Pinkie Certified Massage

by Hakuno

Rating: mature
Tags: My Little Pony: Friendship is Magic, Human, Porn, Fetish, Spike, Pinkie Pie, Sex, Twilight Sparkle
Length: 6876

After a particularly tough day at the School of Friendship, Twilight wants nothing but relax. Fortunately, Pinkie has some ideas on how to achieve that.

Princess Twilight Sparkle loves her school. Her calling is to spread friendship, and what better way to do it than founding a school dedicated to it? Unfortunately, running a school is still a job, and after a particularly tough week, the stress and tension are about to knock her down.

That's when Pinkie Pie arrives and, as the amazing friend that she is, offers Twilight a free massage to help relieve some of that stress. Twilight's in for the best massage in her entire life.

Contents: Futa, because of course. Mild bondage. Orgasm Denial. Toys. And a massage with many happy endings. This is a "humanized Equestria" fic, where characters are humans but have the traits of their respective pony races. Also, femboy Spike.

Cover art by megasweet.

This is a commissioned story. I can't say for sure if I'll be officially open for commissions, but you're free to send a PM my way and we can talk about it.

Published 2022-03-25 02:00:01 UTC
Last updated 2022-03-25 02:00:01 UTC

With Happy Ending

Teleportation.

Once a feat reserved only for the most talented, experienced, and knowledgeable of wizards. A spell so advanced that it could easily drain a person’s magical reserves and potentially cause severe injuries, or worse. But, to Princess Twilight Sparkle, it simply meant a nonchalant wave of her horn. She barely even had to pay any attention to what she was doing, and, as Rainbow Dash liked to put it, she could easily “pop” anywhere she wanted.

Which she progressively appreciated more and more as her workload increased.

As soon as the gates of her School of Friendship closed for the day, Twilight made herself appear in her office, refusing to give another step. Her chair was as comfortable as it could be, with a cushioned seat made by the finest, softest clouds money could buy. It was one of the very few things Twilight didn’t feel guilty about being royalty. Not in the slightest.

She let out a long sigh as she lifted her feet onto the cushioned stool. She used her magic to take off her boots, letting the breeze caress her throbbing, bruised feet, wreathed in dark gray nylon socks. After a hectic month that ended in the busiest week the school had seen, Twilight was ready for a whole weekend of relaxing with a well-deserved session of reorganizing the library’s books. Perhaps this time she could even come up with a new system.

The door of her office opened, and Twilight suppressed a groan. She did not have the energy to deal with herself right now, let alone with anyone else. Still, she forced a small smile, just like Celestia had taught her, and focused her eyes on the newcomer.

Pinkie’s bright smile worked like a lucky charm, lifting Twilight’s spirits if only a little. “Heya, Twi-Twi!” Pinkie said as she entered the office.

All staff members of the School of Friendship were permitted to enter her office without calling first, but only her closest friends could do so after-hours. The only reason was that her friends were the only people Twilight felt comfortable with even on days like today.

“Hey, Pinkie,” she replied, surrendering any pretense of well-being and letting herself fall on her soft, squishy chair. “What’s up?”

“What’s down, you mean?” Pinkie asked without missing a beat. “You look like a train ran over your favorite pastry which you just bought and were planning to eat with some tea!”

“You could say that,” Twilight sighed.

Pinkie glared at her for a moment. “You also look like you could use a stress-lifting massage! I hereby offer my services as a professional masseuge to the crown, your highness-ness!”

“Masseuse,” Twilight corrected. “And since when do you know how to give massages?”

“Aloe’s been giving me lessons in her spare time for a year!”

Twilight closed her eyes for a second. Normally, she would’ve turned her friend down, not wanting to take advantage of her position. But her whole body was tense. She supposed she could indulge this once.

“That’d be wonderful, Pinkie. I’ll be sure to send you a cheque for—”

“No need!” Pinkie said as she knelt in front of the stool Twilight was resting her feet on. “This is a one-time-only cash-in Pinkie-certified free stress-relief-massage untransferable-ticket!” She grabbed Twilight’s left foot with surprisingly gentle hands. “Available for the next eleven seconds.”

Twilight giggled. “Fine, you win.”

With her usual toothy grin, Pinkie passed her thumb all along the inner side of Twilight’s foot. Twilight hissed at the throbbing pain it caused. The one bad thing about massages was that you needed to endure a bit of pain before they started taking effect. Twilight groaned when Pinkie touched the spot where her boot had been uncomfortably rubbing her with every step.

