looked at the two.
“I...I...thanks, Twily, I should...uh…” He glanced between the two girls before practically stumbling towards the restroom, his cheeks blushing vibrantly. “I should...get dressed! I’ll be right back! Or...if you have to go, feel free!”
Shining Armor’s escape after cumming in his little sister’s mouth was hardly graceful, but in all fairness it was likely a tricky thing for the boy to cope with. He was probably a virgin until Sugarcoat, after all. Twilight Sparkle watched him go with a lingering taste of her brother’s cum on her tongue, not looking up until Sugarcoat stood beside her and lightly draped her fingers atop her head.
“Hey, Twilight.” Sugarcoat smirked, and quirked a brow. “Ready to go?”
“...ready.” Twilight responded simply, and slowly pushed herself up to her feet. Just like that, the two girls put the events of the past two hours behind them - it was just business, after all. Soon they were dressed in their schoolgirl outfits in their entirety once more, complete with the fresh and dry panties and a ziplock baggy filled with cash. As they made their way back down the hall Twilight couldn’t help but gaze at her coworker, and with a soft grunt finally found herself asking a subject that had been nagging at her mind.
“Hey.” She offered, curiously. “How was my brother? Did you have a good time fucking him?”
“He’s all right.” Sugarcoat shrugged, and pressed the elevator call button. While they waited she leaned against the wall, and straightened out the sticky pleats of her skirt. “Probably my second favorite fuck in the family.”
Twilight Sparkle merely smiled and even blushed, and patiently waited as the door opened and Sugarcoat slipped inside. Another thought struck her a split second later, and she called out while giving chase to her coworker and friend.
“Wait, we’re the only ones you’ve fucked, right!?”
End of Chapter 5.
Author's Note
Y'know we were gonna get some Shining Armor/Twily into this sooner or later!
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The Twilight Sparkle Scholarship Program
The Twilight Sparkle Scholarship Program Chapter Six: No Profit, No Problem
“Tomorrow’s your birthday.” Sugarcoat was as abrupt as ever, and her eyes were flat and near-expressionless as she looked at Twilight Sparkle. The two young women were walking home from a job - one that left both of them tired, dirty, and a few hundred dollars richer. Both clad in their Crystal Prep uniforms, both letting creampies slink out of their pussies with every step to smear into their panties, and both with hair that was sticky, slightly matted, and tangled. Despite her well-fucked state and the fact that she had only applied one of her pigtails with anything close to a decent tie, Sugarcoat remained focused and deadpan as she addressed her coworker. “I’m like your only close friend now, so I got you something.”
“I have lots of friends!” Twilight Sparkle huffed, and swung her shoulders from side to side to keep her backpack squared across her. She was limping a bit more than Sugarcoat, thanks in part to the heavy pack filled with sex toys and tips, and half because the forty year old man she had fucked that night was particularly rough on her little purple ass. Still, Twilight gave Sugarcoat an indignant look, even though she was leaking cum from two holes. “You’re not my only friend. Are we even friends? I remember last time I asked, you just said I was an efficient business partner. Then you told me I get too attached to people and left the room.”
“You do get too attached to people. You quit Crystal Prep because a bunch of girls were nice to you once.” Sugarcoat blurted out, but as she did so she tucked a hand into the pocket of her hoodie - one of the few garments she had that wasn’t in some way, shape, or form sticky at the moment. When she pulled her hand back out she was holding a birthday card in an envelope, marked as professionally as one might expect. She even stamped it, just in case she didn’t see her and had to mail it. “Here. Happy birthday, Twilight. You’re an efficient business partner, but you’re also a friend, too.”
Twilight blinked as she took the letter, and gazed at Sugarcoat with a softening expression. A little smile, a friendly blush, and then her arms stretching out to move in for a hug. Sugarcoat quickly put an end to that Canterlot High fluffy nonsense - pressing a palm to Twilight’s forehead to keep her at bay.
“Just read the card, Twilight. Or don’t.” Sugarcoat shrugged, and continued to walk. “...hey, was it me, or did that guy with the beard today really like it when I called him Daddy? Like, he enjoyed it a little too much.”
“He did. It was weird.” Twilight murmured, turning to the letter and slowly opening it up. “I mean...no judgement here, considering what Shining Armor and I did, but…” She rolled her shoulders slightly, and slowed in her walk as she opened up the letter and found out what her birthday present was. From the look on her face, it was clearly something that she didn’t expect. With her head tilted and her cheeks slightly blushing, Twilight Sparkle lifted her head as she held it up - a gift certificate. For their business.
“...Sugarcoat?” She asked, arching a brow behind her glasses. “This is for one night with...you.”
“I didn’t want to spend any money. We’re trying to save for college, after all.” The other girl curtly responded, turning to face her coworker. She folded her hands before her lap and fidgeted side to side, still trying to work out the kinks that were left in her back when “Daddy” full-nelson fucked her while she was wearing her schoolgirl suit. Once she did, she gave a brief yet satisfied sigh, and straightened out to regard Twilight again. “But that’s a good gift. When was the last time someone gave you something worth fifteen hundred dollars?”
“Well...never.” Twilight blinked, and her blush continued. “But...but I don’t understand, Sugarcoat. Are you...are you telling me to sell this for the money, or--”
Sugarcoat didn’t even honor that question with a single word. She simply pinched the gift certificate, flipped it over, and pointed to the statement Twilight herself wrote when they were printing them out.
“...this certificate cannot be transferred or exchanged for any other goods, services, or currencies. Gift certificate must be claimed in full by intended party.” Twilight’s gently spoke aloud as she quoted the terms exactly, and then looked up again. Even after all this time, even after the dozens upon dozens upon dozens of cocks she’s sucked and allowed inside of her, she was still very much the naive girl fumbling her way through the Friendship Games. She had become critical and precise in her business dealings, true, but sometimes a gesture could be so simple and obvious that she tended to overthink it. “So...you’re saying...you and I…”
“You’re so bad at this.” Sugarcoat sighed, and pinched the bridge of her nose as she took a long, deep breath. When she finally snapped back to attention she pressed her hands to Twilight’s shoulders, squeezing them as she began. “Twilight. Ever since we’ve been doing this, we’ve only ever been in it for the money. For the college fund. Every creampie, every mouthful of cum we swallowed, every time we danced for guys more than twice our age. It’s always been about the money.”
“Are...are you saying you don’t want t-”
“I’m saying that you deserve one night where it’s about having fun.” Sugarcoat’s blunt nature had perhaps never been used more considerately, or more kindly. “I’m saying that for one night, instead of you having to fake orgasms and track which guys gave you the biggest tips, you can just lay back and enjoy yourself. Look...Twilight? Here’s what it comes down to: we’re virgins.”
The two girls barely lasted a few seconds before they both cracked up into intense, heavy laughter right there in the middle of the street. Laughter no doubt punctuated by the creampies that were still pouring out of them, soaking their panties and even becoming visibly noticeable on Sugarcoat’s tights where dark spots on her thighs revealed her sluttiness. After they calmed down, Sugarcoat straightened up with a smile, and for once sounded far more genuine than crass.
“We’re virgins when it comes to doing it for the fun of it. For ourselves.” Her hand tightened upon Twilight’s shoulder briefly, and then slipped up to cup her coworker’s cheek. “So...tomorrow night? I’m going to take your virginity. And you’re going to know what it’s like to have someone doing everything for your pleasure for a change.”
Twilight Sparkle was still nervous, still even a bit confused, but there was something in Sugarcoat’s tone that made her smile. She gave a tiny nod as she listened to the other girl’s pitch, silently agreeing to her terms. The two teenagers soon began walking once more, though it wasn’t long after Twilight tucked her gift certificate into her backpack that she suddenly lifted her head, an indignant look crossing her face.
“Wait!” She snapped, and trotted alongside Sugarcoat a little faster. “You’re going to fuck me all night tomorrow, but you wouldn’t let me hug you?!”
“Hugs are only free when they’re from amateurs, Twilight, you know that.”
Sugarcoat was a stone cold professional to the end, and fortunately for Twilight, she’d be working for her come that time the next day.
***
The very next night, Twilight Sparkle and Sugarcoat slipped into one of their usual haunts: the seedy hotel a few blocks behind Canterlot High. It had everything they needed - cheap beds available for rent by the hour, a close location for both girls right after school, and an owner whose silence was bought by a quick double blowjob every couple of weeks. That night, however, they weren’t merely there for just an hour or two. Twilight Sparkle’s gift certificate ensured that Sugarcoat was all hers until morning, after all. Because they were both industry veterans neither of the two girls slipped into the room under any form of pageantry - there was no pretending to be flirty and coy or fawning over a client like they normally did for extra tips. Instead, they walked in both wearing their outfits straight from school, and Twilight Sparkle was even carrying a stack of books with the intention of doing homework when they were done.
As Sugarcoat closed the door behind them and locked it shut, Twilight sat at the edge of the bed and allowed her things to gently drop to the ground. Her hands slapped against her knees just over the edge of her skirt, and she gazed up at Sugarcoat with a tilt of her head and a small smile on her face. She was nervous, perhaps even a bit unsure of this whole idea, but it was nice of her friend to offer.
“Thanks for paying for the pizza, Sugarcoat.” Twilight smiled. “You really didn’t have to do that. I mean...like you said, the value of this gift certificate is...pretty high.”
“I’m going to need that, by the way.” Sugarcoat blurted out, holding a hand forward for the coupon she had made up no more than a day ago. Once Twilight pulled it and handed towards her, Sugarcoat slipped a hole punch from her jacket, pushed a star-shaped hole into the paper, and then tucked it into her pocket for filing later. Even when Twilight Sparkle was the client, it paid to follow their regulations to the letter. Hell, with Twilight, it was practically an enticing plus.
“I’m going to go get changed.” Sugarcoat announced, and gestured towards the restroom. “Wait right here. Dress...undress...whatever makes you the most comfortable, I’ll be right back.”
As Sugarcoat padded away, carrying a small backpack filled with her change of clothes, Twilight Sparkle nearly fell into place behind her. That’s how things usually went, at least - the two of them changing together to service their clients, helping each other with zippers and straps and going over the details of the job one last time. It felt kind of strange to see Sugarcoat heading off without her. Still fighting her more awkward tendencies, Twilight Sparkle nonetheless straightened up her back and moved her hands to her own clothes, starting to undress for what was soon to follow. Their industry research showed that nearly ninety percent of their clients were naked by the time they came back from the restroom, and it certainly seemed like a good place to start!
Before too long, Sugarcoat emerged - and she found a bare Twilight Sparkle waiting for her, save for the girl’s glasses and the standard kneesocks she had a tendency to wear. A slender purple figure resting on her side, with breasts exposed, shaved pussy neatly hidden between her pressed thighs, and a playful, friendly look on her face. She was evening mimicking the pose their clients usually took - one elbow bent to the bed, and her cheek resting atop the palm.
Sugarcoat herself had brought out something special for the occasion. It was her finest piece of sexy lingerie - a spider-web strap chest of deep blue silk that snugly fit over her shoulders, across her belly, and along the sides of her pussy - all while revealing every sensitive spot of her figure. Her breasts, her slit, all bare and for the entertainment of the other girl, and to accent her look Sugarcoat had let her pigtails down and wore elbow and knee length sheer fishnet gloves and stockings. It was a look Twilight Sparkle had only seen a handful of times before, and always for one of their finest clients.
“Wow…” The young woman whispered, and squared her glasses upon her face with a slender finger. “You’re wearing the fanciest one…? For me?”
“I wear it for the clients I like, Twilight.” Sugarcoat responded simply, and began to pad closer and closer to the edge of the bed. She stopped on the way to dim the lights, but only to bring it to a pleasant hue while still giving them enough to see each other’s figure. As she hovered near the edge, for the first time Sugarcoat looked next to nervous, nibbling at her bottom lip as she spoke to her coworker. A blush on her cheeks travelled all the way down to her chest, visible past the gaps in the spider-web design of her garment. “And I like you. You’re smart. You’re professional. You’re trustworthy. You’re...a really good business partner, and a pretty good friend.”
“...aww, Sugarcoat.” Twilight held a hand to her bare chest, blushing underneath the praise. “I know that’s just part of the handbook we wrote together - section four, sub article three, make the client feel special - but I really appreciate the gesture!”
“It’s not the handbook.” Sugarcoat finally murmured, and lifted her head as she started to advance. She slid a knee onto the bed and prowled towards Twilight Sparkle with a slow and methodical pace, wiggling her hips from side to side and nudging the other girl to lay flat against the bed. She was in full working girl mode, Twilight could tell - but one thing that wasn’t pure business was the look in Sugarcoat’s eyes, and the voice that sounded as honest and genuine as she had ever heard it before. “I treated you like garbage when you were at Crystal Prep. And tonight...I plan to make up for every last mean thing I said to you.”
With one final nudge to firmly bounce Twilight’s head into the comfortable pillow, Sugarcoat slid across her friend’s lap and straddled her firmly. She held a finger to the other girl’s chest to keep her pinned, and quirked a brow behind her glasses as she made one final promise - or at least, the final one before her mouth turned to more important matters.
“I’m your whore tonight, Twilight Sparkle.” She swore, but quickly added one thought that left her co worker's head spinning. “But in the morning...I’m just yours.”
***
Twilight Sparkle laid pinned to the mattress, her hands locked against Sugarcoat’s and forced just above her head. The other girl interlocked their fingers as she loomed inward, and was already making good on her promise to give Twilight a night that was just for her - a night based not around her profit, but her pleasure. Sugarcoat’s head was pressed in against Twilight’s throat so she could begin kissing and licking with a growing passion, and as she nipped at the other’s flesh she made sure to push with a slow grind to her hips, rolling over Twilight’s lap in a way that left nothing to the imagination. Already, Twilight was realizing something she didn’t expect - she was enjoying this far, far more than she would’ve guessed.
It wasn’t that she and Sugarcoat never had sex before - in fact, sometimes they were hired to do just that for the amusement of others. But any time in the past it was always for the delight of their clients, every creampie they licked out of one another, every time they kissed with mouths overflowing with cum, every time they fingered each other and moaned like the lewd whores they could be. This was something new, and Twilight Sparkle was still trying to wrap her head around it. Sugarcoat was merely holding her hands and pinning them above her head, yet she was so excited she couldn’t stop squirming. The girl was only kissing her throat, and yet it felt more intimate and passion-inducing than the time she sucked a creampie from her ass.
“S...Sugarcoat...that’s…” Twilight shuddered, and rocked her hips back against Sugarcoat, desperately trying to give as well as she was getting. “Wow...you’re taking this...taking this seriously…”
“You work hard to make our company a success.” Sugarcoat responded simply, pulling her head up from Twilight’s throat. She finally released her grasp on the other’s hands, and moved her own down to her shoulders, and then slowly over and across her breasts. As she openly groped Twilight, Sugarcoat remained a firm eye contact with her partner, up until the point she started to slither down Twilight’s body with the faintest hint of a smirk on her lips. “Your whore for the night should work hard to help you unwind.”
She did just that. There was no doubt about it - Sugarcoat’s intention was to outright worship Twilight’s body in a way that a client traditionally paid extra for. In the moments that followed Twilight was convulsing on the bed with Sugarcoat’s hands merely pressed to her hips, holding her down so she didn’t squirm right off the edge of the bed. Sugarcoat’s well-practiced mouth might have mostly been used for sucking cock for money these days, but the way she layered kisses across Twilight’s chest and down the center of her cleavage was nothing short of expertise. Her eyes were closed and she merely travelled from memory, teasing her tongue around a pair of surprisingly stiff nipples, taking each one into her lips in turn, and nibbling until Twilight’s voice cried out in delight once more.
After her breasts, Sugarcoat travelled even lower, and it was there that Twilight could only barely believe the other girl hadn’t laid a finger on her pussy yet. She nearly climaxed when Sugarcoat let her tongue slide down the center of her belly, tracing around her button with her tongue, simply giving her a gentle bite on what little baby fat she could find at her hip, and even digging her fingers against Twilight’s waist just until she felt the soft pinch of her nails. It was slow. It was methodical. It was the sort of intimate treatment that not even money could buy - at least not in a fashion so genuine and pure.
“...y...yes...you’re…” Twilight’s little heart was racing, and she was more excited than ever as Sugarcoat finally slid hands down to her thighs, gently parting them so she could lower her face between their embrace. Never would the reformed Crystal Prep girl imagine that one of her old classmates would be going down on her in such a fashion, but then...she still could barely believe everything that had happened to her thus far. Sucking cock at a glory hole, letting men of various ages fuck her for money, letting her own brother cum in her pussy...the past few months had been a blur. And frankly, she was amazed that something as simple and vanilla sweet as this was somehow what left her the most short on breath. “...you’re...really important to me...n-not just ‘cause we’re partners…”
“If you get mushy on me I’m going to quit.” Sugarcoat just bluntly offered, though the blush on her cheeks suggested she didn’t mind quite as much as she claimed. Either way, to silence Twilight Sparkle’s expected long-winded speech about friendship and unity, Sugarcoat buried her head between the girl’s thighs, lined her mouth up against a soaked slit, and started to work. She laid her nose atop Twilight’s hood, and as she drew in a long and intoxicating breath of the scent of her partner, her tongue stuck forward to give a long swipe from the base to the top, experimental and slow. As she drew in that taste her hands slid from Twilight’s thighs all the way underneath her rump, and she squeezed her fingers firmly against the soft invitation of purple flesh that she found there.
Cocks were something that the girls had mastered the service of - their industry demanded on it. But pussies...pussies were a different matter. Sugarcoat was every bit as studious as Twilight Sparkle, and no doubt she spent the same amount of time as Twilight the night before watching every tutorial and educational video she could find. Veteran porn stars in the lesbian scene that knew how to eat a pussy with the precision one would pick a lock talking about the best way to get a girl off - and Sugarcoat had memorized practically every last word. The weaving of her tongue, the attention she paid to Twilight’s clit, the teasing she offered with just the slender tip of her forefinger...everything was designed for the pleasure of her partner. When she teased her thumb at the bottom edge of Twilight’s pussy just enough to twist her head sideways and stretch her tongue forward for as deep as penetration as she could manage, Twilight’s toes curled and she bucked her hips against her friend’s face.
“I...t-think I...watched that video, too!” For the two of them, it was less a joke and more a sign of commitment. Two smart young women doing their proper research and studying up, just so their partner could have a better experience. And so far, Twilight Sparkle was having difficulty imagining an even better one.
Sugarcoat remained silent, though her smile grew as Twilight savored her attention. She rolled her head from side to side, experimented with a wide array of techniques she had learned last night, and even threw in a few of her old tricks - scooping two fingers face-up inside of Twilight as if she was pulling out an imaginary creampie, just to give her friend a touch of nostalgia as they worked. Even Sugarcoat couldn’t resist looking up from Twilight’s pussy to regard her, and with threads of nectar clinging to her lips and a fog upon her glasses, spoke with a thoughtful tone.
“...I like it better without all the cum.” She admitted, shrugged, and then dipped her head back down to push forward. Eagerly now, her tongue went wild upon Twilight’s slit, and she performed as many tasks as she could muster while her energy and the strength in her mouth held out. Twisting, curling, teasing with her tongue all as her fingers kept Twilight guessing - at one point scratching the inside of her thigh, at another dabbing tenderly at her clit, and at one even squeezing a thumb against the pucker of her ass. Twilight Sparkle fell into a series of moans and gasps that filled the hotel room with familiar noise to anyone that worked at the place - though this time, even they could tell that the screams coming through the paper-thin walls were genuine. No faking this time. Most of them were wondering just who their client was that was able to get such authentic groans out of the nerdier of the two whores that frequented the place, but none would’ve ever imagined that no money was passing across the table this time.
The gift certificate’s significant yet non-transferrable value not withstanding, of course.
When Twilight Sparkle struck her first climax of the evening, it was intense. Blindingly so, and her eyes went crossed and her glasses askew as she violently shook. Her hands locked in against Sugarcoat’s hair and she held on tight while her hips convulsed, grinding her pussy against her friend’s mouth as she was overtaken by passion and pleasure in glorious measure. Goosebumps rolled across her flesh, a heat made her cheeks and chest go flush, and when she hit the highest point of her peak a squirting orgasm overtook her. A spray of nectar, a burst of wet bliss, a wet spot on the sheets that the two would need to decide who would sleep on. Sugarcoat, presumably, since she was still on the clock.
By the time Twilight’s thighs went limp and dropped to the mattress, she was a heavy breathing mess of emotions, and she gazed underneath the rim of her glasses and along her naked purple body to the smile peeling away from her thighs. Sugarcoat in her sexy lingerie was already rising, bringing herself up to her knees, licking her lips in savory fashion as she enjoyed another sweet taste of her friend’s glistening juice. With a hand outstretched, Sugarcoat walked her fingertips up along Twilight’s sensitive and still-twitching thigh, and then finally across her belly until she shook with a convulsion brought on purple by reflex.
“That didn’t take long at all.” Sugarcoat murmured, and quirked a brow as she looked at her coworker, friend, and now - lover. “Lucky you. You have so many hours left on the clock...and I know for a fact that you don’t tire out easily.”
Twilight Sparkle swallowed nervously, nibbled at her bottom lip, and slowly started to raise herself to a sitting position. The wet spot on the bed was still squarely between her thighs, but she fully expected that by the time they both fell asleep, it wouldn’t matter who was laying there. The whole bed would be soaked in their pleasure, and the whole room would run rich with the impossible to ignore scent of their heat.
Twilight Sparkle, gazing at a girl that for the first time she felt genuine emotion swelling up for, led her hands into Sugarcoat’s and pulled her slowly closer.
“What other instructional videos did you watch…?” If she and Sugarcoat had hit up the same ones, she knew they were in for a truly memorable night.
***
Throughout the entire night, Sugarcoat was exactly what she promised: Twilight Sparkle’s personal whore. And as such, she was willing to do absolutely anything that the other girl wanted...even if that request amounted to little more than “I can’t decide, you pick what we do next!”
The two did everything they could think of, and everything they had the supplies to perform. Their usual bag of sex toys had never felt quite so sentimental and cherished as when they were together exploring them, with Sugarcoat nibbling on Twilight’s ear as she wedged bead after bead of a string of toys into her co worker's ass. Previously their strap-on had only ever seen use when they were requested to use it on a particularly feminine young man from CHS, but this time they both had a turn at receiving it while the other slipped it on. From sixty-nining to tribadism to as close as they could manage to fisting, Twilight Sparkle and Sugarcoat put each other through their paces. And even though Sugarcoat was still technically the whore that night, it’d be hard for a casual onlooker to guess which one of them was currently “on the job.”
And the more they played together, the more their bond grew. The first true and proper kiss between the girls came after something as simple and pure as a suggestion that they finger each other while they calm down, as their previous session of scissoring tired both of their legs out. As they cuddled in close belly-to-belly, clinked their glasses together and eased their hands down to tease at one another’s slit, Twilight Sparkle closed the distance to press her mouth against Sugarcoat’s own. Her kiss was slow but passionate, her tongue slipping forward to claim her friend’s, and the girls took the time to taste their own nectar on each other as they let everything pour free.
It was that passionate kiss at the middle point of their session that left the most exposed, and left their emotions the most viciously raw. Hearts racing, bellies filled with butterflies, and when they finally pulled away neither one of them could stop from excitedly giggling and blushing in equal tandem. It was a moment of purity between two dear friends that were becoming something intensely pure - sweet in its own way, up until Sugarcoat suggested that Twilight Sparkle throatfucked her with the strap on, to which Twilight eagerly agreed.
By the very end of the evening, both girls were lying naked on the soaked hotel sheets, looking up at a ceiling they had stared at dozens upon dozens of times before. This time, there was no funk in the air of horny men that had already paid in left. There was no sticky creampies or cumshots they had to clean from their pussies or wash from their hair. There was no genuine profit for either of them - and though that was still a primary focus for them both, neither one of them regretted a night without pay.
Sugarcoat slipped her hand down to Twilight’s own, interlocking their fingers as they laid side-by-side. At that point both naked, both even casting aside their glasses, simply laying exposed and free and content in their companionship. Idly, Sugarcoat rolled her head to the side so she could look at Twilight Sparkle directly, and she spoke up in a thoughtful voice.
“We’re really good at lesbian sex.” She observed, and Twilight could already see the dollar signs in her eyes upon the analysis. “We should expand on the services we offer. I’m sure there’s women that would pay two hot teenage schoolgirls to go down on them.”
Twilight Sparkle was all ready to agree, up until the point that Sugarcoat took on a thoughtful look. She cut Twilight off as she continued, pursing her lips and gazing fondly at her friend.
