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
-by Drace Domino

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!

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