… The good thing about pain was that her brain released endorphins to cope, and her whole body would shudder in unexpected pleasure. As Pinkie’s massage progressed, her foot stopped throbbing uncomfortably, and began pulsing in delicious waves of pleasure. Twilight let out a happy sigh and even her wings twitched in appreciation. The way Pinkie’s fingers rubbed her heel in slow, dedicated circles, and the perfect amount of pressure she applied on her soles, it definitely felt practiced.

It felt good. Pinkie’s fingers danced all around her feet, rubbing and pressing and caressing… And Twilight had to admit it felt good, so good. Her whole body responded to the massage. Her shoulders relaxed when Pinkie pressed the arch of her right foot. Her wings twitched at the firm caress of her toes. Her back arched in a strange mixture of pain and pleasure when Pinkie hit a particularly sore spot that was sure to become a bruise soon.

A groan escaped her mouth. The massage was so good, she felt like a weight was being lifted from her whole body. How could Pinkie manage something like that with a simple foot massage? And when her friend passed her thumb along her soles again, Twilight felt something pop several times, and a wave of pleasure shot through her whole body. She moaned loudly as her body tensed up for just a second.

Her eyes shot open, and Twilight could feel her face heating up. Not because she had moaned. Her regular visits at the spa with Rarity had taught her that it was a perfectly normal response. What was not normal, however, was that she was actually getting aroused! She was embarrassed, to say the least, even more so when Pinkie looked at her with that surprisingly cunning glare of hers.

“You know, Twi-Twi,” Pinkie said as she gently lowered Twilight’s foot on the stool. “I believe a simple massage won’t do. Nopey-nossir. You, my friend, need Pinkie’s certified super special stress-relief massage!”

Twilight gulped. Had Pinkie not noticed after all? Well, it was better that way. “I… That’s ok, Pinkie. And I think this was enough. I’m already feeling a lot better.”

Pinkie grinned mischievously and pointed a finger at Twilight. “I think little ol’ Mister Sparkle begs to disagree.”

Feeling her stomach fall, Twilight looked down at where Pinkie was pointing, afraid that her friend had noticed what she had been feeling.

She suppressed the need to smack herself. Even with her black, knee-length skirt, it was impossible to hide her erection bulging upwards. Why had she thought it’d be a good idea to get a massage when she knew what could potentially happen? At least in the spa everything was always handled professionally, but getting hard in front of one of her best friends? Twilight didn’t know whether to feel humiliated or turned on.

Pinkie reached out with a finger, pressing against the tip of Twilight’s dick, and gently pushed it down. “What do you say, Twi-Twi? Wanna take this… somewhere more private?”

Turned on it was, then.

Twilight tapped into her mana reserves, running the complex calculations and summoning enough power to teleport both herself and Pinkie Pie. Once she located the exact time-space coordinates and made sure to take the planet’s translation and rotation into account, she grasped onto the fabric of existence and pulled, forcing both Pinkie and herself through.

As Rainbow Dash liked to put it, they popped into existence in her royal chambers, inside Ponyville’s crystal castle. Pinkie appeared on her princess-sized bed, while she stood barefoot next to it. Apparently, she had forgotten to also teleport her boots and socks.

She shrugged. It wasn’t like she was going to need them anyway.

“So,” Pinkie asked, lowering herself on all fours and resting her body on her knees and elbows. “What are we gonna do on your bed, Twi-Twi?

Twilight turned to her friend, feeling her heart skip a beat. Had she somehow misunderstood Pinkie’s intentions? But, she was reasonably sure that—

“Stop overthinking,” Pinkie said, stopping Twilight’s train of thought. “Auntie Pinkie’s here, and she’ll make you feel good.” She stuck out her tongue and slowly licked her lips. “I’ve been meaning to have some fun with your little friend, Twi-Twi. And now that we’ve gotten this far, I’m not wasting my chance.” She brought a hand up and snapped her finger. “Take off your skirt.”

Twilight swallowed, and felt a very strange chill running down her spine. Ignoring her own instinct of analyzing everything, Twilight simply obeyed. She undid the clasp at the side of her hip, and her skirt fell unceremoniously on the floor. To her bigger embarrassment, her dick had popped out of her panties, and was midway through full erection.

“Well, well, well,” Pinkie purred. “That is certainly not little, hm?” Her eyes sparkled.

Forcing herself through the embarrassment, Twilight kept undressing herself. Pinkie had not ordered her to do so, but they had indeed already come this far. Even if Pinkie was one of her best friends, Twilight was really turned on at the fact of being looked at.