“Unless, of course...you think that would somehow...diminish this.” She observed. Even in her pragmatic outlook, she could tell that what happened between them was special. That things between them were changing. Thankfully for the future of their new income opportunity, her concern wasn’t shared by Twilight.
“Sugarcoat?” She asked, and slowly rolled forward to her side. She cuddled in close, drew an arm around the girl’s waist, and pressed a tender kiss on her cheek before burrowing in neatly and kindly. “Nothing could diminish this. This was a beautiful birthday gift.”
“...good.” Sugarcoat murmured, tightened her arms around her friend, and chewed on the thought some more. “We can draft up a price listing tomorrow, and circulate the new information to our regular word of mouth dealers.”
“We’ll do it on Monday.” Twilight Sparkle chirped up, just as her fingers walked down Sugarcoat’s belly, and gently nestled between her thighs to cradle that already well-served pussy. She looked at her friend with a coy smirk, and drifted in close for another slow, intimate kiss. “You’re busy with your girlfriend this weekend.”
For the weekend, the two girls would celebrate their newfound relationship, and explore the emotional bond that had connected between them.
And on Monday, they would commence their plan to boost their college funds by becoming the go-to whores for the entire town. Nothing like high school sweethearts working for college money side-by-side.
End of Chapter 6.
Author's Note
Romance? In MY nerd prostitute story? It's more likely than you'd think.
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The Twilight Sparkle Scholarship Program
Market Research for a Difficult Demographic
The Twilight Sparkle Scholarship Program Chapter Seven: Market Research with a Difficult Demographic
“Eeeee, hi, Twilight!” When Pinkie Pie threw open the door it was with the brightest and widest of smiles. She even lunged forward and threw her arms around her nerdy friend - which Twilight reciprocated on the house. Pinkie Pie was a friend, after all. Once the pair separated Pinkie waved for Twilight to enter, stepping away from the front door and gesturing for her to head down the hall. “Maud asked me to show you to her room. This way!”
“Thanks, Pinkie.” Twilight smiled, following close behind. The Pie household was pretty conservative looking - the girls’ parents were notoriously stone faced and humorless, a far cry from their most cheerful daughter. Who the heck put framed photos of rocks on their wall? As Twilight glanced from side to side she fidgeted once more within her uniform, the same old Crystal Prep outfit that had been her go-to for whoring. The pleated skirt, the kneehigh socks, the hair pulled up into a bun...if there was one thing she knew about her customer base, it was that they paid well to treat a repressed-looking schoolgirl like a dirty whore. Even if this was a new sort of job, she was inclined to believe the same truth would apply. “I was surprised to hear Maud contacted me. I didn’t have her pegged for the kind that would.”
“Aw, it’s because she’s doing all these advanced courses for college.” Pinkie gazed over her shoulder, shrugging. “Poor girl’s so stressed out and tense. I’ve never seen her so worked up, and not even by super tight Pinkie Pie hugs do the trick! If you can help her unwind, I’m sure she’d appreciate it.”
“Well, I’ll do my best.” Twilight offered a smile in return. The check had already cleared, after all! “I’ll let you know how it goes. I’m still...learning how to really work with someone that has a pussy, but I’m sure I can handle things fine.” The long sessions with Sugarcoat had been framed half as romantic passion between two girlfriends, and half as a form of market research. If they could learn how to eat cunt as good as they sucked cock? It effectively doubled their potential customers and brought their industry to a whole new level. When Maud contacted her out of the blue she even gave the girl a small discount, just because it served as market research.
Not much of a discount, of course. She still had to make that college money.
“Here we are! Maud’s just inside.” Pinkie Pie giggled, gesturing to a door at the very end of the hall. Just like Maud, it was about as bland and undecorated as they came. Unlike Pinkie Pie’s which was a plastered wall of pink and sparkles set against the gray backdrop, or Limestone Pie’s that was covered in “keep out” signs, Maud didn’t need to advertise her personality. One could make the argument that zero personality was her general aesthetic. As Twilight smiled and reached for the doorknob, Pinkie Pie finally broke down, bumping into the girl and folding her hands together, speaking in a pleading tone. “Twilight, can I pleaaaaaaase join in?! Please, please, please?”
Twilight Sparkle, eyes framed by her glasses and a mature bearing upon her, simply turned to Pinkie Pie and shook her head. She adored Pinkie. She loved all her friends. But business...was business.
“Sorry, Pinkie.” Twilight Sparkle was firm in her decision. She had to be. Once you started giving free samples of pussy, then everybody expected them. Pretty soon she’d be a run of the mill slut, and not a highly successful teenage prostitute! “Not unless you pay to play. You know the rules.”
“Aww, phooey.” Pinkie pouted, and flopped her arms across her chest. “I’m savin’ up for something else. Ohh! Can I at least watch?!”
A simple request from a sweet friend - perhaps the very sweetest friend Twilight had. Pinkie Pie would do just about anything for anyone, and yet Twilight Sparkle once more shook her head. She at least gave her friend a tiny half-hug free of charge, just before opening the door to Maud’s bedroom. Her voice was soft as she tried to let her friend down easy, explaining why she couldn’t sit there and watch her have sex with her older sister. It wasn’t because Maud had a problem with it. It wasn’t even because they were sisters.
“Sorry, Pinkie. But watching costs money, too.”
Twilight Sparkle was a shrewd businesswoman, even when it came to her friends.
***
When Twilight slipped into the bedroom, she was greeted by Maud Pie standing in the center of the room. Still fully dressed in her tall boots and her one-piece dress, essentially staring at the wall. Rich purple hair slightly offset her drab gray skin, framing a pair of surprisingly pretty emerald eyes. She wasn’t an unattractive girl by any means, and could certainly find herself any number of CHS students that would’ve been happy to eat her pussy...but Twilight could only imagine that Maud was even worse than making friends than she was after arriving from Crystal Prep. It was clear where most of the personality and charm in the family went, and it sure wasn’t in the stone-faced woman staring at the wall.
“Uh...hi, Maud!” Twilight Sparkle finally chimed up, leaning in to interject herself before Maud’s field of view. “Here I am, right on time! How are you doing?”
“Oh. Hello, Twilight Sparkle.” Maud’s eyes refocused upon the purple-skinned visitor. Her voice was slow and methodical, as drab and as emotionless as her clothes. “I was just thinking about the silica that can be found in unconsolidated sand deposits.”
“Oh! Uh...is...is that for your college work?” In response to the immediate question, Maud simply shook her head.
“No. I’m just thinking about it to relax.” Another slow blink, once more moving at her own pace. A bold move, considering Twilight Sparkle charged by the hour and the clock was already ticking. “But you can help me with that, so I’ll pay attention to you, instead.”
“Uh...great?” Twilight rubbed the back of her head making the bun wobble back and forth as she did so. A small, sheepish smile rose to her lips and she gestured towards the bed sitting in the dead center of a room without any sort of decoration. Just empty walls, a single rock sitting on the nightstand, and a closet full of identical blue dresses. “How about you have a seat? Are you experienced at all, Maud? In the requested services portion of the order form, you just wrote ‘sexual in nature.’”
It went without saying.
Maud slowly lumbered over towards the bed, dropping down in a seated position at the very edge. Her feet remained flat on the floor and she dropped her hands atop her knees, just where the edge of her skirt ended. With her patient gaze turning to Twilight Sparkle she offered a small shrug, looking as non-committal as they came. Usually, when someone hired Twilight’s services they were a bundle of nerves and excitement. Tripping over their words, stumbling around unable to contain their horniness, or simply assuming that since they paid for her time they could just throw themselves at her. (Which they absolutely could, depending on the services they requested on the order form.) Maud was...something different.
Twilight was already thinking that Maud wasn’t going to be the greatest test market for the new girl/girl service program.
“I am extensively sexually experienced.” Maud offered at last, much to Twilight’s surprise. “But I’m so busy with my studies that I can’t get distracted with being a considerate lover. I hired you because I want someone to focus on me and only me for a few hours. I want to be selfish, instead of my usual very generous self.”
“Ohh...that makes sense.” Twilight tapped her chin as she strolled forward, nodding gently. It was hard to imagine that Maud was a generous lover - just as hard as it was to wonder who she could possibly serve as such to. It wasn’t Twilight’s business, so she quickly dismissed the thought. The only thing she had to focus on was earning her money, and she slowly started to drop to her knees while giving the gray-skinned girl a smile. “Guess you really are pretty stressed, huh?”
“It’s nice of you to pretend that I’m not a hot mess of emotions right now.” Maud observed, head tilted and seemingly oblivious to the fact that she was conveying zero emotions, let alone a hot mess plural. “Let’s begin.”
Twilight Sparkle gave a tiny smile, though inwardly she was feeling more than just a bit nervous. Her only experience with pussy came from her lessons with Sugarcoat, and while her girlfriend wasn’t entirely unlike Maud - both were upfront, strikingly honest, and could be accused of being aloof jerks - compared to Pinkie Pie’s big sister, Sugarcoat was a boundless font of energy.
Twilight pulled out her phone and brought out the alarm, setting it for the two and a half hours that Maud paid for. After setting it aside she dropped her hands atop the girl’s knees, and offered her the most alluring look she could manage, complete with her voice pouring past her lips in an affectionate, flirty tone.
“Time for me to give you your money’s worth, Maud…” She cooed, and gently began to spread the older girl’s thighs. “When I’m done with you, you won’t have a drop of stress in your whole body…”
She hoped. Frankly, she was already predicting that it’d be impossible to tell.
***
There was a nuance to going down on another girl, one that Twilight Sparkle was still learning. With men, it was relatively easy - if she wasn’t tending to them the right way, they weren’t shy about letting her know, usually to the point of grabbing her head and forcing their length down her teenage throat. She had an enormous amount of experience in that regard as well, and was positive that since she had begun working at Tempest Shadow’s glory hole so long ago that she had sucked off well over a hundred cocks. Some she took deep, some she teased softly and sweetly, and some she trapped in between Sugarcoat’s tongue and her own. But pussies? Pussies were...a bit new to her. Perhaps if Twilight Sparkle had ever been focused on her own, she might have known best how to work her fingers and tongue across it, yet that had rarely ever entered her desires.
For Twilight Sparkle, this job was always about the money...and any visceral, lusty joy she felt while doing it was purely coincidental. So when it came to making a woman’s nethers quiver, Twilight had little more than her time with Sugarcoat to guide her. It would have to do, and when the girl faced Maud Pie’s plain gray pussy just barely visible beneath the edge of her boring blue skirt, she took a deep breath to mentally prepare herself. She wasn’t as confident about her upcoming performance as she would’ve been if Maud was like her sister and sporting a gigantic dick - this particular Pie girl had a softer, sweeter offering.
Twilight offered Maud a tiny smile which was met with the same expressionless, stone-faced glance as before. Despite that stoic interaction Twilight lifted Maud’s skirt and encouraged her to spread her thighs, exposing more and more of her gray nethers, letting her see every bit on offer. She had large folds - far puffier than Sugarcoat’s or Twilight’s own, and just barely visible past the deep gray tint was the pink hiding within. The aroma inches away from Maud’s pussy was pleasant enough, and her bare thighs were completely smooth without a trace of a single goosebump. It made sense. Maud Pie didn’t exactly seem like the type to quiver in boundless excitement.
Without any further delay, Twilight moved her palm to press against Maud’s lap, guiding her thumb to tease over those smooth, puffy folds. In the same motion she also tipped her head forward to begin a bit of playful foreplay, kissing Maud’s thighs back and forth, tending to one and then the next, always keeping her mouth in motion. No matter how she teased Maud the drought of goosebumps continued, and she didn’t hear a single sound from the girl above - not a gasp, not a whimper, not even a gentle hum of contentment. With her nose scrunching up and her mouth turning to Maud’s pussy, Twilight’s mind was left spinning. How would she ever possibly know if she was getting Maud Pie off or not?!
She wasn’t sure, but that was no reason not to try. Her tongue squeezed out past her purple lips and pressed first to Maud’s hood, weaving through the puffy, sweet-tasting folds until she found the girl’s clit. From there she was focused and determined, pressing her mouth downward and encircling Maud’s entire hood in her lips, suckling softly while her tongue curled to slather back and forth across that delicious spot. She allowed a muffled moan to escape from her own throat even though it was part performance - Maud tasted lovely enough, but she really just trying to get the ball rolling on a bit of visceral feedback.
When she gazed upward, looking past Maud’s chest and to the girl’s face above, she realized that she was going to be disappointed if she waited long for that sort of response. Maud simply sat there, hands at her sides, face devoid of any sort of feedback. She blinked! That was something...right?
Despite the fact that Maud was giving her practically nothing to work with, Twilight Sparkle didn’t relent. She slurped, she suckled, she pressed her fingers into Maud’s thighs to spread her further and further. As she eased one of the girl’s legs up and over a shoulder, Twilight Sparkle continued to feast upon the pussy offered up to her, offering more performative moans and wiggling her skirt-clad rump from side to side. When her free hand lowered she squeezed her forefinger and index against Maud’s pussy, gauging the girl’s nethers before slowly working them both inside.
She was wet. That was at least some proof that Twilight was doing a good job! Taking it at face value, Twilight twisted her digits back and forth as she worked them deeper inside of Maud, trying to bait the woman’s nethers into clenching around her and trying to squeeze and tug upon them. She remembered her time with Sugarcoat, how her girlfriend’s pussy would nearly clamp against her fingers as if trying to milk them of their cum, and how it was tricky to pull free until the point of profound relaxation washed over her. With Maud, there was no tremendous tension within her slit but the fact that she remained juicy was promising - as was the fact that she didn’t say anything to push Twilight away.
Twilight Sparkle’s tolerable cunt-eating service. That wouldn’t impress on the price list.
The kneeling schoolgirl was already getting frustrated with her work, even if she was enjoying it well enough. Her tongue was having fun tracing Maud’s puffy folds in a constant search for her clit, and working her fingers in the other woman’s pussy was already teaching her new ways to stroke and fondle at Sugarcoat. This was a nice change of pace from being facefucked by an older man - something slower and simple, something for her to show a bit of patience and focus like she was picking a lock. Still...locks gave feedback. They clicked. They grinded. They offered tension and pressure. Maud was just...just Maud.
Twilight Sparkle was about to commit a carnal sin of her profession: asking the client if they enjoyed it.
“S...So…” Twilight peeled her lips up and away from Maud’s hood, speaking with tendrils of spit still connecting them. She pursed her lips and teased a breath across those soaked folds, hoping to at least illicit a shiver, and naturally being disappointed. “Do you like it so far, Maud?”
Asking the client what they thought was bad form. It showed a lack of confidence. It implied she wasn’t sure that her merchandise was worth the asking price. But most of all...it opened the window for the client to say no, and demand more than what they paid for. Thankfully, Twilight Sparkle didn’t suffer any shameful blow to her business. As she asked Maud about her enjoyment the girl simply gave another blink, and spoke in her typically stoic, inexpressive voice.
“It’s very nice. Thank you.”
Well, at least that was something!
Twilight Sparkle remained with her head between Maud’s thighs for quite some time - slowly tracing every angle of her folds with the tip of her tongue, twisting her fingers back and forth, constantly trying to push Maud to the point of release. It got to a point that Twilight’s knees started to hurt from resting atop them, and considering this was a girl that did extensive hours in a glory hole...that was a bold statement. The entire time Maud continued to sit there in the same static position, hands at her sides and her face pointed towards Twilight, watching as she worked with the slow, eerie blink set to her eyes. She made no noises of any kind unless Twilight Sparkle prompted her, and even then her words were kept short and concise without giving up any level of emotion.
At a certain point, Twilight finally plucked her fingers from Maud’s pussy, and looked upon them with a gently raised eye. There was certainly plenty of nectar coating her digits and keeping them thinly webbed together, so she must’ve been doing something right! Still, her knees were starting to ache from brush burn against the carpet, and it was time to change things up.
“Maud? Lay back on the bed for me.” Twilight chimed up, and lifted her head to make sure Maud had a good line of fire for her next trick - sticking out her tongue and smearing those juice-glazed digits across it. She made a show of gulping down Maud’s flavor, but naturally the gray-skinned girl gave no response. Still, with Twilight’s instructions in place Maud did as she was advised, moving to rest her head against a rock hard pillow and laying with her hands flat at her sides. She stared up at the ceiling with her legs straight and her body mostly dormant, waiting for Twilight Sparkle to stand up and clap her hands together. “Alright! I’ve got a great idea!”
Maud’s head tilted to the side - but only barely - so she could watch the show that Twilight was about to put on. Everyone loved a slutty schoolgirl in her experience, and a trashy strip show was sure to get a rise of her! Twilight Sparkle lifted to her feet and moved her hands up to her hair, pulling free the bun with expert precision so her hair cascaded down the sides of her head. A few tousles back and forth and it was left an unkempt, wild mess, a look that she knew for a fact drove the men wild. Hell, she knew that it got her own brother worked up!
“Like what you see, Maud?” Twilight purred, twirling around and flashing her panties underneath her schoolgirl skirt. She lifted one leg up just far enough to show Maud the noticeable cameltoe pressed against the fabric, thanks to panties purposely worn a size too small. With her foot pressed to the edge of the bed she hooked her fingers underneath the slit of fabric between her thighs, wiggling it back and forth to give Maud fleeting glances at her soft, purple folds. “Hot Crystal Prep pussy...bet this gets your blood pumping!”
“You don’t go to Crystal Prep anymore.” Maud observed, her tone as flat as her body on the bed. She was watching the show but remained impossible to read, much to the growing frustration of her purchased whore. “I was wondering why you’re in the uniform. Are you going back?”
“What? No, I-” Twilight took a deep breath, and pinched the bridge of her nose. “It’s just...a sexy outfit.”
“It’s a little colorful for my tastes.”
Twilight pinched even harder, before finally giving a grunt and scrambling to the foot of the bed. It was almost impossible to engage in fun dirty talk with a girl like Maud, and Twilight was running out of options to get a true response from this stoic young woman. After swiftly shimmying from her panties and tossing them to the side, Twilight Sparkle was ready to make her advance. She crawled towards Maud before suddenly shifting her legs forward, moving as if she was going to sit on her lap but then scooping one of the girl’s legs up and over her shoulder. Her feet - still wearing the dress shoes given by her old school - pressed against the mattress at Maud’s sides as Twilight Sparkle pushed herself into position. With one arm balancing Maud’s leg on her shoulder Twilight’s free hand lowered, lifting up her skirt and bracing her fingers to her lap, showing the other woman her own purple pussy as it hovered a few inches above Maud’s own.
“You don’t have to do a thing, Maud…” Twilight cooed, using her most alluring and sultry voice. It wasn’t something she typically had to do, since most of her male clients were happy with a few warm, tight holes. But at this point, she was nearing desperation. What would she tell Sugarcoat if she couldn’t earn her pay in bed with another woman? The last thing she wanted her girlfriend to find out was that there was a value imbalance between their respective performances! “Just lay there and let me fuck you...and you can cum as loud and as hard as you want…”
“Okay. Thank you.” Maud responded, and tilted her head to get a better look at Twilight’s plump, purple pussy. She had just a few seconds to admire it before Twilight let her rear lower properly to the bed, and she scooted forward until her own nethers were pressed flush against Maud’s own.
Holding her in a scissoring position, Twilight gave a tiny grunt as a small wave of pleasure rolled through her. It was only natural that excitement was starting to build up in her - despite her focus on finance and professionalism, there was only so much pussy a girl could eat before she started to get a little worked up, especially since it was such a new endeavor for her. Besides, the fact that she had spent damn near an hour going down on Maud ensured that the Pie sister was thoroughly soaked, and when their pussies pressed together there was a soft, satisfying sensation that ran through them both, accompanied by a warm squishing noise. Twilight Sparkle took a deep breath once she was locked into place and squared her glasses back on her face before wrapping both arms around Maud’s leg, bracing herself for the grind to come.
It began slowly as Twilight learned the proper motions, rocking back and forth and grinding her nethers against Maud’s own. It was an intimate embrace that she had performed with Sugarcoat previously, but there was something different between doing it with an active participant and a girl that seemed content to simply lay flat and let it happen. Even if Twilight told her to just lay back, she sort of expected something or another! That particular mistake was all on her.
“Hnng...hnng…” Twilight Sparkle breathed out from the back of her throat, sweat forming at her brow as she continued to grind. The steady, moist sound filling the air continued as their pussies rubbed back and forth, those sensitive folds battering back and forth against one another, rolling and pinched between each other’s thighs. As Twilight continued she even turned her head to press a few heated kisses against Maud’s calf and thigh, her glasses fogging up from her breath and her lips tracing hungry lines across that smooth gray skin. When the kisses didn’t get a reaction, she tried licks. When they failed to get a response, she tried a few bites. And when even they failed, Twilight Sparkle was forced to gaze to the purple-haired girl below and once again commit the sin of her profession. “Enjoying it, Maud? Having fun with this hot schoolgirl pussy?”
“I’m a schoolgirl, too, I don’t understand why you’re so focused on that aspect.” Maud offered, staring straight up and remaining motionless. But for as frustrating as she was to Twilight in that brief moment, her next few words at least gave her some level of hope. “But yes, it’s very good. Please continue.”
Twilight Sparkle just gave a frustrated grunt, nodded, and did as she was told. At the end of the day, Maud paid for her hours, and even if Twilight couldn’t tell if she was really enjoying them, she’d at least do her part!
And Twilight really did put through an effort. She grinded their pussies together up to the point that she herself had an orgasm - something that just didn’t happen often in her line of work. Maybe she needed a cathartic release considering all the frustration building within her, maybe she was just getting more interested in working with pussies, but something inside of her finally popped and she had herself a quaint little climax against Maud’s slit. It wasn’t a particularly violent or thrashing affair, merely a sudden sharp breath and a few seconds of heavy convulsing...but for Twilight Sparkle when she was on the job, it was a lot.
And still, Maud just laid there.
Afterwards, Twilight didn’t waste any of Maud’s time that she had paid for. Her own pussy was still soaked by the time she dropped down to her knees once more, darting her head between Maud’s thighs to work at cleaning her nethers. Long, hungry licks scooped up mouthfuls of flavor from Maud’s gray folds, and Twilight could even tell it was a blend of both their juices. She flicked her tongue back and forth across the girl’s hood, drove three whole fingers into that warm, tight entrance, and found herself moaning and whimpering against her hole, just to send vibrations through her that could push her over the edge. She threw every trick in the book she knew at Maud while she went down on her for the second time, exhausting everything that Sugarcoat had enjoyed when they were practicing.
And still, Maud just laid there.
When all else failed, Twilight Sparkle popped over to her backpack that was resting near the front of Maud’s bedroom door. A new acquisition that she hadn’t even gotten to try on Sugarcoat yet - a strap-on with a big, smooth, bulbous head. After securing it around her waist Twilight Sparkle took the time to lather it up in lube, just before dashing back to Maud and taking the initiative. She grasped the girl by the waist and flopped her over, forcing her into a hands and knees position before lining up her toy and wedging herself inside. Maud remained as stoic as ever as Twilight clutched her hair, spanked her gray ass, even threw a few more dirty words her way...and she fucked so hard that her chest started to rise and fall and her breath began to grow labored. After a solid fifteen minutes of fairly vigorous fucking, Twilight Sparkle flopped back against the mattress, her toy’s tip glistening and Maud remaining perfectly in place. No words. No moans. Just a shot at her gray ass and the slightly gaping pink pussy that was slowly closing.
“W...Whew...g...give me a sec, I’ll try somethi-” Twilight Sparkle’s voice was soon cut off by a sharp buzz that filled the room, coming from where her phone sat. With a grunt the young woman flopped across the bed and reached for it, seeing that Maud’s time was finally up. Twilight Sparkle had been putting hard work in that afternoon, perhaps the hardest of her career, and it was downright frustrating that it seemed like she still lacked a consensus on the quality of her work.
“Time’s up.” Maud observed, peering over Twilight’s shoulder and speaking in her typical voice. For as exhausted as Twilight was, Maud hadn’t even broken a sweat. She cupped a hand around her mouth and called out over Twilight’s head, speaking clear and loud. “You can come in now, Pinkie Pie. We’re done.”
Twilight Sparkle was still trying to reclaim her breath and contend with her frustration by the time the door burst open, and Pinkie Pie rushed into the room carrying a small tray of cupcakes. The teenage whore was sitting on the edge of the bed removing her strap on as Pinkie practically shoved one of the cupcakes into her hands, giggling as she did so.
“Wowie zowie, Twilight, that was amazing!” She beamed, and gave her friend’s head a sweet pat. Head pats were free, she presumed! “I’ve never heard Maud go at it quite like that! She had the time of her life!”
