The Twilight Sparkle Scholarship Program
Chapter Eight: The Mystery Client
-by Drace Domino

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 Cooksucker.”

“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 Notes:

Happy New Year!

A neat resolution would be to follow me on Twitter and stay up to date on all the other filthy stories I have coming down the pike!