She freed her boobs from the restrictive bra, which had the nice side-effect of also freeing her wings from the uncomfortable way the straps rubbed them. Next, she pulled down her panties. Not that she was uncovering anything Pinkie hadn’t already seen, but at least there was one less piece of clothing to worry about. After all, she guessed their activities for the next couple hours would not be very clean.

Once she was completely naked, Twilight put her hands behind her and forced her wings to spread, effectively giving Pinkie a complete view of her bare body. She couldn’t dare look at her friend’s eyes, yet she still felt them ogling every inch of her. Even her dick stood fully erect, throbbing with every single beat of her heart.

“Hmm, I like what I’m seeing,” Pinkie said with a sultry tone that surprised Twilight. “You should take a bath before the massage, Twi-Twi. Clean off your filth and come back. I’ll get everything ready in the meantime.”

Disappointment filled her veins, but Twilight only nodded. If this was the condition for getting some needed relief, then she was none to complain. With her feet still in pain, her back aching, and her dick bobbing from side to side at the rhythm of her steps, Twilight entered her chambers’ bathroom with the purpose of cleaning off her body as soon as humanly possible.

The massage had worked wonders on her feet, as they were no longer killing her, and the bath managed to lift some weight off her shoulders. But, if Twilight was being honest with herself, she had to admit that the anticipation to getting intimate with Pinkie was making her knees wobble. Her wings ruffled uncomfortably. She was supposed to be relaxing, but she was just getting nervous.

But, well, there was nothing she could do about it. As soon as she finished drying off her body, Twilight donned her bathrobe and stretched her arms, feeling some pops here and there. Finding no good excuse to delay it any further, she exited the bathroom and stepped into her chambers.

To her surprise, the lights were still out, and some candles had been lit and arranged around the bed, upon which some items were laid out. Twilight stepped forward to take a better look at them, but something through the corner of her eye caught her attention, and she turned to see what exactly was it.

Her heart skipped a beat at the sight of Pinkie Pie. The energetic girl was wearing nothing but a thin, two-piece swimsuit. It was so tiny that it barely covered her nipples and crotch. It looked more like lazy censorship than a real piece of clothing.

That was probably the reason why her big, bouncy breasts jiggled so easily as she hopped from side to side. Twilight couldn’t keep her eyes from them, and sure enough, she felt her dick grow enough to peak out of her bathrobe. She grabbed the robe in an attempt to hide it.

Pinkie giggled. “Don’t hide the fun rod, Twi-Twi! How else is Pinkie gonna play with it?”

Twilight felt herself blush. “I…”

“I already saw all of you, too,” Pinkie continued as she hopped towards Twilight, making her big tits wobble hypnotically. “Come on, off with the robe! I can’t exactly make you feel good if I don’t have access to the goods!”

With a loud gulp, Twilight obeyed, opening her bathrobe, once again exposing her body to her friend. Her dick throbbed accusatively at the bubbly girl as the robe slid down to the floor.

“Good, good,” Pinkie said as she stepped forward and placed her hands on Twilight’s shoulders. “Now…” She shoved, and Twilight yelped as she fell on her bed. Her wings spread instinctively, which was a good thing, since she didn’t accidentally hurt them with the fall. “Roll over, Twi-Twi.”

Twilight blinked. Her rock-hard dick rested unceremoniously on her own belly. “Uh… Weren’t you going to—”

“All in due time,” Pinkie replied with a toothy grin. “You first need my super-duper extra-extraordinaire Pinkie-approved back massage! Now, on your belly, missy!”

Once again, Twilight blinked in slight shock. Pinkie was being more forceful than usual. And Twilight had to admit she liked this side of her friend. So, she complied and rolled over, careful to get her wings out of the way. She gasped when her weight pressed on her dick, but otherwise said nothing.

Pinkie climbed on the bed, and Twilight felt her friend sitting on her butt. “Pinkie?”

“Hush,” Pinkie said as she placed her hands on both sides of Twilight’s lower back. “Less talkin’, more enjoyin’.”

And with that, she began her massage. Twilight sighed as she felt the exact same expertise she had come to know from Aloe and Lotus’ spa. Pinkie was certainly skilled, managing to pop her back several times to release tension. Even in parts where the spa sisters struggled with Twilight’s knots, Pinkie seemed to simply know what to do. Like she knew Twilight’s body more than she knew her own.

What was definitely not part of a professional massage, was when Pinkie, while massaging Twilight’s shoulders, leaned over more than necessary, and planted a playful kiss right on the tip of her horn.