“Y...you did?” Twilight Sparkle held her tiny cupcake as she looked over to Maud, who had already pulled her dress down and was seated cross-legged on the bed. She even had a book open, and when Pinkie brought her a cupcake she simply stretched out a hand to accept it. With her eyes on her book, Maud took a small bite of the sugary treat before setting it aside.
“It was an extremely intense afternoon for me.” Maud spoke simply, and flipped a page of her book. “That was the best sex I ever had that wasn’t with my sister. And I had to do a lot less work. It was very relaxing.”
“Y...Your sister?” Twilight looked to where Pinkie was rocking back and forth, clearly delighted that her big sister ate part of the cupcake. Swiftly, Twilight dismissed it, since she certainly didn’t have any room to talk in that area. “Heh...sex with Pinkie Pie can definitely take a lot out of you, huh?”
“I’m a whole lot to handle!” Pinkie giggled, and flopped down on the bed. She gave Twilight Sparkle a big old hug even though her friend was still stark naked, and when she peeled away Twilight was suddenly somehow holding two cupcakes. “Thanks, Twilight! You did great work!”
Twilight Sparkle lifted to her feet, blushing a bit. She was professional and cold when it came to her business dealings, but leaving the Pie household that day gave her plenty to smile about. She learned that she could make even the toughest of customers happy. She learned that she wasn’t the only sibling fucker at CHS. And she even came out of it with bonus cupcakes, one for her, and one for her partner.
It was important to share the bounty with the girl that taught her everything she knew about lesbian sex!
End of Chapter 7.
Author's Note
Twilight's business is branching out! Would you hire her to do things to your respective below the belt fun zone?
Follow me over on the Twitters!
The Twilight Sparkle Scholarship Program
Small Author's Note: This chapter has a continuity error, specifically regarding what equipment Celestia has. That's entirely my bad - when you write SO many EQG stories and Celestia pops up in a lot of them, it can be kind of hard to remember what she's sporting in which story. >.> Hope you don't mind the dickscrepency.
The Twilight Sparkle Scholarship Program Chapter Nine: BBBFF’s Bride to Be VIP
There was plenty of money to be made in sucking cocks, but the girls were learning that there was also plenty to be made in eating pussy. Ever since Twilight was hired by Maud and her studies with Sugarcoat were advancing, the young woman was feeling more and more confident in taking jobs that involved putting her mouth to more delicate usage than before. It was a nice change of pace - for Twilight Sparkle, the job was almost always about the money rather than the pleasure, and any job where she left without a sore jaw and a tender pussy tended to be the better option. She didn’t need a thick, hard cock to get off because she often didn’t at all. For the two brilliant young women saving up thousands for their college fund, the real climax would come when they didn’t have to work part time while focusing on their studies.
College was important, after all!
“How did you manage to get this job, anyway?” Sugarcoat arched an eye while she walked alongside Twilight Sparkle, moving down the halls of one of the nicer hotels in town. It was significantly fancier than the last bachelor party they performed at - the one of Twilight’s own big brother. Funny to imagine what a different environment they were in now, considering who was on the docket. “I bet this was an awkward conversation.”
“Oh, Shining Armor tells Cadence everything. ” Twilight Sparkle responded with a bit of labor in her voice, gazing down at her cell phone and scrolling through her payment app. She danced her fingers across the screen to confirm that their money was received, and while she was there even transferred half of it to her business partner - all transparently, so Sugarcoat could watch and know that everything was fair down the middle. “He told her all about what we did for his party. Supposedly she was fine with it. Something like ‘if he’s going to be fucking other women, I’m glad at least it’s his own sister and her girlfriend.’”
“Girlfriend, hmm?” Sugarcoat wore the faintest hint of a smirk while they spoke, and adjusted her glasses as she looked to Twilight. Unable to resist giving her partner a gentle bump with her hip, she clicked her tongue to the roof of her mouth while they kept moving forward. “Guess I’m just rapidly becoming one of the family.”
“We’ll see about that.” Twilight Sparkle pocketed her phone once more, tucking it into the side of her backpack. As she looked at Sugarcoat with a teasing look of her own, she slipped a hand down and threaded her fingers against her partner’s. “But you’d better make a good impression. They might not approve of us dating if you don’t show Cadence you know how to eat a pussy.”
The two girls allowed themselves a short laugh while they spoke, with the door to their destination finally upon them. They paused about ten feet away from it for their standard check - even though this was a job from family, the two girls were creatures of routine and structure. While Twilight opened her backpack to check for everything she needed, including toys, oils, and condoms, Sugarcoat pulled free her phone and sent the standard safety text to one of her friends. Not that anything would happen at Cadence’s bachelorette party, but methodical routine was the bread and butter of a successful business.
“How many are we expecting, Twilight? And were there any special requests?”
“Well, you saw she sprung for the all access party pack.” Twilight responded, zipping her bag up once more. “Hard to say if she’s really expecting that many people, or if she just doesn’t know how many will show up and wants to keep her bases covered. No dicks in the equation, but I still brought us some protection just in case she gets wild and asks us to fuck a room service boy or something.”
“Ohh, room service?” Sugarcoat lifted her brow, pursing her lips at the thought. “Is she providing food for us, too?”
“Sugarcoat, she’s my future sister-in-law that’s paying us to fuck her and her friends.” Twilight Sparkle huffed, just before lifting a hand to knock on the door. “Of course she’s feeding us.”
As soon as Twilight knocked on the door, she was greeted by the woman in question. Beautiful pink flesh with striped cotton-candy colored hair, dressed in the sort of clothes that Twilight had never seen her in before. She was wearing an old band T-shirt pulled across her ample bust, and from the waist down a pair of jeans with the knees torn out and more pink skin exposed. Cadence lifted a brow as she leaned against the doorframe, looking at the two hired sluts with a playful smile on her face.
“Hey, there’s my soon-to-be little sis.” Cadence gave Twilight a lazy grin, and made it a point to look her over. She took her sweet time, starting from the top of Twilight’s head all the way down across her slender figure, repeating the process for Sugarcoat right after. The two were wearing their Crystal Prep outfits - fittingly enough, considering they stood before the school’s new principal. That fact wasn’t lost on Cadence at all, and she lowered a hand to tug at the bottom ridge of Sugarcoat’s skirt, smirking. “I’ve wanted to get under some of these skirts for the longest time. I’m glad you wore them.”
“We’re always happy to please, Principal Cadence.” Sugarcoat smiled, pressing a hand to her chest and giving a small curtsy. “Now...if you’re particularly happy with our performance tonight, and you’d like to reflect as much on my annual scholastic performance sheet…”
“Sugarcoat!” Twilight hissed at her coworker, and offered her a sharp click of her tongue. “Professionalism!” The purple prostitute straightened her back and looked at Principal Cadence with a smile on her face, trying to dismiss how uncouth Sugarcoat’s playful request was. “Cadence, your payment’s been processed and you have us for the entire day, for as many clients as you like. Do...do you have many guests so far?” She had to admit - professionalism aside, Twilight Sparkle was curious to meet her future big sister’s friends.
“I’ve got enough to keep you girls occupied.” Cadence’s lazy response slipped from her lips, and with a soft gesture of her head beckoned the pair to follow her. She stepped just a little bit inside the hotel room before gesturing at the small army of women waiting - beaming as she did so. “Girls? Say hi to all the pussies you’re going to eat tonight.”
When Sugarcoat first found out that she was going to be sucking her principal’s pussy, she turned white as a sheet and had a few minutes of nervous, giggling excitement. Mostly for the grade-grubbing potential. Now, it was her time to watch Twilight Sparkle do the same as the pair stood before a line of women - with some of her teachers at the very head of it.
Ms. Harshwhinny. Cheerilee. Vice Principal Luna. And the most shocking of them all...Principal Celestia herself.
Much like Sugarcoat before her, Twilight Sparkle’s eye twitched and her entire body went tense and excited - for reasons far beyond any sort of sexual pleasure. She was already at the top of her class at CHS, the smartest young woman to walk through the halls in a generation, but this was her chance to be the very biggest of teachers’ pets. Her chance to leave the older women she looked up to in awe of her abilities. This was a girl like Twilight Sparkle’s dream.
Opening up their business to pussies was turning out to be rewarding in ways far beyond the money.
“Well, hello, Twilight,” Principal Celestia beamed, leaning back against the wall with her arms folded across her chest. She and the others were all dressed as casually as Principal Cadence, with jeans and T-shirts and little of their usual teaching clothes. The entire atmosphere in the hotel room was laid back and relaxed, a good thing considering it was a group of five older women about to fuck a pair of teenage girls. Not really the place for high stress. “You look...surprised to see us.”
“W-W-Whaaaat? N-Nooooo!” the young woman snorted as she laughed, adjusting her glasses with a trembling hand. The deep purple blush that rode her cheeks made it apparent just how shocked she was, but she wasn’t about to admit as much. “I, uh...I j-just expected that maybe, uh, maybe we’d see more Crystal Prep teachers!”
“Most of the other teachers at Crystal Prep are still a little jealous I got promoted over them,” Cadence chirped up, closing the door behind them and moving to stand in between Sugarcoat and Twilight. She slipped an arm around each girl’s shoulders while walking them towards the other four women, pushing the pair towards the pack of hungry wolves. “Their loss. Shining Armor says you two are the best around, but we’ll be the judge of that. Ladies?”
With one hand pressing flat against Sugarcoat’s back, Cadence nudged her own student towards the other four. When Celestia caught her in her grasp the women all advanced upon her, each one wearing smug, satisfied looks over the taboo delight they were about to indulge in. As Twilight Sparkle watched, Cadence bobbed her head down to press her lips against the girl’s ear. She whispered in a low and teasing voice, and while she did her hand dipped down Twilight’s back to walk her fingers over the girl’s spine.
“I know you, Twilight,” she began, thoughtfully. “And I know you just can’t wait to show Principal Celestia what a good slut you are. But I’m the one paying for this, and that means I get you first. Understand?”
Twilight Sparkle blinked while she blushed, before turning her head gently to face her future sister. She couldn’t necessarily deny what Cadence said, but she couldn’t have the woman thinking she was more heartless than she was. With a small smile Twilight leaned against Cadence’s body, and even slipped an arm around her waist to reciprocate a hug - something she might have even done without getting paid for it!
“Cadence, you’re going to be joining the family, of course I’m happy to be your whore!” she chirped back, and her voice was genuine and sincere in that moment. Sugarcoat and Twilight Sparkle both were stone cold ice queens when it came to their business, but...family deserved a little more attention. A little more consideration. So long as the check cleared, of course. “Come on, let’s give you a private showing to start things off.”
With that, Twilight Sparkle threaded her fingers into Cadence’s hand and started to pull her off to the side, moving towards a door leading to the second room in the hotel. It was a small offshoot mostly used for families, but it’d serve their purposes just as well. After all, if it was for families, it was the perfect place for a sister to give a strip show.
“Sugarcoat! Do you have these fine ladies taken care of?” Twilight Sparkle asked as she looked over her shoulder, standing just at the entrance to the second room. She could see the four women were already enjoying her without any semblance of foreplay - the silver-haired girl was trapped in between Cheerilee and Vice Principal Luna, while Ms. Harshwhinny had a hand stuffed down the front of her adorable school panties. Principal Celestia was observing from the bed, but the fact that her jeans were already unbuttoned suggested she wouldn’t remain docile for long. Sugarcoat, with great strength, managed to offer Twilight a thumbs-up, to which the girl giggled in response to. “I’ll take that as a yes.”
She’d join the fun with the other educators soon enough, but for now? For now, her soon-to-be BSBFF required special attention.
There wasn’t any music in the back room, but Twilight Sparkle didn’t need it to put on a strip show for her future sister in law. Just like she had done for Cadence’s fiance and all his friends, the young woman twirled about in her schoolgirl outfit, going through well-practiced moves that she knew from experience delighted the senses. The perfect speed to twirl to give her skirt just enough lift, the right angle to lift a leg to give the viewer a glimpse of her panties, and the focused attention to keep full eye contact with the older woman leaning back and enjoying the show.
Cadence was resting casually, one hand draped on the armrest of the chair while the other was at her belly, idly scratching underneath the fabric of the shirt. She made it abundantly clear that she was sizing up the younger woman for the purposes of her pleasure, paying particular attention to Twilight’s thighs when they appeared below the edge of her skirt, and always making sure to lick her tongue slowly across her lips in response to the more scandalous moves. She made damn sure that Twilight knew how much she desired her - how much she was planning on getting her money’s worth from this teenage whore. When Twilight began to grind her hips back and forth in the typical lewd gesture Cadence leaned back and gently patted her lap, inviting the schoolgirl over for the next stage of the dance.
“You like this?” Twilight Sparkle purred, and stepped all the closer. Her hands moved to begin unbuttoning her blazer, and while she danced bit by bit her flesh became exposed. A smooth, purple belly and a braless chest were soon revealed, if only partially so since she kept her unbuttoned shirt on. Every now and again she offered her former dean a glimpse of her flesh, but soon turned her back to Cadence to hide the sight of her tits and offer instead a glimpse of her slowly rolling rump. “How long have you wanted to fuck me, Cadence? You’ve wanted this tight teenage pussy ever since I was one of your students, didn’t you?”
“It crossed my mind,” Cadence admitted, and took a deep breath as she felt her nethers moisten. Soon, Twilight Sparkle cast her entire shirt aside and continued to dance in only her skirt and kneehigh socks, though with her back still turned the older woman still didn’t claim a long, solid look at her tits. Even still, Cadence was more than bold enough to stretch a hand out, walking her fingers down the girl’s spine. Normally, touching strippers was a firm restriction, but...she had already paid quite a bit to do anything she wanted to this particular hooker. “You always struck me as the type to do anything for a grade. It’s too bad you were the top of the class, otherwise I would’ve given you a few tutoring sessions by now.”
“Too bad,” Twilight purred in playful response, and gave Cadence a half-glance over her shoulder. “That could’ve saved you some money, but as it is? Nobody gets a taste of my pussy for free.”
“Not even your own brother,” Cadence chuckled, and shook her head as she became more bold. Her hands moved to take Twilight’s bare waist and she pulled the girl into her lap, purring hungrily as she did so. Her hands continued to travel - smoothing past Twilight’s waist and over her belly, soon to come across those lovely, purple tits. There she helped herself to give them a fierce squeeze, enough to make Twilight squirm in her lap. With her lips moving to the edge of her former student’s ear, Cadence’s whisper came hot and heavy - the nearly venomous tone of a horny older woman about to violate her vows as a teacher. “I’m proud of how strong and independent you’ve become, Twilight. You’ve really come into your own.” Her supportive words were slightly undercut soon after, as she pinched the girl’s nipples to the point that Twilight gave an audible gasp. “Now bend over and take off those panties...your big sister wants to treat you like her personal, dirty whore.”
***
Twilight wasn’t the only dirty whore in the hotel room that evening, and Sugarcoat was feeling the strain already. The presence of four older women coming to bear against her was a lot to handle, especially considering that her experience with other women was still a work in progress. A quartet of hotties that knew their own bodies well - and knew exactly what they liked - was sure to be a demanding task to handle...and Sugarcoat was doing her best to make every last one of them happy.
“She’s such a little tramp,” Ms. Harshwhinny chuckled, her fingers tightening upon Sugarcoat’s hips. She was helping the girl to ease down onto the tip of her strap-on, with Sugarcoat mounting her in a reverse cowgirl style. As the toy delved deeper and deeper into Sugacoat’s ass, Ms. Harshwhinny finally peered out from behind her, looking to where the sweet-faced Cheerliee stood with a strap-on all her own. “All right, Ms. Cheerilee, I think she’s ready. Come along now.”
“Hehe!” there were few teachers at CHS quite as cute as Cheerilee, and she was well-loved by all of her students. While Sugarcoat barely knew the woman, she could tell why the students of her rival school adored her. She was curvy, friendly-looking, and even when she took her spot kneeling in front of the girl, tip lining against her pussy, there was a certain charming glee to her demeanor. Soon she was wedging herself inside just like Ms. Harshwhinny, doubly penetrating the teenager as Cheerilee spoke again. “You’re right, she’s taking it like a professional! She’s handling this so much better than when we fucked Octavia!”
“I don’t know who Octavia is, but she’s an amatuer,” Sugarcoat couldn’t help but speak up, even with both holes filled to the hilt. To prove her point the girl lifted up her legs, wrapping them around Cheerilee’s waist and locking her ankles behind the teacher’s ass. Stripped naked save for her kneesocks and glasses, looking demanding and even bratty, Sugarcoat was the perfect girl for a pair of mature teachers to fuck like the trashy slut she was. “I’m a professional. There’s nothing that this Octavia bimbo could do for you that I can’t do better.”
“Really?” Vice Principal Luna cooed from above, standing on the bed just above the trio. She didn’t hesitate to swing a wide leg over Sugarcoat and assume a tall stance, hand moving to the back of the girl’s head as she eased her closer and closer to her own smoothly shaven pussy. “We’ll see about that, Sugarcoat. Let’s just hope that Cinch didn’t have too big an influence on you, and you actually know how to let your hair down.”
Twilight Sparkle could hear moans from the room next to hers, although she was already doing a fair bit of it herself. The girl was bending from the waist with her hands braced against her knees, holding on tight as she felt her entrance stretched and teased in a unique new way. Squatting behind her was Principal Cadence with a smile on her face, one arm leading up to Twilight’s entrance where her hand was engulfed all the way to the wrist. The teenage prostitute whimpered and squirmed with this strange new insertion, her panties bridged between her thighs and a few beads of sweat collecting at her brow. This...this was certainly something unexpected.
“How do you like that, Twilight?” Cadence purred as she drove her fist forward a little more, making Twilight yelp and tighten her grasp on her knees. “Bigger than your brother? Did your girlfriend ever fist you? You’re so damn tight, I can’t imagine she had an easy time getting it inside…” To work her own in, Cadence had used quite a bit of lube and effort, the former of which was still glistening down Twilight’s thighs as she squirmed.
“F...First...first time,” Twilight swallowed, and took a long, deep breath as Cadence's hand twisted inside of her. Although as a general rule she and Sugarcoat never tended to get off with their clients, Twilight Sparkle was feeling a few surges of excitement inside of her. Being fisted by her former dean was a new experience to break up the often workload tedium of cock after cock after cock, and Twilight would’ve been lying if she said she didn’t feel a certain affinity for Cadence. Upon pondering their bond and history, Twilight Sparkle suddenly gave a tiny swallow, and spoke out in a voice that she knew would please the dirtiest parts of her sister-in-law client. “S-Sunshine, sunshine, ladybugs awake…”
“Clap your hands...and do a little shake…” Cadence finished the rhyme with an enormous grin, and at the final command of the song moved her fist from side to side. As she did Twilight Sparkle went cross-eyed from the impact and tightened her entrance against Cadence’s wrist, the two women briefly relishing in a memory to more innocent times, now made filthy and depraved. Cadence chuckled sweetly as she pressed a small kiss to the side of Twilight’s rump, just before she started to fist her with a slow, building passion and pace. “Let’s never tell your parents about this, hmm?”
Twilight was a blushing, surprisingly wet mess by the time the door between the rooms opened and another figure stepped inside. She could just barely see past her to witness Sugarcoat getting shared - fucked in both holes by Cheerilee and Harshwhinny while Luna grinded her hips forward to smear her face with juice. The only one not present was Principal Celestia, the same woman that opened the door and now closed it behind her with a small smile on her face.
“Cadence? I hate to intrude on your...bonding time,” she purred, paying special attention to just how well Twilight’s purple nethers squeezed the other woman’s wrist. “But I was wondering if I could join you? Sugarcoat’s cute, but…”
“...but she’s no Twilight,” Cadence winked, and gestured for the other woman to draw close. “Come on over.” She didn’t bother asking Twilight, because her payment had already been processed. The whore would do whatever - and whoever - she wanted.
It wasn’t long after that Cadence pulled her hand from Twilight’s pussy with a long, wet noise accented by a sudden yelp from the teenage prostitute. With fingers coated in lube and juice Cadence grasped her hair, lifting her up to a standing position and moving her to wedge between herself and Principal Celestia. Soon, Twilight Sparkle’s trembling figure was caught between principals both past and present, caught within their heat while Cadence groped her ass and Celestia’s palms moved to fondle her modest purple bust.
“You don’t have to say anything, Twilight,” Principal Celestia smirked, just as her thumbs twisted Twilight’s nipples, and she guided a thigh to press at the girl’s already slickened entrance. “We know you’re a professional, after all.”
For that, Twilight Sparkle was intensely thankful. Her professional integrity was important to her as a small businesswoman - but this was a situation practically designed to make Twilight betray every rule against investment with her clients. Celestia and Cadence we’re just gorgeous older woman brimming with regal authority, they were the icons for the type of women she once wanted to be like. The heads of their respective schools. The symbols of pure, educational superiority. She admired them both in a way that went far, far beyond their current trade of sex for money. Twilight Sparkle wouldn’t leave the hotel that night in love with either of them...but she would be giggling to herself for days about how they both thought she was a very special, very talented, very impressive young woman on the fast track to success.
Things were complicated for an intensely nerdy teenage prostitute fucking a pair of principals.
Thankfully, Cadence and Celestia seemed to understand as much as they began to share her. When it all first began the two women were content to fondle and caress their top student while they moved in to layer her face with kisses - offering hot, hungry pecks across her cheeks and throat, down over her bare shoulders and even along her arms. While they did so both of their hands lowered to meet just between Twilight’s thighs, and there the girl felt for the first time a finger from two women simultaneously. Celestia’s pulling inward with her forefinger while her thumb flickered across a nectar-glazed clit, and Cadence doing much the same with her thumb squeezing against Twilight’s ass. The young woman convulsed against their attentions and found herself hanging on to both of them, nibbling on her bottom lip and looking up past the lenses of her big, squared glasses.
She was going to be cumming that evening, maybe more than she ever did with any client she ever had. Free of attachment, free of romance, free even of any desire other than being the absolute ultimate teacher’s pet.
The evening lived up to Twilight’s expectations. After Cadence and Celestia fingered her to a stunningly intense orgasm, the two women pulled themselves onto the loveseat in the side room, sitting together while they made their teenage slut bounce back and forth to eat their pussies. For nearly a half hour Twilight Sparkle was crawling around on the ground, her face increasingly coated in nectar from two women she deeply admired, slurping and suckling and pushing herself even more into a heady bliss. While she worked the two teachers spoke about work, mostly - about which students they had that were considered college-bound, about changes they planned to make to their facilities, and even about what teachers needed to step up their game. Every word of it was teacher’s lounge talk, and it served as the filthiest of dirty talk for getting Twilight more and more excited.
Hearing Cadence talk about how Crystal Prep was considering hiring a Mathematics teacher from out of state? It soaked Twilight’s pussy more than hearing her girlfriend getting wildly fucked in the next room over. It wasn’t even close.
If there was one regret Twilight Sparkle had that evening, it was that she never did manage to fuck Vice Principal Luna, Cheerilee, or Ms. Harshwhinny. The entire time the bachelorette party seemed like a thinly-veiled attempt to sequester her away with Cadence and Celestia, and the two used their favorite student for hours on end. Neither one of them laid a hand on Sugarcoat by the end of the evening, and as the two girls were walking back down the hotel hallway that night they had very, very different experiences to share. The only common thread was that as far as clients went, that gang of older women were way, way filthier than either of them had ever guessed.
“Good thing you brought those condoms,” Sugarcoat murmured, one hand in Twilight’s while they headed towards the elevator. “Vice Principal Luna made me fuck the pizza boy. Then she called them, told them they brought the wrong kind of soda, and made me fuck the guy that delivered the right one.”
“Always pays to come prepared. Routine is the key to success!” Twilight giggled, and adjusted her glasses with her free hand. “Celestia and Cadence were...whew. They were something else.”
“Planning on sharing?” Sugarcoat asked, her brow gently lifted. With the two of them, their discussions were never entirely about the lust of the moment - Sugarcoat inquiring about what Twilight did was likely only thirty percent genuine aroused curiosity. The rest was pure market research and professional investment. “I’m not going to let you leave me in the dark about what those two did to you.”
“We’ll talk plenty when we get back to my place,” Twilight beamed. Once they were standing in the elevator, she rocked back and forth on her heels and took a long, deep breath of the air around them. In the closed environment she could keenly smell the stench of sex hanging on them both - Twilight smelling like lube and the lust of two horny older women, and Sugarcoat smelling like cum and pizza. As she basked in the aroma of a job well done, she finally had an errant thought, squeezing her friend’s hand as she spoke. “Hey...wanna try fisting me sometime? For...uh…” a tiny cough. “For research. Some of our clients might request it.”