The unexpected contact made Twilight gasp, and her wings ruffled slightly. “P-Pinkie?”

“Yes?”

“T-That’s my horn…” she said. Then, her still un-relaxed mind made her ask a much important question. “The angle should not allow you to do that.”

Pinkie giggled. “Pinkie is more elastic than she looks!” And, as If that was all the explanation that was needed, Twilight felt yet another kiss on her horn, then another.

On the fourth kiss, Pinkie didn’t lean back, and instead pushed herself down. Twilight moaned as she felt her horn slowly entering Pinkie’s warm mouth. It was a feeling she could not describe. No one had ever given her a hornjob, especially since becoming a princess. Pinkie took half of it into her mouth, and Twilight felt a chill run down her spine. As if that wasn’t enough, her friend was still massaging her shoulders. Twilight was finding it hard to think, as her mind was getting foggy with lust.

“Ah, Pinkie…” she moaned when Pinkie licked her horn, then again when she sucked on it.

It was common knowledge that horns were rougher than bones, so it always surprised hornless people just how sensitive they could be. A simple caress was already a very intimate gesture, but a full-on hornjob? Twilight was now experiencing first hand how it could be just as pleasurable as a regular blowjob. Her whole body trembled every time Pinkie lowered herself to take it into her mouth, and her crotch tingled when she sucked on it.

Normally, Twilight could hold back her orgasms pretty well, but the fact that Pinkie’s hands were still massaging her shoulders made her body too relaxed to properly tense her loins. Twilight groaned as she felt her climax building. This was going to be the very first time in her life she’d cum without having her dick touched at all!

Right then, Pinkie took Twilight’s horn out of her mouth with a wet, loud pop, and settled back.

Twilight panted for a few seconds. “P-Pinkie?” She wanted —no, she needed— her friend to keep pleasuring her. She needed relief.

“Boy are you stressed,” Pinkie said as she put her hands to keep massaging Twilight’s tense back muscles. “When was the last time you cranked one out?”

“I…” How could she respond to that?

“That long, huh?” With a particularly strong push, Pinkie finally beat a particularly stubborn knot into submission, making Twilight moan at the several pops she felt. “You should really jack off in your office every now and then to release some steam, you know? ‘S what I do.”

Twilight opened her eyes wide at the confession. “What?!” She moaned angrily. “You masturbate in, hmmph, school grounds?!”

Pinkie hummed thoughtfully, her hands never missing a beat. “You know, now that I think about it, when I’m about to do it, I find someone who needs some relief, so I help them. And by the end I’m just so happy to have helped a friend I don’t need to rub the Pinkie Kitty anymore.”

“Others?”

“Yeah! Rainbow Dash, for example, gets super stressed out super quick, so we have some quick fun almost daily.”

Twilight didn’t know whether to feel insulted at her friends using her school for sex, or aroused because now she knew their not-so-secret-now activities. The massage, the previous hornjob, and her raging erection urged her to the latter thought.

“Now, sit up, Twi-Twi,” Pinkie said as she got off and started rummaging in a bag she had brought from somewhere.

With a dragged-out sigh, Twilight complied, rolling over and sitting up. Her back did feel a lot lighter.

Without warning, Pinkie grabbed her dick, making her moan in surprise. She then took a strange-looking, pink rubber ring, and started sliding it down her dick.

“P-Pinkie? W-What’s that?” It was really tight, but it still slid down her shaft like it was no one’s business. Had Pinkie applied lube on the object?

“A cock ring!” Pinkie replied happily, setting the thing at the base of Twilight’s dick. “You look like you’re just about to cum, and we can’t have you doing that just yet!”

“We can’t?” Twilight asked pitifully. Was that why Pinkie had stopped sucking her horn?

Pinkie gave Twilight’s glans a playful kiss, making her gasp. “Of course not, silly! This isn’t just a quickie in the faculty’s office! This is proper Pinkie-approved stress relief session!”

Twilight felt the ring pressing down on the base of her shaft. It was a bit uncomfortable, but nothing she couldn’t take. Besides, a part of her knew that, the longer she took to cum, the more Pinkie would be with her, touching her, caressing her, and doing things to her she needed to be done. So it was with just a bit of shame that she ignored the demands of her throbbing dick, and let Pinkie move behind her on the bed to keep massaging her back.

“You don’t need me to lie down again?” She asked.

As a response, Pinkie softly pinched the base of her left wing, making Twilight arch her back at the strangely good sensation. “Nu-uh. Just relax and let me service you!” As she said that, Pinkie delicately traced her index finger through the contour of Twilight’s left wing which twitched and ruffled. Her other hand didn’t remain on stand-by, as Pinkie used it to reach out and grab Twilight’s right breast.

Twilight gasped, but didn’t complain. It was clear that Pinkie was going to touch her any way she wanted, and she was not going to ask permission. And, for some reason, Twilight liked that idea. As Pinkie lowered her head to gently nibble on her wing, Twilight realized that she enjoyed the thought of not being in control, for once. She let her eyes close and let herself become Pinkie’s plaything. Anything her friend wanted to do to her, Twilight would simply take it.

And Pinkie really was excellent at making her squirm. Her wings were just as sensitive as her horn, if not more, due to there being a lot more nerves and articulations and sweet Celestia was Pinkie actually preening her? Her breath caught in her throat as she felt Pinkie’s teeth carefully bite down on a crooked feather and pull it off.

This must be what heaven felt like, Twilight decided. With now both hands caressing and squishing her breasts, Pinkie was now using just her mouth to preen her wings. She pulled any useless feathers with her teeth, then licked the good ones before planting tiny kisses all around. The pleasure was so great, Twilight felt her dick pulse. Unfortunately, the ring prevented it from unloading her seed, and she felt her balls churn at the denial. She moaned and groaned and just wanted Pinkie to continue.

And continue she did. Pinkie took her sweet, sweet time setting each and every feather in Twilight’s wings straight. Kissing and licking, all while massaging her breasts and occasionally giving her nipples playful pinches.

After twenty plus minutes, Twilight just couldn’t take it anymore. She had felt like cumming three times already, and each time it only filled her body with more and more frustration. She needed to cum so badly, but Pinkie had put it there for good reason! She was the expert, and she knew exactly when to—

Pinkie lowered one hand and grabbed her dick. Twilight moaned at the touch.

“Hmm, you’re so hard, Twi-Twi,” Pinkie said, giving her a few pumps. “Let’s see just how pent up you were.” With that, she pinched the cock ring and pulled it just enough for it to stop constricting Twilight’s penis.

The effect was immediate. With a loud, guttural moan, Twilight reached her climax and came. Hard. She felt each throb of her dick send a wild shot of spunk into the air, and her whole body trembled at the sheer pleasure. She barely registered when, in its throbbing madness, her own dick shot an admittedly large amount of cum onto her own face. She was too busy enjoying the sweet sensation of release.

By the time she finished orgasming, Pinkie had completely removed the ring. In fact, her friend had gone off the bed. Twilight barely had any sense in her to register her absence, as she was too far gone in her own lust-fogged mind. She didn’t even register Pinkie gently pushing her at the center of the bed and taking her arms so that they’d be stretched above her head.

It was only when she heard a click that Twilight’s mind finally decided to pay attention. She saw Pinkie and, throwing all logic out the window, reached out with a hand to take off her friend’s swimsuit.

… Except that her arm did not move. Twilight blinked at the oddity and looked up. Her wrists had been locked together with handcuffs, which in turn were locked around the bed’s headrest.

Twilight gasped. “Pinkie? What is this?” She lowered her gaze to look at her friend.

Pinkie giggled, holding a small key with two fingers. “Handcuffs! The fun is just about to start!” With that, she plucked the key into her right bikini top.

“Start?” Twilight asked. She tried moving her arms, but the cuffs didn’t allow her to do much. “But I already orgasmed…”

That made Pinkie produce an ear-to-ear grin. “And what a cumshot it was!” She leaned over, placing her hands at each side of Twilight’s shoulders. “I’m actually sad I could drink all that tasty cream, but you were generous enough to at least save a sample!”

“What do you—”

But she was interrupted by Pinkie sticking out her tongue and licking her face. Twilight gasped shakily as she felt her friend’s wet, warm tongue scooping up the cum that had landed on her face. After a while, Pinkie leaned back again and licked her lips with a slow, deliberate movement.

“You taste so good, Twi-Twi,” Pinkie said with an unexpected sultry tone to her voice. “Let’s build you up for round two, shall we?”

Twilight gulped as Pinkie, once again, leaned down, tongue lolling out of her mouth, and started licking her neck. Twilight gasped when one of Pinkie’s hand shot to her horn and started to very gently pump it as if it were a dick. With her other hand, Pinkie resumed softly rubbing one of her wings.

It was impressive, how Pinkie could do three things at the same time, all of them at different speeds and intensities. Twilight simply closed her eyes and let her friend do whatever she wanted to her body. The handcuffs were not as uncomfortable as she had originally thought, what with being covered in fluff, but the inability to move her arms left her squirming, and her legs just moved one way or the other.