“...sure,” Sugarcoat beamed, a brow lifting as she studied her friend. “And maybe you can experiment with choking me. Ms. Harshwhinny had a thing for it, and…” an equally half-shy cough as Twilight gave rose from her throat. “I just think maybe...some clients might enjoy it.”
“Of course,” Twilight Sparkle nodded, and the two girls stood there side by side, riding the elevator until the doors finally dinged. It wasn’t until they were past it and heading to the exit that Twilight Sparkle felt a tiny buzz in her pocket, and she paused just long enough to fish out her phone.
“Looks like we’ve already got a new client request,” Twilight murmured, scrolling through the information and clicking her tongue softly. “Well...scratch that. Just me.”
There was no jealousy within Sugarcoat. Twilight Sparkle was a hot commodity, and she was more than happy to hitch herself to such a successful prostitute. She did, however, lean slightly forward, still holding Twilight’s hand while she peered at the girl’s phone.
“It’s from…” she scrunched up her nose, looking more than a little confused. “...you?”
“Not me,” Twilight shook her head, and tapped her thumb to dismiss the screen and pocket her phone once more. When she looked back up, Twilight was wearing a focused face. Serious business. Professionally minded. After all, she was about to work from royalty. “It’s from Princess Twilight Sparkle.”
End of Chapter 9.
Author's Note
Good heavens, I wonder what's gonna happen next!
If you dig my work, make sure to show me some love over on Patreon!
The Twilight Sparkle Scholarship Program
The Twilight Sparkle Scholarship Program Chapter Ten: Sign on the Trotted Line
“Wait, wait wait wait. Let me see if I can wrap my head around this,” Sugarcoat took a deep breath, pinched the bridge of her nose, and slipped her glasses back on. She was escorting her girlfriend to Sugarcube Corner, where a meeting had been arranged with a client that she was having difficulty understanding. For good reason. “There’s another dimension...and that dimension has a different version of you.”
“A pony version, yes.”
“And she’s also a princess.”
“Mhm,” Twilight Sparkle adjusted the edge of her glasses, giving Sugarcoat a slightly curious look. “I don’t understand what’s so difficult about this, Sugarcoat. Don’t you remember what happened during the Friendship Games?”
“Yeah, I try not to think about those,” Sugarcoat grumbled right back, her hands in her pockets while she walked with her girlfriend. Still...it made sense, but only when Twilight invoked memories of everything that happened back then. Magical vines. Weird portals. Twilight herself turning into some kind of demo--Sugarcoat paused as she pulled out her phone, tapping something down in a notepad app. “Remember when you looked like an evil witch goddess? We should buy a costume like that for you. I bet a certain kind of person would pay top dollar for you to step on them like that.”
“Sugarcoat, try to focus on the matter at hand,” Twilight chuckled, though briefly added. “...but yes, write that down, it’s a good idea. Anyway, you don’t have anything to worry about. Princess Twilight is just as nice as all the other girls, and besides...their dimension isn’t like ours.”
“Because of the talking hor-”
“Obviously because of the talking horses, but it’s more than that,” came the simple explanation, just as they rounded the street leading to Sugarcube Corner. She could already see Twilight in the distance waiting for her, and trying to balance a muffin in her hands, trapping it between her knuckles like she still had hooves. “They don’t have money like we do. They’ll probably try to pay me in gems, gold, fancy jewelry...the sort of stuff that has a favorable currency exchange when we bring it over here. This could be the biggest job yet, and open up doors into all new experiences!”
“Well...I guess that makes sense,” Sugarcoat paused when they were just a street away, staring at the doppelganger of her girlfriend in the window. She still looked a bit uneasy, but turned to face Twilight with a tiny smile at the corner of her lips, slipping her hands into the girl’s own and giving her a little squeeze. “Good luck. See you tonight for the frat party job?”
“I wouldn’t miss it,” Twilight leaned in to kiss Sugarcoat’s cheek, but playfully added while her lips were pressed against the other girl’s flesh: “Those boys get so drunk they don’t even realize how much they’re tipping!”
For Twilight Sparkle and Sugarcoat, it was all about the bottom line...but soon, she was about to make the transition from college boys maxing out their parents’ credit cards to a job more lucrative than she’d ever imagined.
***
“Twilight! It’s so nice to see you again!” Princess Twilight rose from her seat at Sugarcube Corner, gesturing to the nice array of sweets she had ordered - along with a large stack of papers and folders, all looking very professional. “Please, have a seat! I’ve got everything we need right here.”
“Hello, Twilight,” the prostitute adjusted her glasses with a curt smile, and moved to sit across from the other girl. To any onlookers it would be quite the sight - a nerdy young woman and her fresher and more flirty-looking twin, never realizing that it was the more conservatively dressed one that was the most ruthless whore in town. “I was intrigued by your offer. Could you tell me more?”
“Of course, of course!” Princess Twilight beamed, and finished one more bite of cupcake before turning to her papers. “I brought everything we need to draft out an agreement, but before I start, did Sunset Shimmer tell you much about Equestria? About what everyone over there is like?”
“I know it’s an Equine-focused mirror of our world. That nearly everyone here has a parallel in Equestria, just like you and me,” Twilight rested her hand on the table, showing no interest in the snacks. She wasn’t there to eat, after all. “Although now would be a good time for me to establish something upfront - if we’re looking at trans-dimensional travel, I’m going to require a significant amount of compensation for travel expenses, risk acknowledgement, time spent in a shapeshifted form…”
Twilight had to admit, she was a little disappointed when Princess Twilight quickly shook her head to dismiss the notion - but only because she could’ve really raked this horse over the coals if she was going to Equestria.
“No no, nothing like that! It’s actually the opposite,” Princess Twilight smiled. “Our version of Celestia and Luna aren’t just human principals - they’re pony princesses! And...well, it’s a little hard to explain everything they do, but they’re sort of like...immortal queen goddess legends.”
“Wow,” Twilight blinked, pursing her lips together. “My Celestia and Luna...really got the short end of the stick.”
“That’s just it, as much as Princesses Luna and Celestia have all this power, they also have a lot of responsibility!” Princess Twilight chimed in, swiftly. “And in a few months, they’ll both be retiring so I can take over ruling Canterlot. Before they do, they want to take a small vacation, sort of a chance for me to dip my hooves into the water. Sunset Shimmer told me all about your services, and when I relayed it to the princesses their eyes lit up!”
It was a lot for Twilight Sparkle to take in. To hell with the principals she knew - if her doppleganger was also becoming a princess, then she got a raw deal, too! At least she could still get a fat pony paycheck. Her brow arched as she picked up on the other Twilight’s meaning, and she slowly stroked her cheek while her other hand drummed fingers against the table.
“So...your princesses want to stay here for a few days, and while they’re here they want to have some fun. Do you want me to take care of them for a night? Two?” at that point in the conversation, it didn’t matter just how much time Twilight would need to dedicate to this job, she knew it’d be worth it. “I’m afraid Sunset Shimmer’s referral doesn’t give her a bonus. She...lost her referral bonus privileges when she sent Ditzy Doo our way, and she tried to put a muffin in my pussy.”
At the brief silence that followed, Twilight simply pushed her finger against the plate of muffins in front of her, and slooooowly pushed it away from her and closer to the princess.
“Oh! Uh...w-well, be that as it may, the princesses would actually like more than just a few nights,” the visiting polymorphed pony responded, and pulled out one of her folders. She opened it up before Twilight to show her everything that was laid out in the proposal - and at a closer glance, it seemed like the two women had equal passions for structured, organized layouts with clearly-stated expectations. “As you can see here, they want to hire your services in their entirety, and not just as a prostitute. They’re...rather fond of me, you see, and having you nearby will make them feel a little more comfortable, even if we’re a little different. They want you to be their guide around the city, their go-to resource for things to do and places to eat, and they want to...uhm...well…”
“Fuck me,” Twilight Sparkle lifted a brow behind her glasses, speaking in far more clear terms. When Princess Twilight Sparkle fidgeted in her seat and looked a little worried they might be overheard, the native one simply waved a hand through the air and shook her head. “You don’t have to worry about that. The Cakes and I have a working relationship - I help them spice up their marriage, and they let me turn tricks in the supply room when the John doesn’t want to fit the bill for a hotel.”
Princess Twilight blinked, looking at her counterpart and then to the couple behind the counter, who were pointedly gazing at the slutty schoolgirl laying things out in such bold terms. It was enough to make the princess blush, but before she could press the issue her counterpart drummed her fingers on the table to snap her attention forward once more.
“That said...if your princesses really want to have that level of my devotion for the duration of their stay, it will not be in the supply room of Sugarcube Corner,” she announced, simply. “We’ll be staying at a hotel of my choosing, in a room that I pre approve. And if I’m to take them around to fancy restaurants and entertainment, I expect that my own expenses will be entirely covered. Food. Tickets. A discretionary fund for clothing, since I imagine a pair of visiting equine royals will have very particular taste.”
“Oh, yes, of course!” Twilight nodded, flipping through a few pages on the folder and showing them to her other self. “I’ve already taken the liberty of documenting that sort of thing. Would you like to work with me in finalizing the contract to our mutual liking?”
The whore gave a polite smile, and a tiny nod of her head. It was good to know that the other version of her at least had a good head on her shoulders when it comes to contracts, schedules, and planning - even if she was a bit on the stuffy side.
***
The two girls were there at the table at Sugarcube Corner for almost three hours. So long that the native Twilight actually had a few walk-ups - people naturally assuming that she was there to spend her afternoon sucking dick in the supply room for a few extra dollars. She always politely declined but made sure to remind them that her schedule was always available on the website she and Sugarcoat ran, so they could avoid such interruptions in the future.
Princess Twilight was a master of planning things, and her whore counterpart wasn’t much different. Between the two of them they began to draft a complex contract that would cover nearly every possibility, ensuring that both parties were completely covered in case anything went wrong. Celestia and Luna in the human world were women that hid a particularly wild side behind their stoic surface, and Twilight Sparkle could only assume that the pony versions were the same - blended with the sort of privilege and superiority that came with being immortal godqueens.
The deal was covered in meticulous detail. Expectations of Celestia and Luna were written into the laws of the contract, from their behavior inside and outside the bedroom and which sex acts would incur a larger fee at the end of the job. A completion bonus was finely documented and perfectly itemized, ensuring that even after the week-long service concluded the two visiting princesses would still have some of the tab to pay. And as much as Twilight Sparkle prided herself in keeping calm and controlled, keeping patient and measured, she had to admit...the sheer amount of money coming her way for this job was starting to get her excited. Her thighs were pressing together underneath the table and when they detailed the clause for extreme domination and submission, she even got a little wet.
Who could blame her? Profit and painstakingly-detailed, well-documented agreement forms! Who wouldn’t get hot under the collar?
“Well...that looks like everything,” Princess Twilight smiled, and tilted the final document towards her counterpart. “If you’ll please sign here, and I’ll do the same as the princesses proxy. I have their power of attorneigh.”
A small pause.
“That...that’s a horse thing we say.”
Twilight Sparkle gave the comment a flat look, but grabbed the pen from the table and moved to scribble her name. Once she did so, she offered a tiny glance to her wristwatch and made a mental note - only forty-five minutes before she needed to join Sugarcoat at the frat party. It was a busy day for business, indeed. Once the visiting princess signed the contract as well the two women stretched across the table to shake hands, with the hooker offering her half-reserved smile and the princess beaming from ear to ear.
“Princesses Celestia and Luna will be so, so happy!” she practically bubbled over with excitement, her feet lightly stomping on the floor as if she was trotting in place. “Thank you for doing this, Twilight Sparkle, they do so much for us here in Equestria and they really deserve the best vacation they can get!”
“I’ll make sure they have an unforgettable experience,” Twilight nodded, before gesturing to the contract. “Several, in fact. I’m looking forward to meeting them and undertaking this job.” That much was genuine, even if her interests didn’t go much deeper beyond pure, unbridled professional greed. She was sure the princesses were nice enough, but...what teenage girl wanted to spend a week hanging out with a bunch of older women that were actually polymorphed horse princesses? She couldn’t imagine she had a whole hell of a lot in common with them, aside from a mutual interest in exchanging gold for intimate services.
“Thank you,” as the two Twilights stood up and started to make their way to the exit, Princess Twilight glanced behind her shoulder once more to the Cakes. They were nearing the end of their work day as the girls left, and once more were casting an eye on Twilight Sparkle - or both of them, as the case was. Princess Twilight blushed and pushed her hands to the back of her skirt to make sure her flank was covered, and once they were outside she finally spoke in a tiny, almost worried tone. “Could...could I ask you a question? One Twilight Sparkle to another?”
Twilight looked at her watch once more, and gave a small nod. She turned on a heel and started to walk, although moved out with a hand to gesture for Twilight to follow. Once they were moving side-by-side the princess hugged the written agreement against her chest, and murmured to her doppleganger in a curious tone.
“This...all this stuff that you do,” she asked, gesturing to the agreement, and then back to the Cakes’ shop. “Do you like it?”
“I like that it’s an extremely efficient way to make money for college,” the other Twilight held nothing back. She was always honest when it came to her motivations, and felt the impulse to be doubly so when it came to talking to her counterpart. She liked Princess Twilight to an extent, but it was starkly clear which between them was harder around the edges. Must’ve been because the pony had more time to stew in the magic of friendship. “Sugarcoat and I put in a fraction of the hours an after school job would require, and we make more than we could ever hope to working anywhere else. That isn’t even touching on the less tangible rewards, like the college recruiters I’ve given oral sex to.”
“I...I see,” Princess Twilight rubbed the back of her head, nibbling at the bottom of her lip. As a future queen of Equestria the concept of needing money for college was one she simply didn’t struggle with, although it was hard to think about everything the other Twilight did and not let her mind wander. “What about the...you know. The sex? Do you like it?”
Twilight Sparkle tilted her head at the question, pondered it for a long few moments, and offered a tiny shrug. It was non-committal in nature, but she followed the gesture by going into greater detail while they rounded the corner and made their way to the campus in the distance.
“My enjoyment isn’t relevant to the job,” she explained simply. “But most of the time...I’m apathetic to it. Tonight, Sugarcoat and I are going to get gangbanged by a dozen college boys. They don’t know what they’re doing. They don’t know how to please a woman. They’re just...hormones and money.” She shrugged her shoulders once more. “I won’t be having an orgasm tonight, and I’m as sure about that as I am unbothered by it.”
“So...you never even, you know…” Twilight Sparkle continued to be a bit sheepish, blushing more and more. “Hit the clopping point?”
“Cum? Sometimes,” Twilight adjusted her glasses. “She’s not a client, but Sugarcoat has successfully learned how to make me orgasm with fair regularity. On the job...it’s less frequent. Most of what we do are things like tonight - letting our bodies be used by people that barely even know how theirs work. But every now and again, I admit...someone gets to me.” It was her turn to blush, something that didn’t happen often. She even smiled a little from the corner of her lips, and raised a hand to hold two fingers close together. “Little ones. Rare, but they exist.”
“Oh, I just have to know,” Princess Twilight giggled, and elbowed her counterpart playfully. Despite their differences, the two girls did indeed like each other - and their interaction was playful, or at least as much as could be with the human Twilight’s professional, determined mindset. “Tell me? I promise, it’ll be a secret between Twilights. I’m curious who I might click with back in Equestria.”
“Well...let’s see,” Twilight Sparkle pondered, gazing into the distance while she spoke. “Fluttershy was one.”
“You had sex with Flu-”
“Principal Celestia was another.”
“Celestia, too?!”
“Mhm. She and Cadance double-teamed me.”
“C-C-C-Caaaad-”
“Oh, and Shining Armor,” Twilight nodded her head, affirmatively. “I definitely cum when Shining Armor and I are dry humping. Maybe you can arran--Twilight?”
Twilight looked over her shoulder to see the princess frozen in place, wide-eyed, and holding the contract with a white-knuckled grip. She was practically hyperventilating, her cheeks overtaken with a massive blush, and a small squeaking noise escaped from her throat like the sound of a balloon running out of air.
Maybe the two Twilights were plenty different, after all.
End of Chapter 10.
Author's Note
Sure, this chapter is mostly a bit of set-up for what comes next, but once we're there ya'll are in for a treat!
If you like my work, consider supporting me on Patreon
The Twilight Sparkle Scholarship Program
In the Service of Royalty
The Twilight Sparkle Scholarship Program Chapter Eleven: In the Service of Royalty
Monday.
It was the nicest hotel room that Twilight Sparkle had set foot in since starting her business so many months ago. The finest suite in the finest place in town - a significant step up from what she listed as the bare minimum in the exceedingly long contract drawn up with Princess Twilight. And it was there, in the center of a massive king sized bed the likes of which she’d never met in terms of soft comfort, that Twilight Sparkle was face-down, biting the pillow and going cross eyed as she was fucked.
“That’s it! Ohh, you tight...little...whore!” The voice that roared down from above her was familiar, even though the woman speaking had only met Twilight a mere half hour earlier. Princesses Celestia and Luna had arrived via portal just a little bit ago, and they wasted no time in setting up their accomodations and enjoying the company of their week-long companion. Celestia in particular - a perfect twin to the woman that ran CHS - just couldn’t wait to get Twilight Sparkle into a hotel room, and now that she had her there she wasn’t hesitating to show Twilight exactly what sort of week she was in store for. “Squeeze my cock harder, slut! I’m not pulling it out until I feel you grip it five times!”
Twilight Sparkle whimpered, and despite herself went cross eyed behind the lenses of her glasses. She was still practically fully clothed, as was Celestia, laying flat on her belly in the center of the bed with her schoolgirl skirt lifted and her panties pulled aside. Just beside her was a bottle of lubricant that was hastily emptied against the tight purple pucker of her ass and a gigantic pearl-pink cock, and in that moment the larger, more powerful of the two sisters was forcing her dick far into the depths of Twilight’s backdoor. Princess Celestia’s rod was jammed fiercely far into Twilight’s ass and her knees were pressing against the outside of the girl’s thighs as she mounted her, ensuring that there was no easy way for the teenage human whore to take her.
Twilight was wincing, straining against what was easily the largest cock she had yet encountered, but still obliged by the command Celestia gave. One...two...three...four...five. She squeezed the muscles of her ass five consecutive times, and on each instance her body became a little more strained and fatigued. Her reward for pushing herself to clench at Celestia’s command was a sudden spank across the soft flesh of her rump, and then the heavy pressure of the older woman’s breasts against the back of her head. Celestia loomed hard above her now, using her chest to squish Twilight’s face against the pillow as she braced herself and really started to get to work.
Twilight Sparkle squeaked and whimpered like she never had to before - her purple fingers had gone white-knuckled in her grip on the sheets, and she genuinely had to keep the pilow pinched between her teeth. Thanks to the warming, soothing lubricant her ass didn’t exactly hurt, but it was certainly...intense. Celestia’s thrusts from above were piercing and strong, striking at a core that Twilight Sparkle didn’t even realize she had. Months upon months of working as a teenage whore in this city, and it took a visiting pony princess to show her something new.
“Sister, look! Pamphlets!” The stark contrast to Princess Celestia, who couldn’t fuck Twilight Sparkle fast enough, was her seemingly innocent sister. Even now, while the pearl-pink woman routed Twilight’s ass, Luna was approaching the bed with a bevy of pamphlets from the hotel lobby in her hands, looking over them with wide, delighted eyes. “There’s a nature walk, and an underground cave adventure! Ohh, and look, there’s something called a moo-vee theater! Oh, there’s so many wonderful places we can visit!”
“Of course, Sister, and we’ll see them all!” Princess Celestia beamed, and when she lifted the weight of her tits off of the back of Twilight’s head, she soon replaced it with the back of her hand. Holding the teenager flat to the bed she started to thrust harder and harder, so much so that Twilight’s tongue dangled from her lips and a thin line of drool started to escape. Her eyes were distant and glazed, her body was quivering, and she was already racing towards something magnificent and rare: an orgasm with a client. Princess Celestia didn’t know just what a treat that was for her, and simply kept pounding that purple ass as she spoke to her sister. “Once I’m done trying this new Twilight out, we’ll make her take us to whichever you’d like to see first!”
The giggle that came from Princess Luna was downright adorable, although Twilight Sparkle had other things on her mind. Deep down, the young woman couldn’t possibly believe that she was racing towards climax so swiftly, so suddenly, and without a single bit of attention paid to her pussy. Princess Celestia might have looked like the kindly head of CHS, but her demeanor was even more demanding, and her authority was undeniable. The way she was pounding Twilight’s ass was with the sort of power and force than the teenage whore could’ve only hoped to get from other clients, and it was a thrilling prospect to know that she was being paid in literal gold and gems to spend a week getting used and fucked by this goddess.
When Twilight Sparkle finally came, it was a vivid one that made even Celestia gasp in delight. Spasming. Clawing at the sheets. Screaming. Squirting. Her kneesock-clad legs twitched and trembled as they spread wide from her flat position, and she fired a burst of clear, sweet-scented nectar across the sheets as she was rammed. In the final throes of her violent peak Celestia found her own as well, thrusting down into Twilight with one last, tremendous pump and hissing hungrily from the back of her throat. That mighty dick was lodged firm in the girls tightest hole, and she pumped load after load of thick, dense cream right into Twilight’s core. The rush of warm, the unmistakable sticky, soothing sensation...and then the touch of fingers down through her hair - the typical aftermath after someone finished unloading in her ass, but this time there was more weight to it.
This time, Twilight Sparkle knew that the person that just got done using her to collect their cum was someone that really knew how to fuck. Impressive, considering she’d only lost her hooves a half hour ago.
“Sister, I think I’m finished for now,” Princess Celestia cooed, and slowly pulled her throbbing, wet dick free of Twilight’s ass. She let it flop atop her backside afterward, the tip oozing extra cum against the back of Twilight’s bunched-up schoolgirl skirt. While she continued to mount the teen’s rear with her hands on her hips, Twilight’s tiny purple pucker gasped open and closed in rapid succession, spunk oozing out of it to be smothered between her thighs. The girl just continued to drool and twitch while Celestia addressed her sister. “What do you want to do first, Luna? Do you want to have a run with Twilight, or…”
She already knew the answer. Luna, practically bouncing on her heels, shook the bundle of pamphlets while she barked out in enthusiastic bliss.
“SISTER THERE IS A RESTAURANT WITH THE WORLD’S GREATEST PIZZA.”
***
Tuesday.
Just two days in, and Twilight Sparkle was certainly earning her pay. The young woman was standing in the frankly ridiculously large shower of the hotel room, scrubbing herself down with a loofah and a heavy lather of suds covering her naked body. Her vision was hazy thanks to the hot water’s steam and her own lack of glasses, but she didn’t need to see in order to scrub herself clean and prepare for what was next.
So far, her week with the royal sisters was...exhausting, in two very different ways. She had barely been in their presence for thirty-sex hours now, and could count the hours she’d had to sleep on a single hand. One of the two was absolutely, wildly, uncontrollably fuck hungry...and the other was the single most giddy tourist Twilight Sparkle had ever seen. When she wasn’t forced to wear her hair in pigtails so Celestia could facefuck her to the point of messy release she was taking Luna to see the sights, and answering her endless questions about the human world. Thus far, it was pretty clear that the two sisters had different expectations for their vacation, although that wasn’t to say that there wasn’t any overlap. Princess Celestia went along with the sightseeing even if she clearly wasn’t paying attention, and meanwhile, Princess Luna had worked her own cock inside of Twilight just earlier that afternoon.
And it was...well, it was fine. She was a totally serviceable lover with a considerably impressive cock. Objectively, bigger and better than most of Twilight’s clients. The only problem was that she absolutely paled in comparison to her sister by all metrics - girth, strength, enthusiasm, and just flat-out dirtiness.
Just earlier that afternoon, Luna had sex with Twilight Sparkle missionary style, and treated her with kindness and respect, even to the point of thanking her after they were finished. Immediately after, Celestia rolled up, lifted Twilight’s ankles above her head, and fucked her sister’s creampie straight from that purple pussy. And when she pulled out at the last second and purposely blew her load in Twilight’s hair, she made the teen hooker thank her!
And Twilight Sparkle had to admit...the two sisters were enthusiastic about what they were good at. Luna was a hell of a fun tourist to guide around, and Twilight was enjoying showing her the city. Even she was learning things at the museums and the cultural centers - and on more than one occasion, the two girls bounced up and down side-by-side, holding arms as they watched an education slideshow. Meanwhile, Celestia fucked her harder, dirter, sloppier, and better than anyone had ever claimed her little purple pussy. It was one thing to cum while getting plowed in the ass by that gigantic pearl-pink dick, but to squirt her panties when Celestia forced her into a blowjob in a crowded theater?
Whew. She could see why Princess Twilight liked them so much. Together, they made the perfect girlfriend. Or at least, the perfect sugar mommy.
Twilight Sparkle finally stepped out of the shower, grabbing a nearby towel to pad herself off with gentle gestures before reaching out to where her glasses were sitting on the nearby sink. After affixing them to her face she took the moment to study herself in the mirror - every bit the picture of young, energetic if slightly nerdy beauty that she always was. With her hair hanging in wet strands down the back of her head and her purple flesh carrying a deep blush thanks to the shower’s heat, the young woman looked perfectly fresh and ready to be enjoyed once more - something that she knew she’d be tasked with once she stepped out of the bathroom and into the hotel proper again.
Silently, she moved out a hand to grab her favorite lotion, and wordlessly squirted some into her palm before slowly smoothing it across her body. Her wrists, her arms, her belly, her breasts...though as a teenage whore she was already naturally smooth and silky to the touch, she had learned through the months that her clients appreciated a particularly pleasant to feel slut in their arms. The only difference between that post-shower preparation and the sort she had during other jobs was that this time...she was genuinely enjoying herself. She was getting intellectually stimulated by Luna, she was cumming like a runaway train with Celestia, and she was making a fucking fotune while doing it.
The only pitfall now would be keeping her wits about her...and not losing herself over the rest of the week.
With that thought in mind, Twilight Sparkle finished rubbing lotion on herself before reaching out one more time to something that Princess Celestia specifically gave her to wear. It was a leather collar of Equestrian make - likely made from some creature that didn’t even exist in this world, and maybe even sporting magical properties. A solid black piece of ludicrously smooth leather, it was set with a golden buckle and a bright purple gem squarely at the front, and underneath it a small hoop just in case she needed to be leashed. As Twilight Sparkle pulled the collar on and affixed it around her throat, she stepped back and studied herself for a long, lingering moment.
This...was the pinnacle of her career as a teenage whore. The most important, wealthiest clients she’d ever know. And she’d be a very, very loyal slut to them both until the terms of the contract ended. With a deep breath and a soft smile tugging at her lips, Twilight Sparkle turned on a heel and made her way to the bathroom door, opening it and smiling wide - her voice chirping out in a pleasant tone as she cast her eyes towards the two women already waiting for her.
“I’m ready~” she offered in a melodic voice, and guided her hands down her smooth, silky, purple figure to draw their attention to every young inch of flesh. “Who wants to fuck me next?”
***
Wednesday.
That day, the two sisters split their purchased whore. The first half of the day had already come and gone, and throughout it Twilight Sparkle had spent hours under the attention of Princess Luna. The admittedly dorkier of the two sisters had delighted in having Twilight Sparkle show her around the sights of town yet again, and she took particular delight in visiting the places that had parallels to Equestria. Sweet Apple Acres, Sugarcube Corner, and even a brief swing by the Pie family rock farm. Luna had an adorable way about her - shy when there were other people around, but falling into mirth when it was just the two of them. In moments of particular joy she had a unique way of clapping her hands, curling her fingers to the palm and then banging her knuckles gently together in a light, almost clopping noise.
Princess Luna was sweet and stable, and Twilight had naturally savored her time with her. Getting paid to show a lovely tourist around town? A delight! And some of the easiest money that Twilight Sparkle had ever earned.
And now…? Now that six o’clock had come, and Princess Luna had dropped her off at the hotel before heading out on her own? The hard part had finally come.
For the rest of the night, she was the purchased whore of Princess Celestia and Princess Celestia alone.
“Hnng...I...I don’t...don’t know if I...hnnnnn!” Twilight Sparkle was straining herself already, naked at the foot of the bed save for that same collar from last night wrapped around her throat. This time, it was connected to a leash that was keeping her close at Celestia’s heels, and when she didn’t obey the other woman pulled it to the point that it tightened around her tender young throat. With sweat on her brow, her glasses askew, and a genuinely desperate look on her face Twilight Sparkle looked to the woman towering over her - complete with the omnipresent shadow of a massive cock looming overhead. “I...I...it’s so big! I don’t know if I can fit it all!”
“You can...and you will,” Princess Celestia responded simply, and yanked Twilight’s collar once more. “Keep going. Squeeze it all inside.”
The “it” in question wasn’t Princess Celestia’s pearl-pink dick - although that was a challenge in and of itself - but a particularly large dildo the older woman had procured that now sat on the floor sitting upright. It was massive, easily the largest Twilight had ever encountered, and was notably shaped exactly like that of a horse’s cock. A massive girth. A flat, thick head. Veins that were sculpted in such detail that Twilight Sparkle could feel every one as she squeezed herself further and further down on top of it. Her teenage pussy was spasming, quivering, struggling to gulp down the inches of that massive toy, and just beyond the folds of her nethers her ass was also filled. A tiny metal ball was lodged in her backside leading to a horse-tail sticking out of her rear, making her just a little bit more “pony” for her current client. The ball alone was enough to make her ass feel pinched and strained, but along with the dildo she had still only taken half of...part of her was a little unsure of whether or not she really could handle this.
“Open your mouth, cunt,” Princess Celestia finally spoke, forcing the matter by shoving her thumb past Twilight’s lips and jamming it onto her tongue. She yanked the girl’s maw to gape open as her tip lingered near the entrance, drifting back and forth across her dangling, flailing tongue. When she drifted a little closer she managed to give Twilight just a taste - a fleeting smack of her cockhead against the girl’s wet tongue, and then her hand swiftly shifted to Twilight’s shoulder and shoved her down another few inches.
“Ahhhh!!!” Twilight Sparkle spasmed, her eyes going crossed behind the lenses of her glasses and her hands bracing on Celestia’s hips. Plump purple teenage tits bounced and her belly was actively bulging, showcasing just how deep that simulated horse cock was jamming inside of her. Where her pussy gripped the massive shaft she was an oozing mess of lubricant, with both her nethers and her rear absolutely drenched in soothing, glistening nectar to make it as easy as possible. Even still, she was forced to cry out as she took another three inches of dildo, and Celestia took that open mouth as an invitation to force her own cock within. “So biiiii-mmmpggh!”
Twilight went cross eyed as she was stuffed, her throat bulging with the weight of that delicious cock jammed firmly within it. By that point she had gotten accustomed not only to the flavor of Celestia but the dominating way in which she always claimed her, grasping fingers in her hair and forcing her straight down to the hilt. While Twilight’s lips met the older woman’s lap she sputtered and struggled to take her into her throat, coughing with a pathetic whimper as she gazed up with tears in her eyes. She was already a total mess - covered in sweat and drool with tangled hair and trembling flesh, and that new shove with Celestia’s hips was enough to force her all the way onto that massive, equine toy filling her tender pussy.
The howl she offered against Celestia’s rod was completely muffled, but the vibrations nonetheless sent the older woman into a fit of spasming delight. She hissed from the back of her throat and bucked her hips from side to side, making sure to grind the edges of her throbbing dick to the walls of Twilight’s throat. And while she forced the teenager to throat her, while she cut off the girl’s breath with the might of her enormous unit, Princess Celestia looked down to Twilight’s messy face and confessed something in a wicked, devious voice.
“I’m going to break you, Twilight Sparkle,” she whispered, and gave a slow, steady lick of her lips. “I’m going to break you to the point that you beg to come back to Equestria with us. Why do you think you’re fucking that ridiculous little toy right now?”
With a casual bump of her foot, she made the base of that large, fake horse cock wobble, reminding Twilight of just how deep it went. Celestia’s knee then bent forward so her calf could slowly rub across the bulge in the girl’s belly, making her whimper and whine all the more in her intensely doubly-stuffed state. Twilight Sparkle was already at the very edge of a hungry climax - her body vividly burning with pleasure in a way that no other client could force upon her. Trembling. Surging. Every breath laced with the scent of Celestia’s cock and fueling a sinful, depraved bliss that she barely knew she had. When Celestia spoke again it was enough to tip her over the edge into another squirting climax, if for no other reason because of the promise of just what the purpose of that evening was.
“It’s almost as big as I am in Equestria, Twilight,” Princess Celestia whispered, and bumped the girl’s bulge with her calf yet again. “That little pussy needs to learn how to handle it, if you’re going to become my little pony slave.”
From there, little more than the whites of Twilight’s eyes could be seen through the lenses of her glasses as she fell into a surging fit of orgasmic bliss. Princess Celestia started to facefuck her with the sort of dominant authority the young woman had come to expect, yanking her cock back to the point that large, glistening tip was resting on her tongue only to jam it right back down again. She moved with such force and power that Twilight had no other option but to ride that tremendous dick up and down, the bulge in her belly bouncing just as those plump purple tits did. It was wet. Rough. Depraved. Ribbons of dense spit dangled from Twilight’s lips to coat her teenage tits, just as she was leaking a steady stream of aroused nectar to the hotel floor below. The collar wrapped around her throat was actively strained by the girth of Celestia’s member, up to the point that the golden buckle started to loose its grip. And through it all, Twilight could only offer submissive whimpers of acceptance of Celestia’s terms - the unspoken grunting of a girl that wasn’t just meant to be broken, but was actively looking forward to it.
When Princess Celestia’s climax finally arrived, it was a tremendous one. The first few jets of spunk were delivered straight down Twilight’s gullet and into her belly, sloshing around an otherwise empty tummy before surging up through her throat. It sputtered from the sides of her lips as her cheeks puffed out, and not long after Twilight gazed up at Celestia with tears in her eyes as that creamy white release burst out of her nose, plastering against the older woman’s lap as she was left gagging and coughing on the payload. Celestia wasn’t nearly done, though, and even after giving Twilight one more thrust before pulling out, she still had cream left to unload.
The older woman moaned in a long, heavy voice as her dick left Twilight’s lips, suddenly squirting a burst of white across the girl’s face in a wet streak. Even while the teenager gagged and sputtered with the mess oozing from her mouth, Celestia squirted upon her again and again, painting those purple teenage tits and making it a point to unload a streak over that still-distended belly. It was clear that Princess Celestia, despite her human form, still carried a bit of Equestrian magic within her - the payload she gave Twilight that night was the largest she had ever seen from a single person. Hell, it was more than the entire CHS football team had given her the night they all chipped in to bukakke the nerdiest girl in school.
When Princess Celestia finally finished up, she slapped her cock against Twilight’s cheek - hard. That little strike finally made the girl quake before collapsing down onto her elbows, the horse tail sticking from her ass shaking and that big equine dildo forced from its place on the floor. Twilight knelt there on her hands and knees heaving with desperate breaths, trying to collect her senses in the aftermath of the most intense moment she had ever known with a client. The collar hung from her throat half-unbuckled and hiding a light bruise across her flesh, her hair was a dishevelled mess of tangled mayhem, and nearly every part of her was coated in either sweat, cum, spit, or shame. And as she braced there, she soon felt one of Celestia’s feet press against her back to hold her in place - and couldn’t help but wonder what it would feel like when it was a hoof, instead.
“Hahhh...hahhh…” Twilight Sparkle shuddered, glasses falling from her face to the floor below, only to steadily become covered in the drool and cum that dripped from her pretty purple face. Her body was spasming uncontrollably by that point, and that massive equine dildo was slowly getting squeezed out by the trembling walls of a teenage whore. Bit by bit it escaped her with a long, wet slurping noise, until finally she had to brace herself and actively work to squeeze out that flared head. With her fingers tightening against the carpet and more tears escaping the corners of her eyes, she clenched her teeth and struggled, unleashing a high pitched noise as she worked to push it free. “Hnnnnn…!”
With that, the massive equine dildo flopped to the ground below, leaving only the horse tail plug stuffed inside of her ass. She remained there underneath Celestia’s heel for some time, aware only of the steady drip, drip, drip of cum hitting the back of her neck, thanks to where the tip of the older woman was hovering. When she finally felt Celestia’s foot leave her back, she struggled to look up - squinting not only thanks to her lack of glasses, but from the wet mess of lust that clung to nearly every inch of her face.
“...y...you’re...you’re…really that...that…” Twilight was struggling to speak, thanks in part to the ache in her throat and in part due to the fact that she was left hungrily swallowing mouthful after mouthful of cum as it dripped from the sides of her gullet. “That big...in...Equestria?”
Princess Celestia, smug and self-satisfied as ever, knelt down and slipped a hand underneath the other girl’s chin. She forced Twilight’s gaze upon her own and pinched the younger woman’s spit-covered cheeks, bringing herself so close that their noses nearly touched. When she spoke, her voice offered a heated breath of domination against Twilight’s soaked lips, making the young woman shudder in place with vivid, electric excitement rushing through her.
“Come through the portal and find out,” she cooed. “But once you do? I won’t be letting you come back.”
***
Friday.
Two full days were left before the royal sisters returned to Equestria, and two full days were left for Twilight Sparkle to be the addled, fuck-hungry whore of them both. Since Princess Celestia set the terms of what she desired the teenage prostitute had folded completely to her whims, worshipping the older woman’s length with even more gusto than she already did. She was a loyal, depraved cocksleeve on command - dipping her head down to suck and kiss every inch that she was ordered to, always bending over to get plowed from behind with but a whisper of Celestia’s whim.
Gone were the days when she’d go to see a movie or a museum with Princess Luna. It seemed as if the younger of the two sister’s casual time with Twilight had faded - as did Twilight’s chances to leave the hotel room while the pair were staying. No more dinners out. No more dates as she hung from the arms of her principals’ mirrored selves. No more dressing in fancy clothes and treated like a precious queen at nice restaurants.
For the past two days, Twilight ate room service from a tray sitting on the floor while Princess Celestia fucked her. For the past two days, she wore a horse tail plug in her ass save for the moments that Celestia wanted to fuck it. For the past two days, the hotel’s maid service stepped through the room with a wide stare - watching that teenage whore get viciously fucked as they collected the various bottles of empty lube that littered the room. And for the past two days, she had done nothing but that which was demanded of her by Princess Celestia.
She couldn’t remember ever cumming so much in her entire life.
It was at the end of another long evening that Twilight was laying on her side, eyes closed and cradling a pillow at the far edge of the bed. She was nearly dozing - the result of an exhausted teenage body that had been put through the wringer yet again. Celestia’s copious load was still snugly inside of her ass, and though it was lightly leaking from her pucker, the horse tail plug was doing a fine job of keeping most of it inside. Meanwhile, Luna’s own cum was escaping her pussy, giving her a warm sensation as she drifted towards sleep. She was too tired to move. Too tired to clean herself up. Too tired to do anything but lay in a pathetic, well-fucked heap and wonder just what was next in store for her.
And as she laid drifting into slumber, she could just barely hear the words of the two older women still awake in the hotel room.
“Sister, this is preposterous,” Luna had joined in on the festivities, fucking Twilight along with her big sister, but thus far she had been decidedly less agressive. “Do you actually think she’s going to willingly return to Equestria with you?”
“You’ve seen her, Luna, you’ve heard how she’s been screaming,” Celestia merely chuckled, filled with confidence. “I’ve got two more days to really break her. By the time we leave, she’ll do anything to come with us. And then I’ll have two Twilights. One to succeed us when we step down...and one to keep.”
“Your sentimentality knows no bounds, Sister,” Luna’s voice was drenched heavy in sarcasm, but Celestia merely laughed. And as Twilight Sparkle drifted towards slumber, she clutched the pillow closer as her lower half quaked with anticipation and nervous excitement.
Maybe being Princess Celestia’s Twilight Sparkle fucktoy was what she was really meant to do with her life.
End of Chapter 11.
Author's Note
Oh my...has Twilight Sparkle met her match? She's been so detached from the sex with her clients, but who can possibly resist Princess Celestia? What do you think will happen? I'd love to hear your guesses!
Hope you're all hanging in there during quarantine. Please stay safe!
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The Twilight Sparkle Scholarship Program
The Twilight Sparkle Scholarship Program Final Chapter: Bill of Sale
“Mmm...someone’s already well-trained,” Celestia sighed as she stretched out in bed in the early morning, basking in the light of the nearby open window. Just beside her Luna was still sleeping peacefully, a mask over her face, plugs tucked into her ears, and both arms wrapped around a large, comfortable pillow. The younger of the two royal sisters naturally slept in every morning while they were on vacation, and Celestia knew better than to disturb her anytime soon. Still, she was sorely tempted to wake Luna up just for the chance to brag about what was going on underneath the covers - the warm mouth of a hot teenage whore worshipping her perfect cock.
“Anything to make you happy, Princess Celestia~” Twilight Sparkle cooed from her spot under the covers, tilting her head up just enough for the older woman to see her eyes. They were practically shining in obedience and loyalty, and when she looked to Celestia her cheek was pressed flush to the side of the other woman’s cock. Smearing herself with spit, Twilight Sparkle fawned over that member with the attention of a depraved, wanton darling - fingers running up and down it and unable to peel herself away for more than a few seconds without giving it another soft kiss. “Do you want to cum in my mouth, pussy, or ass this morning?”
“All three, Twilight,” Celestia cooed in casual fashion, as if the offer was a standard expectation. After all, if everything went as she had planned, it would be by the time all three of them returned to Equestria. She sighed contently and folded her arms underneath her head, stretching her human legs out and wiggling her toes. The strange new body given to her upon arriving in this dimension was slowly growing on her - although deep down, she was still deeply, deeply curious what it would be like to sink her proper equine cock into her whore once they returned. “Mouth first. And try not to wake Luna up, I don’t want to listen to her complain before breakfast.”
“Yes, Princess Celestia~” Twilight’s voice slipped forward once more, heavy with an adoring, dreamy tone as she went back to work. Her eyes closed and she drug her tongue across the swollen head of Celestia’s cock, swirling it back and forth and collecting the morning precum that was building upon the tip. The more that she tended to the visiting pony the more inclined Celestia was to bask in her whore’s attentions, practically melting against the mattress as she gleefully, shamelessly lost herself in the moment. All that filled the air between the trio was the gentle sound of Luna’s near-snores while she slept and the constant, wet noise of Twilight’s mouth engulfing Princess Celestia’s royal dick. “Slrp...gnnns...mmmssss…”
The first orgasm of the morning came swift, naturally enough. Celestia had woken up rock hard, thanks in part to Twilight’s attention, and it took only a few tender moments of teenage tongue to push her to the edge of her pleasure. She didn’t bother giving the girl any warning that she was about to cum - after all, Twilight would need to learn sooner or later to read her owner’s body and prepare herself for the waves of cum and the squirts of thick, dense cream. As a result, when she finally popped off in Twilight’s mouth it caught the girl by surprise, and underneath the covers Twilight could be heard to cough, gasp, and sputter all while Celestia’s cock throbbed within her grasp.
“Keep at it, Twilight,” Celestia half-soothed, half-warned her whore. Even though Twilight was choking on cum underneath the covers, she still had a job to do. “Don’t you dare stop until you’re sure I’m done cumming.”
Twilight Sparkle obeyed, just as she had been taught to do. Though that pearl-pink member underneath the covers was spasming with a torrent of cum that she wasn’t sure she could properly handle, she did her best - closing her lips around it to fill her cheeks, swallowing down what could be offered every time she had the chance, and shamelessly smearing the rest on her face. She knew that even if she couldn’t gulp down every drop, it would still please Princess Celestia if she wore it on her face by the time the blanket peeled away from her head. As she did her best with Celestia’s first orgasm of the day, Twilight Sparkle continued to pump one hand up and down at the base of the other woman’s massive member, all as the other was cradling Celestia’s sack in a delicate grasp. From time to time she even buried her mouth against the spot where the princess’ balls met her shaft, slurping in a growingly greedy desire as she was showered with spunk.
She was being paid for this job, and yet...it was still a thrill. Princess Celestia had already proven herself as being different from other clients. She was a woman that could make that teenage pussy tremble with delight, and had already forced noises of tremendous excitement from Twilight Sparkle’s throat. There was no faking it with Princess Celestia. Even now in that early morning, basked in the heat of the older woman’s cum and breathing in an almost overwhelmingly musky scent underneath the covers, Twilight Sparkle’s naked young body was raw with excitement. As such, when the blanket finally started to lift and Twilight’s cum-covered face turned upward to gaze at her client, the blush on her cheeks was genuine...as were the words that quivered from her throat.
“...I’d like for you to fuck me now, Princess Celestia,” she practically begged, with ropes of cum dangling from her trembling lower lip, and her large eyes practically shining with a desperate plea. “Please…? My little pussy wants your cock soooooo bad~”
No faking. All sincerity.
And in turn, she was met with sincerity - that of a visiting pony princess that was happy to see just how wanton and hungry her new slut was already becoming.
“Crawl onto my lap,” Celestia cooed, pinching her cock at the base and gently swinging it back and forth, inviting the girl to help herself. “Careful, now. Steer clear of Luna.”
Twilight Sparkle did just that. With a careful eye constantly set on the slumbering younger sister, she brought herself up to her knees and moved to swing one leg over Celestia’s lap. Carefully her hand pressed against the slope of Celestia’s spit-soaked rod, and she kept it perfectly balanced as she brought herself down to squeeze the folds of her pussy right against the tip. With her breathing halted in her throat and goosebumps rising on her purple flesh, the naked teenager with cum coating her face gazed down once more at Princess Celestia, waiting for that tiny nod to give her permission to act. Celestia, with a smug smile on her face and hands still gently tucked behind her head, only delivered it after making Twilight squirm for a few long, delirious moments.
As Twilight Sparkle sunk onto Princess Celestia’s cock, her eyes went large and her lips parted in a sudden gasp. The cum that had been clinging to her cheeks by that point had dripped down to her modest teenage bust, and those lovely purple breasts danced briefly as she squeezed herself down to a comfortable kneeling position. The glorious, thick inches of the older woman filled her with a ruthless presence, stretching that warm, wet entrance and probing deep within her. Once Twilight was kneeling in place, her hands slowly moved out to brace themselves against Celestia’s shoulders, and she took several long, deep breaths to steel herself for what was to come. It was such a strange experience being with the older woman - Celestia wasn’t even doing anything other than laying flat and letting Twilight ride her incredible cock, and yet the young whore was absolutely livid with joy.
“S...So...so good, Princess Celestia, you’re...you’re so…” she shuddered violently, hips convulsing as she rode that gigantic cock. When she felt the urge to moan push against the back of her throat she swiftly allowed her hands to clap around her mouth, gazing warily to where Luna was slumbering just beside them on the bed. Even if she didn’t speak any more for fear of waking her, the sentiment was clear - Princess Celestia’s dick was magnificent, and the teenage prostitute was glad to ride it. She began doing just that with slow, methodic grinds of her hips, careful not to go so fast that they displaced Luna, and always making sure to keep Celestia as deep within her as she could manage.
The older woman simply smirked as she stretched back, savoring the attention from Twilight Sparkle. Her massive cock was gripped in a snug, inviting hole that couldn’t stop squeezing and trying to milk her, and she was treated to the sight of Twilight’s beautiful body bouncing softly up and down atop her. Those plump purple tits, those tresses of sleep-tangled hair, and those glossy eyes that were already lost in the heat of the moment. While Twilight worked at giving the older woman controlled and well-measured thrusts, Celestia just smacked her lips together in self-satisfaction and spoke in a thoughtful voice.
“I think when we return to Equestria, I’m going to use my magic to keep you in this form for a bit longer,” she mused, quirking her brow as she studied the other girl. As Twilight bounced and whimpered, Celestia just chuckled in satisfaction. “I want to see how this little human body handles my pony cock...and maybe Luna’s, too, if I decide to allow it.”
“Y...Yes, Princess Celestia…” Twilight nodded, swallowing a surge of pleasure as her nethers squeezed at the other woman’s shaft. Her hips swivelled from side to side and her palms pressed flat to Celestia’s belly, keeping her balanced as she picked up the pace. “W...Whatever form you...you want me in…”
“Oh, I’m sure eventually I’ll turn you into a proper pony,” Celestia mused, smacking her lips together and chuckling idly. The breath she took in was one of absolute confidence and dominance - letting the flavor of heated air set on her tongue, her senses basking in the musky air that clung to the bed after their marathon sessions and morning affections. “But before I do...I just need to know how far I can push this adorable form of yours until it breaks.”
Twilight Sparkle eagerly nodded her head, grunting and gasping and gulping down excited breaths while she rode. It was right then and there, with the threat of Celestia keeping her as a human in Equestria purely for the purpose of packing her with pony cock, that the young woman found her own first orgasm of the morning. Her pussy clenched and convulsed, her moan broke past her lips so loud that she was certain to wake Luna, and her fingers sunk deep against Celestia’s flesh as she held on for dear life. She was quivering, spasming, almost violently shaking as she rode Celestia’s unit to a shameful peak - and she was rewarded in doing so by the climax of the older woman, as well. Once again, Celestia didn’t bother announcing her orgasm to the girl before it arrived, and by the time Twilight was at the apex of her peak that surging, hot white spunk was jetting into her with reckless vigor.