Before she even began to feel any sort of climax building, Pinkie stopped her ministrations on her horn and wing, and instead used her hands to better move herself. With her expert, slithering tongue, Pinkie started going down Twilight’s body. She licked her collarbone, down to her armpits, then back up to her breasts, where she nibbled on her nipples. Twilight felt her dick throb intensely at that, and she moaned when Pinkie jumped from nipple to nipple, nibbling on them, then licking them in circles.

After a much appreciated five minutes of only having her nipples pleasured, Pinkie decided to continue her trek down. Her tongue actually tickled when Pinkie licked her belly button, but as soon as she continued down, Twilight felt increasing heat reaching her loins. Especially with Pinkie not breaking eye contact with her. Then, right when Pinkie’s tongue was about to reach the tip of her once again erect dick, she lifted herself up and pushed herself away.

Twilight moaned in disappointment, but didn’t complain as Pinkie grabbed her right foot and gave the sole a quick kiss. She was surprised to find that it didn’t hurt anymore. Pinkie gave her a knowing grin, then gave her another kiss on the ankle. Little by little, Pinkie kissed her way of through Twilight’s leg, licking here and there. Twilight gasped when her friend’s lips made contact with her thigh, and Pinkie took it as a sign to switch from kisses to straight up licking, dragging her tongue in eight shapes, all along, until she reached Twilight’s crotch.

Pinkie cupped Twilight’s balls with her tongue for only a moment, then, to Twilight’s massive disappointment, she leaned all the way back and grabbed her left foot. Somehow, even though it felt so, so good, the fact that Pinkie was taking her sweet time was almost maddening. Twilight was so hard, but Pinkie’s ministrations were both enough to be pleasurable and not enough to bring her climax any closer.

When Pinkie reached her crotch again, she opened her mouth wide and took Twilight’s balls into her maw. Twilight groaned, and her dick twitched aggressively at the sensation of Pinkie’s warm mouth around her balls, and her wet tongue swirling around.

Pinkie took Twilight’s balls out of her mouth with a wet pop and sat up, grinning innocently, like she wasn’t purposely torturing Twilight with so many denials.

“Ready for the next step?” she asked.

Twilight bit her lower lip, breathing heavily. “Yes…” She replied in barely a whisper. Whatever Pinkie was planning, Twilight wanted it. She didn’t care anymore if her orgasms were at her friend’s complete mercy. The only thing she wanted was for Pinkie to, for the love of every holy, keep going.

With a nod, Pinkie produced a small bottle from… somewhere. She opened it and pressed the mouth into Twilight’s asshole.

Twilight gasped in surprise, especially when Pinkie squished the bottle and some liquid entered her anus. “Ah! What are you doing?!”

“It’s just some lube, Twi-Twi!” She said as she lifted the bottle for Twilight to see. “Silicone based. Better than water based, in my opinion. Especially for anal.”

“Anal?” Twilight breathed. “B-But I thought you didn’t…”

Pinkie giggled. “Oh, I wish I had a donger. No, no. The lube’s for this!” She raised her hand, and in it she held a hot pink stick. It was narrow and not very long, with a black base at the bottom.

Twilight had had very little sex in her life, but that didn’t mean she was a stranger to sex toys. Her body quivered at the thought of losing her anal virginity to a vibrator, but she couldn’t decide if it was out of disappointment, for wanting a real penis to take her v-card, or if she actually was very happy and aroused that it was Pinkie the one taking it, however she seemed fit.

In the end, Twilight didn’t have time to come to a conclusion, as Pinkie brought the vibrator’s tip right to her asshole. With the impeding penetration, Twilight decided that, whether she liked it or not, she had to relax and accept it inside her.

Pinkie pushed, and Twilight could feel it entering her. The lube sloshed a bit, but it did its job, helping the hard, smooth toy be inserted into her ass. Twilight could feel her dick twitching and throbbing. Of course, despite her feeling nothing but pressure and fullness, her dick decided it loved it. Twilight let out a half groan half moan when the base of the vibrator touched her. The toy hadn’t seemed big at all, but now that it was inside her, it felt like a whole arm had been lodged in.

“It entered quite easily,” Pinkie noted. “I bet you’re a natural. Wish I could tell, but I don’t have the equipment to rate you properly. Maybe next time I can bring a guy, or a dickgirl if you prefer, to properly fuck you in the ass?”