“Mmm...that’s it, take every last drop of it, you little whore…” Princess Celestia beamed, her hands finally stretching from back behind her head so she could press her palms to Twilight’s slender hips. With her grip intensifying she held the girl firmly down on her rod, making sure that it was plunged down to the deepest region she could reach as she unleashed squirt after squirt of cum once more. While she pumped Twilight full with her second burst of the morning, she utterly delighted in watching the blushing slut squirm - from the cum still clinging to Twilight’s cheeks and breasts, to the heavy blush riding her face, to the fact that the girl was inexplicably, undeniably spasming in release. She was certainly a receptive little tramp, once someone was able to fuck her to that breaking point.
“Y...Yes...thank you, P...Princess Celestia...thank you for your cum…” Twilight Sparkle suddenly collapsed forward, only able to catch herself at the last second by slipping her hands to Celestia’s shoulders. With her back arched and her hair dangling down to dust against the older woman’s cheeks, Twilight was a bit of a wreck already. Sweat clinging to her figure, nethers still quivering around a shaft that was quite content to stay inside, and her belly still warm from the load she had gulped down. Celestia wasn’t even awake for a half hour yet, and already she had managed to give Twilight a creampie in two of her holes, and no doubt had designs on the third. “...it...it feels so...so warm...so good...I can’t wait to be your pet back in Equestria…”
“Hmph. Really, sister?” The voice of stern judgement came from right beside the pair, and Celestia groaned as she looked over to the side. Sure enough, Luna was laying there with her elbow on the mattress and her cheek in her palm, the ear plugs removed and the eye mask now bridges across her forehead. Her hair was a tangled and knotted mess as it always was in the morning, and her attitude could only be described as grumpy. The usual Luna in the dawning hours of the day. “You’re really going through with it, taking this one home with us?”
“You heard her, Luna,” Celestia cooed as she stretched out a hand, fingers moving to caress fondly over Twilight’s cheek. The girl responded by grinding back into the older woman’s touch, nuzzling her with a purr escaping the back of her throat. “She wants nothing more than to sit at the base of the throne worshipping my dick. Isn’t that right, Twilight?”
“Mmm, yes, Princess~” the fawning response followed, and Twilight Sparkle bumped her hips forward to grind against Celestia’s cock anew. She was splitting her attention now, however, with a hand moving out to slip under the covers, creeping towards Luna’s body. The navy-skinned woman’s eyes lifted considerably as soon as a pair of warm teenage fingers found their way around her morning erection, squeezing softly just as Twilight whispered in an alluring, doting tone. “Princess Luna…? Can I please help you this morning, too? All I want is to make the royal sisters happy…”
Celestia just watched with a smug smile as her sister squirmed underneath the attention. For all of her attitude, for all of the chiding that she offered her big sister, there was no way she could deny the offer of getting off with their shared slut this early. Luna didn’t speak up as she rolled herself up to her knees, but the sight of her large, dark-skinned member was evidence that she would accept the invitation. Her eyes darted from Twilight’s hips where she was still mounted on her older sister all the way up to those pretty lips, smiling at her with a tongue lashing out to coax her up to her mouth. Luna very nearly stood up on the bed to feed Twilight her dick just then and there, but before she could Celestia spoke up with a lazy chuckle, and her hands glided down to caress Twilight’s backside while she did so.
“Luna? I think it’s time we show our little whore what it’s like to be truly stuffed with royalty,” she pulled Twilight forward with that, careful so that her cock remained firmly planted inside that trembling purple pussy. As she lurched the younger woman against her she held Twilight to a point where her cockhead and an extra two inches were still stuffed inside her cum-filled cunt, and yet still angling her so that some of the pink of her fuckable hole was still visible. Celestia purred as she tossed a glance at her sister - in particular, that throbbing, dark length that desperately needed a place to go. “Join me inside of her pussy, won’t you?”
It was hard to tell which between the two of them looked more shocked at the offer, but considering that Twilight’s surprise soon melted into excitement it seemed like any hesitation was quickly pushed aside. The young woman even giggled as she braced her hands on Celestia’s shoulders, looking over to Luna with a heady gaze and a sensual, teasing nibble on her bottom lip.
“That’s a wonderful idea, Princess Luna…” she groaned, and took a deep, bracing breath to prepare herself. Even one of the two sisters sported a cock too big for most girls, but both of them at the same time? As obscene and depraved as it sounded, there was a part of the teenage hooker that was thrilling at the prospect. It seemed like that was par for course when it came to Princess Celestia - that magnificent visiting pony was able to force Twilight into passion she had never felt with any client ever before. “Please? Please share me with your sister? She already filled me up, but my little cunt can still hold you both! I’ll do my best to show you what a good cocksleeve I’ll be in Equestria!”
Luna, even with her irritations at her sister and her gentle concern for the younger woman, couldn’t resist any longer. With her typical irate grunt she moved to oblige, bringing herself to kneel just behind Twilight Sparkle, her legs tenting around her sister’s own as she did so. The soft slap of her dark-skinned length falling to Twilight’s backside hit the air, and as she pushed herself slowly into position Twilight tilted her head downward, staring into the eyes of the older woman that seemed so firmly intent on breaking her. Celestia merely lifted a hand and pressed a finger to Twilight’s cheek - collecting some of that leftover cum and ushering it to the girl’s lips. As Twilight suckled on Celestia’s digit, swirling her tongue around and swallowing down that note of flavor, the visiting ruler of Equestria offered a hungry whisper, her voice heavy with desire, domination, and pride.
“When it’s time to leave, you’ll be so eager to get my pony cock inside of you that you won’t even want to say goodbye to your friends and family,” she hissed, low enough that Luna couldn’t quite hear while she focused on positioning herself. Celestia drew in close, whispering to the girl’s ear as Twilight suckled her finger. “You belong to me, Twilight Sparkle. And I’m the only one you love now.”
“Y...Yessssss…” Agreement rumbled from the depths of Twilight’s throat as Luna started to push herself forward, unwittingly playing a part in this moment of shattering Twilight’s defenses. That big, blue unit was pushing into an already overstuffed pussy, and as she did so her length was left grinding against her sister’s own, swimming in the creampie that Celestia already filled Twilight with. To think that this was only the morning of the first of their last two days together was enough to make Twilight lose herself completely - she was already being double-stuffed and swearing her complete devotion, already little more than a mindless cocksleeve to be shared between two glorious women and their equally glorious cocks. As Luna squeezed inside, as Twilight’s tiny teenage fuckhole struggled to hold them both within, the young woman’s entire body bucked and convulsed, and she gazed down at Princess Celestia with the glazed look of an adoring sex slave in her eyes. Loyal. Obedient. Enamoured with her new owner. “I...I belong...to you...Princess…”
Luna was too focused on forcing her cock into that impossibly tight entrance to chide her big sister, and as such she merely held her hands against Twilight Sparkle’s backside while edging deeper and deeper. As she pushed, she ended up carrying Celestia’s cock right alongside her, and by the time she managed to hilt herself within the girl’s tender entrance she could still feel Celestia’s tip tribbing against her own. Within the depths of the young whore they could feel each other’s pulse through the steady throbbing of their cocks, squeezed fiercely tight together by Twilight’s walls wringing against them with every passing second. The girl was soft, warm, wet, and inviting - and the creampie that Celestia had already deposited ensured that they’d have all the lubrication they needed to make sure that Twilight enjoyed her double penetration. Once Luna collected herself and came to terms with the pleasure of being so tightly gripped alongside her sister, the woman lifted her head and gazed down - past the back of Twilight’s head to where Celestia lay with a smug smile plastered on her face.
“Sister…” Luna finally found the strength to offer her a voice if slight disapproval, but said nothing more as the pleasure of the moment started to overwhelm her. Thanks to the unusual position, the priority for movement was entirely on Luna herself - little Twilight could hardly move considering how packed she was, and if Celestia dared to thrust she ran the risk of forcing both of their cocks free of that purple cunt. It was entirely up to that dark-skinned member to grind back and forth, pull out to near the point of slipping free, only to plunge right back in again and fuck Twilight down to her core. Luna braced her hands to Twilight’s rump as she started to do just that, her head swimming in the early morning haze and just how quickly she was yanked into this new brand of lewd madness.
While she was doubly fucked, Twilight Sparkle simply did her best to keep her wits about her...with mixed results. She was stretched further than she ever remembered being before, fucked deeper than her teenaged figure could recall, packed with more cock than she would’ve been in a whole night’s worth of work with any other clients. Her fingers were white-knuckled as she gripped Celestia’s shoulders, and with her eyes closed and lips parted to unleash a torrent of squeaks and gasps, Twilight was raw and exposed - vulnerable like never before to the words of the dominant visiting pony that was taking such delight in sharing her with her sister. Each word spoken by Celestia in that moment hit Twilight Sparkle particularly hard, keeping her constantly at the edge of yet another spasming orgasm, no matter how much she wished to resist the impulse.
“You’re so tight...so sensitive...so slutty…” Celestia cooed, her overbearing dominance slightly dulled by the sweetness in her voice. She gave Twilight Sparkle moments of gentle affection while shamelessly splitting her alongside another dick, making sure that the discomfort of being so utterly packed was given a sharp counter in the form of tenderness. Hands massaged Twilight’s modest bust, rubbing the excess cum against her nipples. Lips drifted up and down Twilight’s face for a few soft and delicate kisses, even including the slow drag of the older woman’s teeth across her bare, purple shoulder. Her breath, sweet and sincere, was cascading over Twilight’s sensitive figure even while her cock trembled in glee - words kind enough that it was almost strange to realize that the same source of such affection was the same one that brought Twilight to this tenuously-stretched state. “You’re the perfect pet, Twilight Sparkle. The perfect lover. The perfect...student.”
Twilight Sparkle groaned and convulsed upon hearing it, her head bucking to the point that her forehead nuzzled Celestia’s throat and her nethers squeezed harder on those two throbbing dicks within her. As Luna continued to plunge her, as the cum within her overfilled pussy churned and coated both lengths, Twilight was left breathing heavy and desperately, clinging to the older woman as waves of shame, pleasure, and pride swept over her. She was very near the apex of yet another thrashing orgasm, and it was hard to tell which was pushing her there quicker - the members claiming her in tandem, the gentle notes of affection from Princess Celestia, or the mere knowledge that she was, in no uncertain terms, the perfect student.
In so many ways, that was everything Twilight Sparkle ever wanted, and she had it there trapped between two visiting Equestrian princesses. Packed with cum and left sweaty and exhausted between them, Twilight Sparkle slumped forward onto the pearl-pink body of Princess Celestia, nearly melting into her embrace.
“Two more days, dear…” Princess Celestia cooed at the corner of Twilight’s ear, just as her cock started to twitch yet again. “...two more days, and the only clothing you’ll ever wear again is a leash and collar.”
***
It was undeniable that Celestia was eager to get Twilight Sparkle back to Equestria to get her suited into her new life, and the only reason she didn’t push for that was the insistence of her little sister. Luna was clearly the voice of reason between the two women, and because that voice was so particularly sharp and unshy about putting Celestia in her place, there was no way the older of the two ponies could ignore it. There was still plenty for Luna to see in the human world and she’d be damned if she missed out on it - from the restaurants with strange cuisine that wasn’t hay-based to the horse and buggy ride around town which both of the princesses felt...oddly conflicted about. The early afternoon was filled with self-appointed Luna time, with Celestia dragging her heels behind her and Twilight Sparkle close at hand.
There was a shift in their group dynamic, though - specifically, how it involved the young whore that was in their service. When her time with Luna and Celestia had first begun, Twilight Sparkle was deeply engaged in what Luna wanted to do. She shared the experiences with her, often getting deep into the history of her town and thrilling in learning new things. The two of them were insufferable at a museum just a few days ago, and now? Now, Twilight Sparkle barely blinked, and didn’t say anything unless it was words of fawning adoration to the older of the two sisters. Twilight Sparkle remained close at Celestia’s side as the princess held an arm around her, nodding gently when Celestia whispered against her ear and barely even acknowledging anyone else. It would’ve been awkward were it not for Luna’s ability to self-motivate and feel engaged in her tourism, though even in the midst of her delight she still every now and again glanced at her big sister and the slut, nibbling her lower lip in concern.
“Sister, not here!” Luna hissed while the two were at a fine restaurant, nestled in one of the back rooms. She was holding her silverware with a white-knuckled grasp, eyes narrow as she looked at Celestia. “We are in public! You don’t want to get in trouble with the authorities of this dimension, do you?!”
“Relax, Luna, you always worry so much,” Celestia cooed, stretching back with her arms over the edge of the booth and her posture lazy and relaxed. From just above the edge of the table, the back of Twilight Sparkle’s head could be seen dipping up and down, along with a steady slurping noise that filled the air. “Besides, you heard her. I asked what she wanted for lunch, and -- what was it you said again, Twilight?”
Twilight Sparkle lifted her head from Celestia’s cock, face slathered with spit and wearing a bright, wide smile on her face. With glazed eyes and foggy glasses she looked from Luna to Celestia, and spoke up in a voice nearly loud enough to alert the couple dining a few tables over.
“I just want your cum, Princess Celestia!”
It went on like that throughout the entire day. When Celestia wasn’t feeding Twilight Sparkle her cock at a restaurant or during a movie, she was fingering the young woman while they rode the horse and buggy, even going so far as to make Twilight flash her purple teenage pussy to passing people on the road. While Twilight Sparkle had gone off the deep end of worshipping the older woman, Celestia, too was falling deep into her most profane impulses. She was reckless. Ravenous. Constantly bulging the front of her pants and almost always either waiting to recharge or mere seconds from yanking her dick out once more. When the girls went to a small fashion show at CHS performed for their benefit by Rarity, they were barely three dresses in before Celestia stood up with Twilight in hand, giving herself a small nod as she excused herself.
“I need to...use the restroom,” she whispered to her little sister, who simply rolled her eyes. Moments later she was gone with the hooker in tow, leaving Princess Luna sitting there in the audience while Rarity’s next model switched outfits. Casually, she leaned back against the chairs and tilted her head to the woman beside her - none other than Vice -Principal Luna, who was regarding her with a sympathetic look.
“So…” Princess Luna whispered, curiously. “...is your Celestia a horny idiot, too?”
Horny idiot or no, Celestia was having fun. She didn’t even make it to her intended destination of the restroom, stopping in the hallway just outside the auditorium and pushing Twilight Sparkle suddenly against the lockers. The girl was dressed to be fucked in a shortened version of her pleated schoolgirl skirt and an absolute lack of panties, and when Celestia wedged her against the wall she gave a tiny gasp as the older woman’s hands slithered underneath her to grasp fiercely at her ass. Riding against Celestia’s lap, Twilight lifted her feet off the ground and relied on the pressure of the visiting princess to keep her up, whimpering as the older woman bared down against her.
“P...Princess...Ce...Celestia…” she whined, wriggled, and hooked her heels behind Celestia’s backside. Her arms were looping over her shoulders and she could feel Celestia grind harder against her, split seconds before she dipped down to start unleashing her cock. “F...fuck me, please...please...my little pussy wants your cuuuuum~”
“You’ll get all you want, whore,” Celestia whispered in return, chuckling as she finally squeezed her tip against that quivering purple entrance. While she worked herself inside Twilight Sparkle’s face scrunched up in discomfort melting swiftly into delight - the older woman’s girth was downright enormous as she prepared to fuck her on the other side of a packed auditorium. Twilight’s head was hazy and her pussy was stretched as Celestia started to rock forward, fucking her right up against the lockers and ushering her breath in a wet heat to the girl’s throat. “Maybe when I’m done I’ll make you go out on the catwalk...show all your little classmates the creampie leaking down your thighs. It’s not like you’ll ever see them again once you leave with me, cunt!”
“Y...yes...anything...anything for...you…”
Princess Celestia squeezed inside of Twilight Sparkle yet again, pushing herself down to the hilt. As she did so, her breasts wedged fiercely to Twilight’s chest and kept her fiercely pinned, enough so that Celestia could merely buck her hips back and forth while keeping Twilight balanced between herself and the wall. With that positioned locked the visiting pony rushed herself back and forth with the same reckless zeal that she had already relished in during her time with Twilight, pounding her hard, wet, and fast and stretching that tender pussy as much as she had ever managed. Though her girth was enormous by human standards it still paled in comparison to what she’d be like as a pony, ensuring that when the time came and Twilight was left trapped in her human form in Equestria, she’d need to endure something much, much bigger. And while she fucked the teenage whore just a wall away from all of her friends, Celestia buried her mouth against Twilight’s ear, reminding her of just where she stood between them.
“Tight little thing, aren’t you?” she murmured, grinning. “I can feel your pussy trying to milk my cock. Desperate for it. I can’t believe that you ever charged for sex, considering what a depraved slut you are. Or maybe...maybe you just needed someone that finally knew how to fuck you properly.”
Twilight Sparkle didn’t respond, simply because she was too busy cumming. Again. Something about this version of Celestia made her fire on all cylinders, her body spasming and her pussy quivering while it was banged so rough and wet. She clutched at Celestia and worshipped the other woman’s throat with her lips and tongue, suckling against her in pathetic, helpless, wanton glee while she was reamed. Her nethers were aching with desire as they squeezed Celestia in a hopeful bid to milk her of even more delicious cum, and she cared nothing for the people that passed her vision in the distant hallway. Ditzy Doo, Maud Pie, even Principal Celestia herself...so many people casually walked by only to see her getting fucked. The shame of it all just made her groan all the harder.
When Princess Celestia finally came, she made good on her promise to give it to Twilight as deep as she could muster. While the girl’s purple legs were still hitched around her waist, celestia unloaded her massive creampie into Twilight’s pussy, packing it nice and deep while the girl squirmed and whimpered. She’d be dripping it all the way back to her seat at the fashion show considering she didn’t have any panties, and though she didn’t realize it yet, Celestia was planning on having her flash that cum-filled pussy to every model on the catwalk - especially Rarity herself. As she pressed against Twilight with cum oozing from the girl’s pussy, the teenage prostitute simply melted to Celestia’s form, whispering to her throat as her thighs were still left spasming.
“I...I belong...to you, Princess…”
“I know you do, whore,” Celestia whispered, stirring Twilight’s pussy with a slow swing of her hips. “Let’s go watch the rest of the show, while I think of what to do to you next.”
***
From the fashion show straight to the hotel, Twilight Sparkle was still carrying Celestia’s creampie by the time the older woman got her fingers inside of her again. It was during the cab ride back, with Luna awkwardly sitting behind the driver while her big sister shamelessly pawed at and teased the young woman beside her. On more than one occasion Luna exchanged glances with the driver in the rear view mirror, and when they were finally dropped off she made sure to tip him extra - as well as grumbling under her breath that she was sorry for the squirting orgasm the girl had in the backseat.
“...my sister is a horny idiot,” the younger princess murmured, as she slipped an actual, genuine ruby into the cabbie’s hand. “This should cover getting the seat cleaned.” By the time she looked up from paying the tab, Celestia was already carrying Twilight Sparkle in her arms to the hotel door, and Luna just gave a sigh as she rolled her eyes. It was going to be a long night.
A long night, at least, that Luna was able to engage in. She had behaved herself all day long, at least after she and Celestia double-stuffed Twilight Sparkle in the morning. Once the hotel room door was closed once more and the mayhem began again, Luna was finally allowed to let her hair down to experience some of the more carnal benefits of their arrangement. With a collected expression and calm demeanor she locked the door behind them, only to turn around and see that Twilight Sparkle was already laying flat against the bed, her head dangling over the edge while Celestia was facefucking her.
“Luna, what are you waiting for?” Celestia grinned, waving her little sister over. She pointed to Twilight’s lap, where the girl was laying with knees bent and thighs spread, a hand underneath her skirt so she could paw at her purple pussy. “Twilight’s been wanting to fuck you all day, and you’ve been a real stick in the mud!”
“Sister, I did not come to this dimension purely to have sex with Twilight!” Luna persisted, even though her hands were already at her belt. She was stripping down while making her way to the bed, crawling forward and allowing that big, blue cock to suddenly flop forward onto Twilight’s lap. Despite her protests, it was clear the long day of watching Twilight and Celestia go at it took its toll on her - she was engorged, thick, and drooling precum. She simply had the self-control to keep herself in check until that moment. Even now, as she slipped her cocktip forward against Twilight’s overflowing pussy, Luna pointed a finger straight at her big sister’s nose while she admonished her. “We only have one day left in this dimension, and I don’t want to waste all of it apologizing to people for the stains the two of you left in their businesses!”
“Oh, don’t worry, Luna,” Celestia chirped, hilt-deep in Twilight’s mouth and making the girl’s purple throat bulge. Twilight was gagging and groaning and drooling, but neither of the sisters paid her any head once they began to spitroast her. “We’re not leaving the hotel room at all tomorrow.”
“...that is not what I meant, Sister, I--” Luna paused, just as she felt Twilight’s pussy squeezing her cock, encouraging her to thrust deeper. The young woman’s legs even stretched out to hook her heels behind Luna’s backside, pulling her forward much as she did to her big sister just a little bit ago. With a heavy blush crossing her face, Luna finally gave a tiny grunt, leaning forward to start pumping into Twilight. “Well. Perhaps it would be nice to...take it easy before we return to Equestria.”
As the two visiting ponies began to thrust inside of Twilight Sparkle, the young woman shivered in absolute glee. She was their obedient and loyal cocksleeve at that point, happy to be used again and again and again. And though neither woman asked what she thought of the matter, she was thrilled to be their slut for the next full day. Pumped with cum, stretched with cock, and shown off for the yowling, depraved slut she never knew she could be.
Twilight Sparkle was learning a lot about herself that week. Specifically, how quickly she could lose herself in the fun of being a whore...so long as the sex was good enough.
***
The next day felt like ages, and within that twenty-four hour span of time Celestia and Luna gave her more orgasms than she had in her entire life up to that point combined. She woke up stretched around Celestia’s cock, the first flavor of the morning to greet her lips the taste of Luna’s precum. Left weary and sore from the long day before, Twilight Sparkle was nonetheless the prey of the two visiting princess from the very second she was forced awake, and no matter how weary and exhausted she was, no matter how much her head was spinning or her muscles ached, she was delighted to be their whore.
The hotel bedroom didn’t quite have the same public thrill of getting fucked at restaurants and fashion shows, but what it lacked in exhibition it more than made up for in allowing the two sisters to truly unleash themselves upon her. Celestia was controlling the narrative from the very beginning, constantly keeping her throbbing dick pressed against or inside of Twilight’s slender teenage body, ensuring that every waking moment the girl had she was reminded of just what joys it could force upon her. And besides...there was still plenty of time to show Twilight’s sluttiness off to strangers, like when Celestia called for room service to deliver their breakfast while she and Luna were fucking Twilight in her pussy and ass, respectively. Twilight would have been embarrassed when the delivery girl held out a receipt for Celestia to sign, but she couldn’t think past the thrashing, intense orgasms that were rocking through her.
“W...Wow, ma’am, thank you very much!” the delivery girl gasped as she looked at the receipt, mere inches away from where a young hooker was getting pounded in both her holes. “That’s a very generous tip!” Celestia just smirked from her spot laying flat on the bed, her hands drifting down to Twilight’s hips and holding the girl in place as she bucked forward from below.
“I’m in a pretty good mood, as you can probably tell,” she smirked, and gestured towards the door for the delivery girl. “That’s all we need, thank you.”
She wouldn’t be the last hotel employee to see Twilight Sparkle in a compromising position. Hell, she wouldn’t even be the last to see her like that before lunch. With neither of the three women leaving anytime soon, they had to rely on the staff to bring them meals...and not for a single one of them did the trio stop their antics. Even Luna, usually so reserved and demure about such matters, found herself losing her senses in the heat of pleasure to the point that when the lunch delivery came she was sitting naked side by side with her sister while Twilight Sparkle was crouching in front of them, sucking their cocks in alternating bits of attention.
The day was shameless. Tireless. A celebration of all of the lusty training that Celestia had put Twilight Sparkle under - and a full culmination of her hard, dutiful work. She was training the young woman for something very special, outfitting her for a future of working up and down her equine cock back home, and Twilight was already proving herself to be every bit the overachiever that her pony self was. The only difference was that while Princess Twilight excelled at magic and study, this one was untouchable when it came to using her body to squeeze every last drop of cum out of the royal sisters, all while remaining utterly insatiable.
From morning to afternoon, from afternoon to evening, and from evening to night - Twilight Sparkle could barely remember a handful of minutes throughout the day when she wasn’t being violated by one of the two. Luna was more tender while fucking the student slut, rutting her from above while Celestia took her morning shower or gently coaxing the girl to rim her ass as her big sister ate lunch. Celestia, on the other hand, was as demanding as she’d ever been. Countless toys were wedged into Twilight Sparkle that day, from plugs to vibrators to a horse tail that she was made to swish around from side to side as she pranced naked for her new owners. When the dinner delivery came, Twilight Sparkle was the one to answer the door while stuffed with toys - her naked body wearing nothing more than buzzing clips on her nipples, a string of beads inside of her ass, and an eggshell vibrator taped against the hood of her pussy. She opened the door with cum on her blushing face and drool that smeared over her cheeks and across her goggles, addressing the delivery girl with a smile.
“Hello,” she offered fondly, gesturing to the center of the room. “You can put the food there. Don’t mind the smell - my princesses have been fucking my worthless whore body all day.”
It was the way the entire night went, and it culminated with Celestia and Twilight Sparkle all alone in the dead of night. Luna finally passed out from the long day of passion, dozing peacefully at the edge of the bed with her cock limp and a line of spit dangling from the corner of her lips, falling to the mattress below. Beside her, Twilight Sparkle was flat on her back as Celestia claimed her from above, steadily pumping in and out of the young woman with their faces near and their breathing shared. The older woman was practically beaming as she jammed her cock deep into Twilight’s ass - each time making her struggle and spasm, and squeeze a little of her overflowing creampie out of a trembling pussy.
“Y...yes...please...please more...more, you’re...you’re so good…” Twilight Sparkle’s head was cloudy, and there wasn’t a single lie in her voice. Over the past week, if there was one thing she had learned it was that Princess Celestia was, beyond a shadow of a doubt, the best lover she ever had. That day alone she had cum so much that she needed to slip into the shower to collect her thoughts, scrubbing herself down and even gently crying tears of overwhelmed delight. The things that Princess Celestia made Twilight Sparkle’s body do were...unbelievable! More than any client. More than Sugarcoat. More than any of her greatest fantasies. Even now, with her tender, well-used ass sore, she was gleefully happy to hang on Celestia’s shoulders and gaze fondly up into her eyes. “...I’m...I’m so happy to be your slut…”
Princess Celestia didn’t respond beyond lunging forward one last time and giving Twilight the cum she craved, depositing that last load deep, deep within Twilight’s ass. The girl whined and whimpered, her entire body trembled in yet another fit of climax, and by the time her legs slumped off of Celestia’s hips she was already starting to drift to sleep. That exhausted, purple body of the teenage whore had finally been given enough cum to keep her satiated, and by the time she fell asleep Celestia was still inside of her ass and her lithe frame was left sweaty and pumped full of warm, creamy delight.
Gently, Princess Celestia walked her fingers across Twilight Sparkle’s belly, chuckling as she offered a tiny whisper.
“I...am going to enjoy keeping you on a leash, Twilight,” she cooed, moments before drifting off to bed herself, with dreams of a long future ahead of them wherein Twilight Sparkle remained firmly within her clutches. She’d always wanted a Twilight Sparkle of her very own, after all.
***
The next morning, Twilight Sparkle stepped out of the shower, fully dressed in her school uniform once more. Her hair was neatly tied into a bun at the back of her head, her clothes were fresh and clean thanks to the hotel’s laundry service, and she had brushed her teeth free of the taste of Princess Celestia’s cum (since the older woman demanded that morning blowjob.) As she stepped out into the main portion of their hotel room with her glasses perched perfectly on her nose, she turned towards Celestia and Luna with a small nod of her head, greeting the pair politely.
“Princess Celestia. Princess Luna.” Twilight Sparkle regarded both visiting ponies - each one of them already dressed and with a small bag of luggage close at hand. “Did you enjoy your visit to my dimension?”
“It was wonderful, Twilight!” Princess Luna beamed, and Twilight could immediately tell that her voice was genuine - and not merely born from the fun they had having sex. “There’s still so much I want to see! Perhaps when we return for a visit, we can further explore some of the sights we didn’t have time to witness.”
“Maybe we’ll return.” Princess Celestia chirped up with a grin, looking as smug and dominant as ever. After all, she was about to head back to Equestria with her whore in tow - primed to turn Twilight Sparkle into a wanton, depraved cocksleeve. “But I don’t know why we’d need to, considering we’re taking the best thing here with us.”
Twilight Sparkle paused, tilted her head towards Princess Celestia, and calmly adjusted her glasses.
“I’m sorry, Princess Celestia, but I have zero intention of going with you,” her words were objectively blunt, without a trace of hesitation or a single pause in her statement. She casually walked over to the edge of the bed where her bookbag was sitting, continuing to speak as she fished around in it for her tablet. “I was simply putting on a performance for the benefit of your enjoyment. It seemed like the fantasy of taking me back to Equestria with you was deeply connected to your satisfaction, and so I leaned into that roleplay. Let’s settle up the tab now, yes?”
The reactions between the two sisters were mixed. At first, both of them were looking at Twilight Sparkle with wide and surprised eyes, their faces showcasing disbelief at the girl’s blunt statements. As early as that very morning, Twilight was still fawning over Celestia’s cock and speaking of how desperately she wanted to return with them to be their pet, and now...now, she was tapping away on her tablet, sorting out what she was owed. As the shock wore off, Celestia’s look of disbelief turned into one of eye-twitching disappointment, the color draining from her face and a tiny squeak escaping from the back of her throat.
Luna, on the other hand, could only hold back a smirk for a few precious seconds before breaking out into heavy, desperate laughter.
“Haaaaaaa ha haaaaaaa! This is glorious fun!” Luna slapped her knee, pointing at Twilight, and then Celestia, and then back again. “Sister, you really thought...and she was pretending...and you...oh, how marvelous! I’ll be laughing about this for days, dear sister!”
While Luna continued to have herself a hearty laugh, Twilight Sparkle finally sauntered close to Celestia, who was still standing there with one eye twitching and her mouth agape. Ignoring the older woman’s stunned status, Twilight held the tablet out within Celestia’s eyeline, pointing out the bits and pieces of what was an increasingly large bill.
“So, as per the terms of our agreement, I added surcharges for various services that I rendered during your stay,” everything was itemized, and she had their sexual exploits chronicled over the past week down to the orgasm. “You’ll see the public sex charges are on a sliding scale depending on the risk associated with being caught, and the various people that witnessed us engaging in our transaction. Then of course there’s the charges for fucking me with oversized toys, the extra fees associated with double penetration, spitroasting, and the double-stuffing you gave me yesterday morning. Let’s see...there’s the cost to cover my massage session I’m going to need today to work out how sore you left me, the cost of the panties you threw out the window of the cab, and this part at the very end is the extra cost for this morning’s blowjob.”
She paused, adjusted her glasses, and offered Celestia an almost consoling smile.
“I didn’t charge you extra for making me swallow your cum on that one,” she patted Celestia’s shoulder, kindly. “Consider that on the house.”
While Luna continued to howl with laughter, Celestia’s eyes darted across the tablet with the long, itemized bill laid out before her. When she finally had a chance to take it all in and see just how much she owed for all this madness, she had just one question that squeaked from the back of her throat.
“Did...did you really have those orgasms?”
In response, Twilight Sparkle remained nebulous, quirking her brow as she folded her hands behind her back.
“Any pleasure I did or did not have is completely irrelevant, Princess Celestia,” she responded sharply and simply. “This is purely business.”
***
It was a long, long weekend of rest and relaxation for Twilight Sparkle after sending the princesses back home. A good weekend to be sure - mostly spent getting tended to with massages and lovely food, all while counting her boundless riches upon the conclusion of the biggest job she’d ever complete. After spending a full week as the personal sex slave of a pair of actual pony princesses, she deserved the chance to treat herself, after all!
It was Monday evening after school that she was walking alongside her girlfriend, both of them staying true to form. They weren’t holding hands as so many girls might have been, but were instead both looking at their phone or their tablet, pouring over information of their newfound wealth and making future plans. Business was booming for the pair like never before, and even if they’d never see a payday as big as the royal sisters...there was still plenty for them to work with.
“Sugarcoat?” Twilight Sparkle spoke, fingers moving across her tablet. The two were walking a familiar path towards a familiar building - the same building where this all started so long ago. “I’m starting to think it’s time to change the end goal of our business plan. I...don’t think it’s prudent for us to go to college anymore.”
“Me neither,” Sugarcoat was quick to respond. “Even before your time with the princesses, we were already making much more than is generally predicted even for an eight year doctorate. Provided our looks continue to maintain until our mid-twenties, I see no reason why we couldn’t retire by twenty-six to pursue private passions.”
“Agreed,” Twilight nodded, lifting her head to regard her girlfriend. “Although...it wouldn’t hurt to make contingency plans, just in case we’d like to retire even earlier. We don’t need to go to college to be financially successful, but...it might still be fun. And I certainly don’t want to stop learning anytime soon.”
“We can sort out our long term plans soon, Twilight,” Sugarcoat smiled, shut off her phone, and held out a hand for her girlfriend. At long last Twilight finally slipped her palm into that of the other’s, just as they neared the front door of a certain sex shop - where a certain glory hole was where their relationship first began. “But I think we’re going to be just fine. We clearly don’t have any limit on how much money we can earn with our bodies.”
Twilight Sparkle’s hand tightened within the grasp of Sugarcoat’s, and the two slipped inside the sex shop, turning their attention to where the owner was still lounging against the wall. Tempest Shadow grunted at the pair with a slightly raised brow, her arms folded across her chest and a mild scowl tugging at her lips.
“What do you two sluts want?” she grumbled. “Haven’t seen you in months. Bitches forgot all about me once you went big time.”
“Sorry, Tempest, you simply couldn’t afford us,” Twilight explained simply, before lifting her joined hand with Sugarcoat. “Would you mind if we visited our old hole today, though? We thought it would be a nice way to...relax. Unwind.”
Granted, sucking cock for twenty dollars and getting fucked for forty was a massive, massive pay cut by the day’s standards...but what could Twilight say? She was feeling romantic. And rich. Incredibly, incredibly rich.
“Hmph. Fine, knock yourselves out,” Tempest grunted, before looking the pair up and down. Judging from the fact she already had a hand in her pocket to fish out some money, it was clear that she’d be one of their first customers once they were settled. “The new cocksucker’s already in there, though, so you’ll have to kick ‘em out.”
At that, Sugarcoat and Twilight Sparkle exchanged casual glances, but went ahead regardless. As they walked, Twilight took a deep breath as she took in the familiar sights and sounds of their old whorish stomping ground - the place where her plan to pay for college with her mouth and pussy first manifested. There was an idea already brewing within her that she and Sugarcoat could discuss later, but...surely, Tempest Shadow wouldn’t mind selling the sex shop, if a nice enough offer was made.
“Sugarcoat?” Twilight Sparkle spoke casually, standing by the old door leading to the cocksucking booth. Judging from the sign on the door, both sides were currently in use - someone was cashing in a blowjob from the new mouth for hire. Pausing at the door, Twilight squeezed her girlfriend’s hands, and leaned forward to give her a gentle kiss on the corner of her lips. “Thank you for engaging in this rewarding business with me. There is no one I would rather be partners with.”
“...I love you too,” Sugarcoat grumbled in shy response, and nudged Twilight towards the door. “C’mon. Whoever’s in there, we can definitely do a better job than her.”
With a giggle, the pair invited themselves into the same room they first did business, only to find that it wasn’t a “her” behind the door at all.
As a big, red cock was sticking through the hole, Flash Sentry’s head turned back to look at the opening door. Threads of cum were connecting his shocked lips to the tip of that glistening crimson unit, and he offered a squeal of surprise upon being caught.
“Twilight!”
Twilight Sparkle and Sugarcoat just stood side-by-side and hand-in-hand, each regarding Flash Sentry finish up his work with the same look of bemused interest. Twilight’s eyes in particular flashed with opportunistic delight, and she licked her lips in pointed fashion before speaking.
“Flash?” She gazed at the cocksucking young man, gesturing to the cum on his face and the pile of twenties scattered around his knees. “Would you like to work for us?”
The End of the Twilight Sparkle Scholarship Program.
Author's Note
And with that, we say farewell to the Twilight Sparkle Scholarship Program. I hope you've enjoyed this story as much as I liked writing it. Big, big thanks to the client that commissioned it past the first oneshot chapter it was planned for.
If you like my work, please consider supporting me on Patreon Twitter
Take care of yourselves out there.
The Twilight Sparkle Scholarship Program
The Twilight Sparkle Scholarship Program Chapter One: $20 a head. -by Drace Domino
Twilight Sparkle had given up a lot for her new friends. In the transition from Crystal Prep to Canterlot High certain concessions had to be made, and while the young woman didn’t regret the decision she had made it had definitely required her to approach life with a different viewpoint. She wouldn’t trade her new life for anything in the world; her friends were wonderful and gave her the greatest joys she had ever known, and no longer did she have to cry herself to sleep at night thanks to the creeping loneliness that took her over each and every night. If anything, she slept better than ever...but maybe that was just because she was always tired from sucking so many cocks.
Her after school job was taking a lot out of her. As soon as Twilight Sparkle realized that her scholarship potential was significantly lowered as she transitioned to Canterlot High, the young woman had made the decision that she needed to get creative to earn some money. Working in fast food or retail wouldn’t give her nearly enough for the time investment, and to afford the sort of ivy league school that would properly nurture her natural gifts, she had to push herself into territories she had never quite imagined before. That was when, with a trembling voice and an adorable, nervous face she had approached a local sex shop in order to fulfill its “help wanted” section online. Why work retail or flip burgers for minimum wage when she could get on her knees working a glory hole and make $20 per cock? Why spend all that time on her feet dealing with unruly customers when she could be in relative privacy except for the occasional “visitor.” In her head she had compartmentalized it quite a bit, though there was no escaping a certain unavoidable truth...she was a cocksucking whore now, and that was what she had become in order to keep her friends.
“Mmmph...nnng…” Twilight Sparkle gagged around another thick, creamy load deposited squarely into her mouth. Her most recent client was sporting an impressive length by the standards that she was typically offered; a unit so long and thick that she couldn’t quite take all of it without it threatening to tickle the depths of her throat. She had sucked it diligently with the style and service that she had learned over the past two weeks, and her reward for that talent was a mouthful of cum and a fresh $20 bill shoved through the hole afterwards. The man on the other end of the glory hole said nothing after paying for the services rendered, and it left Twilight Sparkle alone for another chunk of time where she could tend to her other duties. In that tiny room she had already put together a perfect set-up for her purposes; though it was a cramped little area where she was expected to kneel for four hours straight that was no reason she couldn’t get some homework done. Her digital tablet sat open right beside a few textbooks and writing utensils, and in between her clients she turned right back to her studies while she swallowed the deposit they gave her.
Advanced Calculus? Throbbing cock and a mouthful of cum. Physics? Thick, dark dick and a mouthful of cum. English Literature? A hefty, wide prick that stretched her mouth...and a big dose of cum to finish it off. For four hours every evening Twilight Sparkle sat in her closet and repeated the process, braced on her knees in her Crystal Prep schoolgirl outfit. It had always somehow made her feel more professional...and the stuffy and itchy fabric served as an important reminder to her about what she had given up. If she wanted to return to a place of higher learning she’d have to suck every last cock that appeared through the glory hole, and it didn’t matter how smeared her glasses got or how full her belly became. That was the price of education. That was the price of being all that she could be.
Sometimes, while she was sucking on clients that slipped through her hole to be serviced, her nearby phone would buzz with activity. Her dear friends were always up to something that sounded like fun, whether it was visiting the animal shelter Fluttershy volunteered at or watching Rainbow Dash win another soccer game. Sometimes they even messaged her directly, Sunset Shimmer vying for her attention or Rarity asking if she could give her opinion on her latest “ivy league chic.” More often than not when Twilight Sparkle sent replies to those texts it was while her mouth was bobbing up and down on an excited stranger’s dick, threads of spit falling from her lips and landing against her phone’s surface as she tried to type.
“Twilight, want to go to the movies?”
“Sorry Sunset, my parents want me to stay home and study. :(“ A lie told to a girl she was deeply fond of, underneath a layer of glistening, cock-flavored spit. Somehow writing it out made the lie sting less to tell, but there were indeed evenings that Twilight Sparkle wished she could take her friends up on their offers. Such was the price of friendship; however, and she’d rather suck dozens of cocks a day if it meant getting to spend her school hours surrounded by the girls that had come to mean so very much to her.
Such was Twilight Sparkle’s evenings, sucking on anonymous cocks and slurping down mouthful after mouthful of cum. For a full month and a half Twilight Sparkle worked at her lewd new job, and after so much time spent on her knees she was smart enough to know that she was getting pretty good at it. The time she had to work on her homework was increasing more and more as she learned how to get those cocks off quicker and quicker, and as soon as she got over the initial shame and humiliation of her new role she found herself looking on the bright side. Heck, she even figured out that a simple pillow underneath her knees made for a much easier four hours...not to mention saved them from scuffing and bruises that she’d have to explain to her friends later on.
It was just when Twilight Sparkle was thinking that she finally had a lock on her new job, that she could perform her duties with the utmost skill and professionalism, that life threw her a curveball she didn’t expect. It was early in the evening that she heard someone step into the room beside her glory hole, and she put aside her Civics homework so she could prepare to service a new member. Her hands dropped to her knees after she squared her glasses on her face as she looked straight through the hole, already seeing a lap of a slender individual preparing to give her a treat. It struck her as odd at first; it must’ve been quite the skinny young man coming to get service from her, but as a voice filled the room beside her and flowed through the hole, Twilight Sparkle gave a sudden shudder of surprise.
“Yeah, Pinkie, I’ll tell ya how it goes.” None other than Rainbow Dash’s voice filled the room beside her, an unmistakeable and casually arrogant tone. As the young woman was clearly chatting on her cell phone her free hand lowered just in front of the hole itself, pulling down at the waistband of her tight black shorts and getting ready to present herself. “No, I’m here right now. No, Pinkie, I won’t talk to you while I get it done. Because it’s weird! No, I don’t want you to call me when you visi--I’m hanging up now, I don’t want you distracting me!” There was a soft beep as the phone shut off, before Dash’s voice filled the room once more. “Sorry about that! Here you go...my first time at one of these, but I can’t wait!”
And then, with a casual tug at the front of her shorts, Rainbow Dash presented her cock. It was unmistakably hers for sure; the same blue tint as the rest of the athlete, now sticking through the same hole that Twilight Sparkle had sucked dozens if not hundreds of cocks through before. It was the first time she was ever offered one that belonged to someone she knew; or at least, the first time she ever knew as much. Only Rainbow Dash had been so blatant as to have a conversation on her cell phone before getting her cock sucked, and usually Twilight Sparkle didn’t hear more than a “Thanks, slut” before her clients slipped away. Now, with it unmistakably belonging to the best athlete at Canterlot High, Twilight Sparkle started at the full, plump weight of a bright blue cock.
And with nervous trepidation, she moved a hand forward to wrap her fingers around it. What else was a girl to do? If she rejected Rainbow Dash’s cock she might’ve risked losing her job, or even worse, made Rainbow Dash self-conscious about what was a most unusual trait of her body. Twilight Sparkle had dozens of questions as she stared at that blue cocktip with its glistening dab of precum clinging to the slit, but she knew those questions would have to wait. For now, her mouth wasn’t for asking anything...it was there to suck and serve. With a deep blush rising on the young academic’s features she pressed forward, her lips smearing around her friend’s member without Dash’s knowledge of who was on the other end.
“Oh...ohh wow, this is so awesome…” Rainbow Dash’s voice filled her side of the glory hole room again, and Twilight Sparkle could hear her press harder against the wall. Her member throbbed against the skilled and inviting tongue of the teenage nerd, and Twilight Sparkle used all of the talents she had acquired over her time working at the glory hole. Her tongue swept eagerly back and forth as she drew in a long sample of Dash’s flavor, and inch by inch she allowed that thick, long member to penetrate her mouth. The deeper she went the more Rainbow Dash could be heard moaning, and by the time Twilight Sparkle’s nose pressed up against the edge of the wall she could feel Dash tickling the back of her throat. Usually such deep penetrations into her mouth gave Twilight Sparkle pause, and she’d attempt to handle such big, thick lengths by sucking on the tip while her hands did most of the work. But...this was Rainbow Dash. How could she give her dear friend anything but her very best?
From there, Twilight Sparkle sucked on her friend’s cock feeling both ashamed and guilty over what she was doing. If Rainbow Dash knew she might’ve been angry at just who was sucking her off, or even worse, she might even tell the others! More than ever Twilight Sparkle embraced the secrecy of her work, moving her hands down to flip her phone over, making sure it was completely out of sight of the girl on the other side of the hole. She even brought one of her text books nearby and rested it on her lap, already preparing to slide it right in front of the hole the second she was finished. Rainbow Dash was bold and impulsive, and Twilight Sparkle could’ve easily imagined her being the type to steal a glance through the hole as soon as she was finished. And while she made her preparations to safeguard her identity...she sucked. Long and deep, taking Dash as much as she could and ensuring that her friend’s cock was fully layered in her spit. For the moment she went slowly as she got used to the girth but over time she was emboldened to go a little quicker, a fact that helped spread spit to her cheeks and the outside of her lips, and even dropped against the surface of her textbook in her lap.
Thankfully, she had learned on her very first day on the job that waterproof book covers were pretty much a necessity in her line of work. She still wasn’t sure how she was going to explain the stain on her Trigonometry book at the end of the year.
“Omigosh...this is the best blowjob ever…” Rainbow Dash purred from the other side, rocking and rolling her hips against the wall. Every time her member was pushed to the depths of Twilight’s throat she gave another whimper, sounding adorably sweet despite her usual arrogant attitude. “L...Lady, I don’t know who you are, but you’re a gold medal cocksucker!”
Twilight Sparkle heard that praise with a tremendous blush lining her face, and again the shame and guilt crossed over her. She continued to suck her dear friend’s member out of loyalty as well as a professional work etiquette, but there was a healthy dose of humiliation involved. Every time she saw Rainbow Dash from that evening on she’d know just what she had done, be reminded of the taste of Dash’s cock, the scent of her lust, and the sounds she makes when she’s excited. It was a gross violation of their friendship that she was working the other girl’s member with such enthusiasm, and yet...she had no other option. Too much was riding on that moment, on her own perfect and flawless service. She couldn’t lose that job or else she’d have trouble paying for her ivy league college...and she couldn’t say anything for fear of Dash finding out the truth. She could only handle the situation in the only way she knew how anymore; relying on her skills as a, as Rainbow Dash had put it, gold medal cocksucker.
Those skills were tremendous indeed, and it wasn’t too long before Dash started to cum. With a tiny, cute whimper escaping from the back of the athlete’s throat she began to cum inside of her friend’s mouth, completely oblivious as to the identity of the woman she was feeding. In Dash’s mind she was likely envisioning some cute blonde of porn-worthy features...not the bookish, nerdy teenage girl that was tender and sweet and seemingly innocent. Her member throbbed as she released burst after burst of cum into the inviting wet hole that she was offered, and she could tell from the steady motions and suction that the girl on the other end of the hole was swallowing. It was enough to make Dash practically melt, and her voice filled the room with excitement and enthusiasm.
“You...You swallow, too?!” She giggled, her length surging even harder at the realization. “Best! Slut! Ever!” Her happiness was par for course with Rainbow Dash’s reactionary nature, but it definitely made Twilight Sparkle feel just a little more ashamed. Ashamed and...excited, if she was being perfectly honest. The panties hiding underneath her schoolgirl skirt were wet that evening, and as she gulped down load after load of Rainbow Dash’s creamy cum she was left with a feeling of humiliation mixed with bizarre satisfaction. No sooner did Rainbow Dash’s member leave her mouth; however, did Twilight Sparkle realize she had to cover her tracks.
True to her prediction, no sooner did Rainbow Dash pull her cock free did she try to steal a peek through the hole, wanting to see the beauty on the other side. Thankfully Twilight Sparkle was just quick enough to press her textbook up against the slot, ensuring that all Dash could see was the spit-marked waterproof cover. Dash gave a little noise of disappointment when she realized she wasn’t going to get to see the wonderful little cocksucker, but her voice still carried through with delight.
“You were the best, I’ll be back!” She promised, and her fingers pushed at the textbook at the hole just enough to squeeze her crisp $20 bill through. As it dropped down in between Twilight Sparkle’s knees, she continued with a joyful tone. “And I’m gonna tell all my friends! You’re gonna be sucking on so many Rainboom cocks!”
That knowledge, more than anything, made Twilight Sparkle quiver. Long after Rainbow Dash disappeared Twilight Sparkle simply knelt there, contending with the wet panties pressed against her slit and the taste of Dash’s cum still resting in her mouth. She didn’t turn to her homework like she usually did after servicing a dick, and her attention wasn’t drawn back to reality until a new fresh cock was offered up to her. Only then did she give a gasp, and with a renewed sense of focus go back to work.