“I…”

But before Twilight could actually think of a reply, the vibrator came to life, and she let out the longest, most guttural, most shameless moan that had even come from her mouth. Somehow, the vibrations took over the uncomfortable feeling of having a foreign object deep in her ass, and she actually started enjoying the sensations, agreeing without a smidge of doubt with her twitching dick.

“Hmm, I take it you like it?” Pinkie asked.

Twilight’s whole body wiggled. Even if she pushed, the vibrator would not slide out of her, and when she stopped pushing, it felt like her ass was actually pulling it in, and she felt the vibrations run through her entire being. The fact that her hands were still cuffed, forcing her arms above her head, was just the cherry on top. Unable to touch her own dick and cum again, and with the vibrations not strong enough to help her cause, Twilight could do nothing but become a slave of her own pleasure, moaning and groaning and breathing heavily.

At that moment, Pinkie decided to climb off the bed and walk away. Twilight barely had enough mind to ask where she was going, but her mouth had simply refused to obey, and she could only wiggle and shake. A small puddle of precum was already forming on her lower belly.

After about a minute or two, Pinkie returned, climbing on the bed and taking her prior position. However, she was holding something else on her hand. Twilight decided to never admit she was disappointed when it was not another thing to stick into her. Instead, it was her toothbrush.

“You know,” Pinkie said as she produced yet another bottle from her hair. “Aloe didn’t just teach me regular massages.” She opened the bottle and poured a bit of its liquid along the length of Twilight’s dick. Twilight gasped and opened her eyes wide. Pinkie giggled at her expression. “Oh, no, it isn’t lube. I’m not taking you in me...”

To say she was disappointed was a huge understatement. Her mind was completely full of lust and perverted thoughts. Many of those had involved getting to know what it was like being inside her bubbly friend.

“Not today, at least,” Pinkie continued with a wink. “This is a massage session, remember? But call me tomorrow and I’ll ride you all day long.”

With the promise in place, which made Twilight wish it was already tomorrow, Pinkie brought the toothbrush down on the base of Twilight’s shaft. While her dick twitched happily at the attention, Twilight gasped in utter shock. Not because of the sudden roughness on her dick, but because it was her toothbrush! She had just gotten it last week!

But before she could voice her complaints, Pinkie gently brushed the space between her dick and her balls, smearing the oil evenly. Twilight stifled a groan. The bristles scratched her skin, but the oil somehow made it completely painless. Especially when Pinkie started brushing upward, moving in slow circles, covering the entirety of Twilight’s dick with the oil.

Twilight was at a complete loss. On one hand, that toothbrush felt really weird on her dick and was really distracting. But on the other hand, her ass was being stimulated with the vibrator, and it was a really good feeling. Her wings ruffled and twitched, and she could even feel some mana leaking from her horn. Despite not being sure whether she liked her dick being touched with her own toothbrush, her whole body seemed to have accepted the sensations, and she could feel her next orgasm building up.

She wiggled and squirmed, trying to hold back. She wasn’t sure why she wanted to hold back, though. After all, she had already cummed once. Her brain was simply going haywire, she concluded, and she had to accept that she didn’t know what on Tartarus she wanted. So, despite wanted to cum, she too wanted to hold back as much as possible. And to do so, she did what little she could, like clutching her butt in a failed attempt to get the vibrator out of her, or biting her lower lip.

Not only did nothing work, but she just ended up fastening the buildup. In the end, Twilight decided to simply clench her loin area and hope that it would be enough.

Except that Pinkie decided it’d be a good idea to place her toothbrush right on her urethra.

With her loudest moan yet, Twilight felt the floodgates bursting open, and soon she was cumming, shooting hot spunk all over herself. The vibrator inside her ass did not really care, so it kept working, and those vibrations only helped in dragging out her orgasm. Twilight could feel her balls empty, and yet her dick kept trying to pump out cum. It was probably the most intense and confusing orgasm in her life.

Finally, after what seemed like hours, Twilight’s body decided to calm down. The vibrator was still happily vibrating away in her ass, but at least she had finished cumming. Twilight felt her whole body covered in sweat, and her whole torso covered in her own semen. Her breathing was heavy, as if she had run a marathon, and her mind had finally decided to unplug and simply enjoy the ride.

For the first time in years, Twilight Sparkle was completely, utterly relaxed.

“That was a strong one,” Pinkie said happily as she leaned over Twilight. “And it looks just as thick as the first one!” With that, she stuck out her tongue and started licking all the cum off Twilight.

“That felt amazing, Pinkie,” Twilight admitted as her friend slurped the jizz that had puddled in her belly button. “I know you said it was for free, but I really want to repay you.”