The rest of the evening was business as usual at the glory hole...but Rainbow Dash’s words stuck with her. Soon, she’d know what the cocks of all of her friends tasted like.
End of Chapter One.
Author's Note
Happy Futatine's Day! Sorry I don't have anything more heavy romance to show ya, but let's be real...is there any love in all the world greater than our love of slutty Sci-Twi? Look inside your hearts, you'll find her there. Sucking off an army of mystery dongs.
Speaking of love, show YOUR love for the things my stories do to your various parts by supporting me on Patreon! And I in turn will show my love for you by using that money to continue to eat and have shelter, thereby giving me the chance to write even more!
The Twilight Sparkle Scholarship Program
The Twilight Sparkle Scholarship Program Chapter Eight: The Mystery Client
Twilight Sparkle looked hesitant, to say the least. As she finished reading the offer that Sugarcoat texted to her, the young woman adjusted her glasses and pursed her lips in curious thought. Seated right beside her girlfriend, as much as she didn’t want to be rude, Twilight had no other option but to admit…
“I don’t like the sound of this.” She explained, showing Sugarcoat the text she herself had just sent. “A blindfold? Just showing up at a hotel room and waiting for the clients to show up? This sounds dangerous, Sugarcoat.”
“Dangerous, but look at the money they’re offering.” The other girl responded, and pointed to Twilight’s cell phone at the four figure sum. It was a damn good pay for a single night’s work - even if it was light on the details. All Twilight knew was that she’d be getting used by multiple people, and that it was going to be a long night of hard effort. No names. No faces. Just sex for cash. “Listen, Twilight, I did a bit of looking into it. Contacted the client directly, and I can promise you, they’re trustworthy.”
“Really?” Twilight asked, still seeming a bit unsure. “Is it someone from Crystal Prep? Maybe one of the local politicians or celebrities? I don’t really want to get wrapped up in some kind of scandal, the whole point of this is to get into a good college.”
“Relax, it’s nothing like that.” Sugarcoat smiled, and even moved to drop an arm around her girlfriend’s shoulders. The two still weren’t overly affectionate with one another - it wasn’t really in their nature to be so - but in that moment, it certainly helped to soothe some of Twilight’s concerns. Sugarcoat squeezed her girlfriend closer and push her hand atop Twilight’s phone, lowering it down to the girl’s lap before giving her a tiny pat. “All I can tell you is that the deal is on the level, and I personally confirmed as much. You do trust me, right?”
It was a question that Twilight Sparkle hadn’t really pondered before, and if she was asked it months ago the answer would have been a resounding “no.” Still...Sugarcoat had been a good business partner. A whore just as eager to make a good profit as she was - a slut that knew how to put in the effort if she wanted to take home the money. Though their actual relationship was still in the early stages, Sugarcoat had never given Twilight Sparkle a reason to doubt her, and it was undeniable that some affection was building between them.
There was only so often you could suck cum from another girl’s pussy for the benefit of paying onlookers if you didn’t have some level of trust for them.
“Yeah...yeah, I trust you, Sugarcoat.” Twilight finally smiled, and scooped her hand underneath the other girl’s, bringing it to her lips for a soft kiss. “You can go ahead and contact the client and let them know I’ll do it.”
“Happy to hear it, Twilight.” Sugarcoat beamed, and returned Twilight’s sweetness with a peck on the cheek. She pulled free her own phone and started to text her response, humming gently as she did so. After a few beeps the confirmation went through, and no more than a minute later did Sugarcoat hold up her phone to show Twilight the payment that just went through - a hefty bit over two-thousand dollars. “Twilight? You just earned yourself a hefty chunk of your tuition!”
The young woman smiled and nodded, and although Sugarcoat’s word meant a lot...she was still nervous. Still a bit worried. Sitting there on the edge of the couch, nibbling on her bottom lip, she couldn’t help but wonder...just who would pay so much money to have free use of her for a night? And why did she have to wear a blindfold?
For a girl that controlled every aspect of her business with a precise and detail-oriented eye, this was making her uneasy.
***
That uneasy sensation carried until Saturday, when that lewd transaction was set to be completed. In the days in between Twilight Sparkle had continued to work, though her heart was in her duties even less than usual. She still performed the motions - still sucked a half-dozen men to completion at Tempest Shadow’s glory hole, still performed a two-girl teenage strip tease for a visiting businessman, followed by helping him fuck Sugarcoat’s ass. Twilight Sparkle didn’t cum often during her jobs, but in those few days it was even more unlikely than usual. She went through the motions, let her body be used for the warmth and wetness of her holes, let her pretty face serve as the target for loads of spunk...but all the while, she was wondering about that Saturday. Worrying. Obsessing.
And then, the day had finally arrived. The knowledge that her bank account was a few thousand richer didn’t give her much comfort as she made her way through the halls of the appointed hotel, heading to a specific room that was waiting for her. She stepped inside with her belly still bouncing with butterflies and goosebumps riding on her flesh, always looking from side to side in the hopes of spotting her client. By the time she was inside the room with her backpack on the ground and her anxiety at the max, Twilight fished her hand into the pocket of her skirt and pulled free her cell phone.
A text was already waiting from Sugarcoat, just as a blindfold was already spread out across the bed. As Twilight sat down and began to slink out of her clothing she gazed across Sugarcoat’s text, and as nervous as she was...it made her smile. Sugarcoat managed to do that to her, and that was certainly worth something.
“You’re the best whore I know, too, Sugarcoat.” Twilight Sparkle whispered, but didn’t answer the text that made her blush before tossing her phone to the nightstand. With deliberate motions she continued stripping herself free of clothing, pulling aside the schoolgirl outfit and hanging it up in the nearby hotel room closet. Her bra and panties came next though she left her knee socks on - hotel carpets had a tendency to be a bit on the gross side. Finally, Twilight removed her glasses and folded them up for the nightstand, and reached out to the blindfold waiting for her.
Rich purple and silky smooth, it was clearly a fine fabric. Whoever arranged for a teenage cumslut that evening knew a thing or two about comfortable binding materials. With one last deep breath, Twilight pulled the blindfold up and started to secure it around her eyes, keeping the outside world hidden from her sight. Once it was yanked tight and secure the young woman did exactly as the rest of the job’s directions told - laying flat in the center of the king sized bed and waiting for the client to arrive.
She didn’t have to wait long, thankfully. A good thing, since her nerves had been going wild the entire time she laid there. Goosebumps were a constant across her soft purple flesh and she found her fingers wringing at the sheets, fidgeting back and forth and taking long, deep breaths of worry. A few times she even considered hopping out of bed and heading for the door, but...but no. The payment had already been processed, and she wasn’t about to leave a paying client hanging!
It was only a few minutes after she assumed that position that she heard the door open, and Twilight Sparkle bucked from surprised. This was it. Her client was here, and from the sounds of it...he brought friends. Multiple instances of footsteps were leading into the room, and though not a single word was spoken they brought enough clamor with them that Twilight’s belly began to twist itself into knots yet again. How many were there?! Did the client invite the whole damned town?! The terms of the deal was that he could do anything he wanted with his teenage slut for the time he paid for, but...but this?!
There was no time for Twilight to dwell on it, or any time for her to consider getting up out of bed. No sooner did the door slam behind the crowd were they laying into their purchased whore, kneeling on the bed and stretching out their hands, groping at her supple teenage flesh and making her unleash a sudden, sharp gasp. Even Twilight’s gasping lips weren’t afforded the chance to complete their sound before the girl felt the meaty slap of a dick hit her face, a split second before it pulled back and jammed suddenly into her mouth.
“Gmmmrfff…!” Twilight went cross eyed underneath her blindfold, having never expected something so stiff shoved so immediately into her mouth. Fingers were wrapping into her hair and jamming her head down into the assailant’s lap, forcing her to deepthroat a truly impressive, heavy cock from the very start of their session. They were obviously interested in getting their money’s worth, and Twilight was left in a position that was ill-suited to the professional whore: one in which she wasn’t in full control of the situation.
This was a room of sexual chaos now, a room where she was at the mercy of an unknown number of horny men. Their hands were groping her tiny purple tits and she could hear the tell-tale pop of a bottle of lube opening, only to shortly thereafter feel its warming gel splash against her pussy. More hands, pinching her thighs and rubbing the lube against her shaved slit, dipping fingers into her pussy and squeezing at her ass. There was more than Twilight could reasonably count with all the sources of distraction, and they all were operating independently as they showered the teenage hooker with attention that had already been paid for.
More cocks, slapping against her trembling flesh from above. Two of them hit her tits and rubbed against her stiffening nipples, a third pounded against her belly just as hands moved to press at the back of her knees. Even the sheer number of dicks surrounding her was up for her to guess - some darting away and returning to remind her of their presence, and always keeping her attention so desperately split that she couldn’t get a reliable count. The only certain cocks she knew of was the one that had been bulging her throat since they began and the one that now smeared a glistening, precum-coated cockhead against her pussy, slathering itself in lube before squeezing inside.
No questions of permission were asked. No introductions were made. She didn’t even get so much as a bit of dismissive dirty talk as her clients started to fuck her, and her holes were used for the exact purpose they were purchased for. The girl rocked in violent spasms as she was threaded in her mouth and pussy alike, jammed with dicks that were easily the rivals of any client she had ever experienced before. Perhaps it was simply because she hadn’t seen them yet, but...no. No, this wasn’t merely a case of incorrect perceptions. These cocks were huge, and they were coming at her with the sort of fierce intensity that she had barely encountered in her line of work before.
The one fucking Twilight’s mouth was bold, and soon moved to kneel at the head of the bed, knees squeezing against Twilight’s shoulders. It made the blindfolded slut arch her head backward in order to accomodate the attention, and she could feel the steady slap of her client’s balls against her eyes through the blindfold. The new position perfectly spit roasted her between the two cocks on an even stretch, and the bulging of her throat became even more pronounced. As she drooled messy threads of spit that coated her face and soaked the blindfold, as she struggled for breath against the dominant facefucking delivered by her client, she could soon feel hands reach out. Some grasped at the shape of that cockhead through the fabric of her flesh, some slapped it like they were playing a game of whack-a-mole, and some even tented their fingers and delivered a long scratch down Twilight’s throat all the way to her chest, making her convulse all the harder.
The entire time, the one in her pussy was slamming forward with tremendous authority. The pounding motions came hard and deep, and after a few moments of intense fucking they pulled away without much explanation. Twilight half-expected them to jerk off across her chest or even her exposed throat, but it seemed like they were still holding back...and merely making room for a friend. No sooner did one cock pull free of Twilight’s pussy did another take its place, working deep within the girl’s well-used entrance and stirring the cock-flavored lube within her. They traded off multiple times even though the one in her mouth remained static - and Twilight was left so overwhelmed and bewildered that she couldn’t possibly guess if it was a pair of men fucking her or a dozen.
Soon, her first taste of cum for the evening came, and it was administered straight down her gullet by the man claiming her mouth. Balls remained pressed flat against Twilight’s blindfold as that enormous cockhead surged at the center of her throat - keeping it nicely stretched and strained and keeping the girl gagging and sputtering the entire time. The most brutal blowjob of Twilight Sparkle’s career began to unleash a torrent of cum through her that she couldn’t possibly hope to handle, and it wasn’t long before she felt it rush through her throat, splash into her belly, and then swiftly flood her sinuses.
“Guh...grg...guuuuuuh…” Twilight whined as she felt it burst from her nose, splattering against the underside of her assailant’s cock and absolutely coating her balls. Once that enormous payload was deposited the cock pulled free of its space in her throat and “rewarded” her for a pair of slaps across her cheeks, a fitting prize for a teenage slut that had so eagerly gulped it all down. Twilight remained desperately trying to reclaim her breath, coughing and spitting out wads of cum as she rolled to the side and whimpered. “...s...so...so mu...ch…”
There was no mercy. No hesitation. The men had paid for their time, and they weren’t going to wait for Twilight to clear her head of cum before forcing more inside of it. She was still a whimpering mess by the time those hands reached for her yet again, dragging her tiny, prone figure up and shifting it into a new position. Those same hands yanked Twilight’s behind her back before another pair started to tie them up, using another soft and considerate bit of bondage to keep her neatly secure. Blindfolded and bound, Twilight Sparkle was helpless as she was pushed to the other edge of the bed and forced to mount another man’s lap, a cock easing against her pussy for her to take a ride upon.
“T...This...you’re all so...s-so rough, I…ahhh…!” Twilight Sparkle convulsed and cried out as she was stuffed again with cock, and with her full weight on top of it the impact only felt all the deeper. Her eyes crossed again behind her mask, but she wasn’t given much of an opportunity to get used to the new occupant inside of her - instead, she was pushed forward from the shoulders to buck her hips back, exposing the tender, tight pucker of her purple ass that had yet to be claimed. Yet. Again, the sound of lube unpopping could be heard followed by the splash of warmth and the probing of fingers. She squirmed and tensed as they drove fingers into her backdoor but it only made her grind against the one in her pussy all the harder, riding back and forth against it and making that enormous member flare. “M..My ass, too? Y...You want everythin-mmph…”
Again, a cock in her mouth. The absolute perfect tool to stop a teenage prostitute cumslut from asking too many questions. This time the cock that slid past her tongue and into her throat was joined by a pair of others - two meaty lengths that were taking time slapping her cheeks as they were left puffed out from the weight of the first. They even switched off ownership of Twilight’s mouth, passing her back and forth and giving her a taste of all three of them, ensuring that her face was covered with spit just as much as it was the first client’s cum.
While it happened, she was made to claim that first dick in her pussy as another, thickly-lubed unit squeezed against her ass. She was no stranger to taking cock in her backdoor, but these particular clients...they were huge, they were rough, and they weren’t giving her a chance to catch her breath. Twilight Sparkle moaned against the dicks stuffed within her mouth - at that point two were trying to share it at the same time - and she could only rest there on her knees while her ass and pussy were claimed in tandem.
From there, she was forced to ride and tend to everyone she could. Her pussy and her ass, occupied. Her mouth shared across a trio of dicks. There were more hands on her still and she couldn’t quite tell if they were from the ones currently fucking her or if there were even more parties in the room - more men that were eager to get their money’s worth. They were fondling her teenage tits, slapping her ass, pinching her waist, and even tickling the inside of her open palms where they were caught behind her back. Everything to make her squirm. Make her feel like a piece of horny meat. Make her celebrate the whore that she had become.
And Twilight Sparkle, despite her general aloof nature and her tendency to look at her work in professional, detached terms...found herself getting excited. She was reeling and she was stunned, but...she certainly wasn’t bored.
These guys knew how to fuck, even if they didn’t know how to ask nicely.
***
It went on like that, with her clients using Twilight Sparkle’s supple purple body for their wicked, frantic lust. It wasn’t long after they began fucking her into an airtight state that more of them began to cum, flooding her pussy with reckless abandon and pumping loads into her ass. The warmth of their cum rushed within her so hot and so quick that she barely had the chance to collect her thoughts before they passed her off to another, ensuring that Twilight Sparkle didn’t need to wait long before another mighty, thick cock was stirring her cream-filled entrance. They were shameless. Jamming themselves into a teenage whore’s backdoor? Cumming inside of her without a hint of worry at knocking her up? Making her drink down ounce after ounce of their creamy spunk? These...these clients were downright ravenous, and the fact that they were seemingly inexhaustible ensured that Twilight Sparkle was in for a particularly long night.
Two hours passed, and during that time Twilight was used like she never had before. Forced to press her hands to the hotel room window and stick out her ass, inviting them to run a train on her while people from two stories down had a chance at seeing her. Pushed to her knees at the foot of the bed, whimpering as her mask became soaked with the heavy, warm layer of cum a variety of cocks shot across it. Held by the back of her hair and pushed forward to eat ass after ass, something that she did with a tongue that flickered with a ravenous delight. At one point, they even tied her hands above the shower rod in the hotel bathroom, and as the hot spray of water came down around her took turns fucking the girl while pressed up against the chilly tile.
Twilight Sparkle’s blindfold remained steadfast around her head, and endured quite a bit of abuse. It was so enduring that the thing didn’t get removed until her client’s wished it so - and that came near the midpoint towards the third hour. Twilight had just endured a particularly rough gangbang during which time two of the men wedged their cock in her pussy - at the same time - and fucked her until they both blew an almost immeasurable payload of cum. It was so hot and intense, so straining of her teenage figure, so unlike anything she had yet to encounter that Twilight Sparkle shook in violent climax. Thighs quivering, pussy squirting, mouth hanging open with threads of drool and cum alike dangling from her lips. And when they finished flooding her...they finally let her lay flat for a moment.
“Hah...hahhh...hnnng…” Twilight Sparkle was fidgeting, rolling back and forth and showing what a mess she was. Her blindfold was matted with cum, her hair still wet from the shower, her pussy invisible underneath a creampie so heavy that it coated her entire pelvis. She lifted her hips from the soaked mattress and rolled them from side to side, bracing herself to the toes of her kneesocks as she wiggled in lewd display. Still caught in the aftermath of her intense climax, Twilight Sparkle didn’t even realize that the blindfold was loosening until it was finally pulled away, and she was left with the sharp light of the hotel room temporarily blinding her. “Ahh...hnnn…!”
Through the blurry light above, shapes finally started to take form. Hazy figures through the shocking glow started to sculpt into oddly familiar forms, and the longer Twilight squinted more and more colors made the scene. Purple. Pink. Blue. Fiery red. A soft yellow. A golden amber. Everything was familiar but her vision was still just as hazy as her head, up until the point that a patient pair of hands guided her glasses back on her face. They moved delicately, squaring them back on her nose and nudging them into place, finally exposing the identity of her mystery clients.
“Y...You…? A...All of you…?”
“All of us.” Sunset Shimmer smiled, and gestured to the crowd behind her. Rarity. Applejack. Fluttershy. Rainbow Dash. Pinkie Pie. All of Twilight Sparkle’s best friends were there, their enormous cocks hanging free and glistening with the leftover cum that lingered upon them. Sunset Shimmer smiled as she pulled her fingers across Twilight’s forehead, combing back her sweat-coated hair with a sweet gesture. “We’ve been saving up so we could spend some quality time with you. Are you having fun?”
There were a lot of emotions that Twilight Sparkle could’ve gone through in that moment. Relief that the wicked treatment she had just received came from her friends. Joy that they loved her so much that they spent their savings on a night with her. Even a bit of guilt - which she felt particularly strong - knowing that for the past few months...she had barely spent any time at all with her friends unless they were paying to fuck her. But in that instance Twilight Sparkle clung closest to confusion, her head tilted as she looked to one of the group.
“...why is Pinkie Pie wearing a ball gag?”
“Oh! I almost forgot! My apologies, darling!” Rarity chimed up, slipping her naked figure behind Pinkie and pulling out a key from the band of her thigh-high nylons. While Pinkie Pie waited impatiently Rarity brought her hands behind the girl’s head, unlocking the clasp to release Pinkie of the ball gag. “It was just a precaution, Twilight. We naturally assumed that if anyone was going to ruin our brilliant ruse, it would’ve been Pin-”
“HI TWILIGHT WE LOVE YOU SO MUCH!” Naturally, Pinkie couldn’t resist screaming and bouncing towards Twilight the second her ball gag was removed, crashing against the girl’s sore, cum-filled body and squeezing her with fierce determination. She snuggled in close, shameless of how dirty and sweaty they both were, giggling. “I made us a cake for after! See?!” She pointed across the room to where a triple layer cake waited, with icing across the front that spelled the words “World’s Most Awesome Cook sucker.”
“Pinkie let me decorate it!” Rainbow Dash boasted, an unearned sense of pride in her tone.
“Sugar cube, we hope you’re not mad that we went all incognito on ya.” Applejack collapsed at the edge of the bed, sitting just beside Twilight’s head. So close, in fact, that her impressive length was mere inches from Twilight’s face - and likely not for the first time that night. “We just...we really missed ya, and we were afraid if we asked you to spend time with us you’d be missing out on your business.”
“We know how important your college is.” Fluttershy chimed in, peeking from behind Sunset Shimmer. For a girl that - Twilight knew from experience at the glory hole - was astonishingly brutal when it came to sex, she was strangely timid about her nudity. Probably because of the fact that her dick dwarfed the rest of them. “It’s so important that you’re always working, and...and we didn’t think it's fair of us to ask you to miss a day.”
Twilight Sparkle sat there, taking it all in while Applejack’s cock lingered nearby and Pinkie Pie was ravenously cuddling her. The more Pinkie squeezed her the more cum escaped from Twilight Sparkle’s nethers, though in the heat of the moment it might as well have been guilt that she was wringing from her. Twilight Sparkle’s laid there with an intensifying blush as she bathed under the attention of her six best friends - all of whom now surrounded her with kind and considerate smiles that...deep down? She wasn’t sure she deserved.
Twilight Sparkle was a good businesswoman. She had made an enormous profit with her sex for cash business, forged a partnership, branched out into new services, and...somewhere along the way, forgotten the girls that first gave her a chance so long ago. Her time was always spent between Sugarcoat, school, and work, and she only saw one of the old gang when they paid her for a quickie or shared a class with her.
The weight of it all sat on Twilight Sparkle just as heavy as that double creampie, and she looked from one smiling face to the next. Her six dear friends that didn’t have any judgement in their eyes, despite how she had treated them. Twilight might have been the least emotional of the gang, but...not even the most hardened of whores could possibly face this wave of kindness and acceptance without breaking down.
“Girls, I’m so sorry!” Twilight blubbered almost as loud as Pinkie Pie, stretching her arms out and inviting them all in for a hug. Every last one obliged, leaning in and forming a wet, sticky pile of seven naked teenagers - with six impressive cocks wedged into the mix. Twilight did her best to wrap her arms around every last one of them, squeezing as fiercely as she could while tears formed at the corners of her cheeks. “I didn’t give any of you the attention you deserve, and...and I’ve been so selfish, and...I acted like I was still at Crystal Prep, and, and, and…”
“Shh, it’s okay, Twilight!” Sunset murmured, her voice muffled considering her face was against Twilight’s belly and Rainbow Dash’s cock was resting on her shoulder. She didn’t know how she ended up in quite that odd a position. “We just want what’s best for you! That’s what friends are for!”
“Absolutely, darling!” Rarity cooed, snuggling in tight and smiling. “I mean...it would be nice if you could join us for a movie every so often!”
“Abso-tootly!” Pinkie giggled in agreement. “And bring your girlfriend! Any friend of Twilight’s is a friend of ours, even if she is a nasty old Crystal Prep girl!”
“Wouldn’t be the first one that had a good heart underneath it all.” Applejack chimed in, before tapping gently at her chin. “Or the first one that turned out to be a prostitute in her off hours. Huh.”
Must’ve been something about Crystal Prep.
Twilight Sparkle’s tears continued to roll down her cheeks, but her happiness in that moment was immense. Sure, there were concessions that she’d need to make...but she didn’t have to work every day! She could always reserve a day or two a week to spend with her friends and invite her girlfriend. What good was making the money for college if she didn’t know how to spend time with other students when she got there? Snuggled between those six naked bodies and her body still thoroughly spent by their affections, Twilight Sparkle gave a satisfied smile and was content to lose herself in the midst.
“I promise...promise I’ll make more time. And...and we’ll do things as a group more often!” She took a deep breath, before blurting out the biggest sign of her regret of all. “And I’ll give you all a friends and family discount any time you want to have sex!”
She still wasn’t going to give it away, after all. That’d just be bad business. Thankfully, her friends all seemed to understand.
“Well, then it’s settled!” Sunset Shimmer’s muffled voice responded. “But in the meantime, we still have the whole night paid for, an--Rainbow Dash, get it OUT of my ear!”
Rainbow Dash just snickered, and pulled her hips back. Twilight Sparkle was quick to run with that train of thought, however, easing herself up from in between her swarm of friends and reaching out for all of them. The girl adjusted her glasses and wiped her tears, looking at the six faces that she genuinely loved the most. Her best friends. Her forgiving friends. Her friends that still had time on the clock.
“Thank you girls so much. I can’t tell you how much I love you all, and how much I appreciate everything you’ve done.” She sighed softly, tilted her head, and gestured for them to swarm her yet again. “C’mon. I’m not just your friend tonight, I’m the world’s most awesome cooksucker, and I’m here for you to enjoy!”
Friendship was magic. But also undeniably sticky, and sometimes operated on a simple exchange of sexual services in return for currency.
End of Chapter 8.
Author's Note
Happy New Year!
A neat resolution would be to follow me on Twitter