Pinkie lifted her head, using her tongue to prevent her mouthful of cum from escaping her mouth. She sloshed it inside with her tongue for a bit before she swallowed. Twilight decided she loved that. When Pinkie finished gulping down the cum, she gave Twilight a small, innocent smile. “What makes you think we’re done?”

Twilight blinked. “Uh… I mean…” Sure, she still had the vibrator stimulating her ass, but she had already cummed twice, and she was already relaxed. Wasn’t that the point of this whole session?

“We’re barely halfway through, Twi-Twi!” Pinkie announced as she, once again, produced something from seemingly nowhere. It was, to Twilight’s fright, a very large, very thick dildo. It was bigger than her own dick. “Now, open wide. It ain’t gonna suck itself!”

~~~~~~~~

An hour later, Pinkie’s bestest friend in the whole wide world had finally fallen asleep. Having unloaded her final cumshot down her own throat, Twilight’s eyes closed and the girl was out. It had taken a lot more than Pinkie had thought, and she had started to fear she’d have to step it up. Twilight had turned out to have quite a large amount of stamina, and despite cumming so many times, they all had been copious amounts of thick, delicious spunk.

Of course, that made now the room reek of sex. Sure, the scent of sex was simply a combination of bodily fluids. Mostly sweat and cum. But it still was something that made Pinkie’s pink kitty tremble in excitement.

Honestly, Pinkie had required to grab every drop of willpower within herself not to ride Twilight’s big, thick ding-a-long. Her cum tasted so good, so Pinkie was pretty sure that it would also feel incredible inside her. But this had been a session for Twilight to relax, not for Pinkie to be greedy. No, that would be tomorrow, like she had promised. Tomorrow, she’d ride Twilight until they both passed out.

That was certainly a worthy thing to look forward to.

Pinkie made sure to tuck Twilight in. Sleeping naked was always a good thing, but that didn’t mean she had to be completely exposed. Pinkie didn’t want her bestest friend to catch a cold, after all! Once that done, she put all her stuff into her bag and donned her clothes. The sun was about to set, after all, and Pinkie also didn’t want to catch a cold herself.

She opened the door to exit Twilight’s chambers, and stopped. Spike was there, with eyes wide and a hand pulling his long shirt down to cover his crotch. Pinkie took a moment to admire the figure of the little guy. He had never grown much, and life had decided to bless him with hips too wide for a guy, a slender frame, and round, delicate features on his face. It also didn’t help that he let his hair grow past his shoulders, or that, from her point of view, his shirt looked like a small dress.

“I…” Spike said, but his voice betrayed him. Not that Pinkie needed him to say anything. She knew exactly what was going on.

She smiled. “Did you like listening in?”

Spike’s face went red, which only made him look cuter. “I… I didn’t—”

“You didn’t… Look?” Pinkie asked. He shook his head. “But you did listen. I mean, you’re quite obviously trying to hide that you’re not wearing any pants.” Not that it was hard to guess, as the discarded garment was right next to Spike’s bare feet.

“I just… I didn’t mean to… I’m…”

Pinkie hummed as she saw Spike struggle to find the words to get out of trouble. She knew Twilight was one to value privacy, and if she knew Spike had been listening in on them, well, she guessed she would not be very pleased. She thought of letting him know she was not going to snitch, but, as she took another look at Spike’s rather feminine figure, she decided for another course of action.

“Say, Spikey?” She said, and he struggled to look up at her. She stepped towards him. “Wanna have some fun with Auntie Pinkie?”

He stared at her with his eyes as wide as possible. “F-Fun? L-Like what you and Twilight just had?”

His quivery voice was so cute it was impossible for Pinkie not to love the guy. She thought of teasing him, but he was too nervous, and she wasn’t cruel. So she simply reached out and grabbed the hem of his shirt, then pulled it up. She met almost no resistance from his part as she uncovered his crotch. Completely trimmed, his penis wasn’t nearly as long as Twilight’s, but it wasn’t small by any means. It bent a little bit back, but it still looked every bit as hard as it needed to give her a good time, and his balls, though on the smaller side, looked to be quite a lot of fun to play with.

She grinned at him. “Yes, just like that.”

He nodded, and Pinkie smiled to herself. In the end, she would be riding dick today.

Author's Note

As stated in the description, this story was a commission.

I can't say I'm officially open for written commissions, but I am open for discussion. Just in case, as a reference, the contents of this fic is an example of how far I'm willing to go with anything involving feet.

Hope you likes.