Her Biggest Fan

by dirty little secret

Rating: mature
Tags: Sex, Twilight Sparkle, My Little Pony: Friendship is Magic, Anthro, Porn, Windy Whistles, Fetish, Rainbow Dash, Non-consensual
Length: 4817

Twilight convinces Rainbow Dash to put on a blindfold and get fucked by her biggest fan. After all, it's for Charity. One detail that Rainbow overlooked: she forgot who has always been her biggest fan -- her mom.

Twilight convinces Rainbow Dash to put on a blindfold and get fucked by her biggest fan. After all, it's for Charity. One detail that Rainbow overlooked: she forgot who has always been her biggest fan -- her mom.

Contains: incest, anonymous sex, blindfold, ball gag, light bondage, prostitution for charity, strap-on, reluctant lesbian, dubious consent.
For The Mother's Day '21 Contest.
Cover image made with artwork by mlpfwb.

Published 2021-04-29 18:20:05 UTC
Last updated 2021-04-29 18:20:05 UTC

Her Biggest Fan

Rainbow Dash winced and struggled against the straps binding her arms and wings as Twilight put the blindfold in place, blocking off Rainbow’s last moments of being able to see before this ... thing she’d somehow agreed to do was going to begin. She felt so out-of-place hanging from the ceiling completely naked. And why was Twilight dressed like some kind of bookworm dominatrix? What had Rainbow been thinking? She never should have agreed to this! “Are you sure this is a good idea?” she asked Twilight. She’d meant it to sound kind of sarcastic, but even she could hear the nervous quiver in her own voice.

“You want to raise plenty of money for the Disabled Junior Speedsters fund, right?”

Well, yeah. Rainbow couldn’t help but smile a little bit as she thought back to the way Scootaloo had enjoyed those ‘flying’ experiences with the new charity group. But miniature wing rocket pods didn’t come cheap. Not even for a Wonderbolt. Sure, Rainbow had saved the world before, lots of times. But none of that had felt quite so important, quite so meaningful as seeing a great big smile on Scootaloo’s face as she zoomed around the clouds. “Yeah,” Rainbow admitted. “I said I’d do anything for those kids. But, you know ... I didn’t really mean this.”

“Well, what did you mean?”

Rainbow looked at Twilight ... or at least where she was pretty sure Twilight’s voice was coming from. “I don’t know! I’m—”

“Because, come on. You tried A-J and Pinkie’s bake sale, and that only made seventeen bits, even though Sugarcube Corner donated all the baking supplies. Rarity’s charity fashion gala cost more money than it made. And Fluttershy... Well, she’s pretty tapped out just raising enough money to keep her animal shelter going. But this... This is going to blow all of those out of the water! We had five hundred and sixty ponies entering my contest to see who’s your biggest fan. A hundred bits each! Can you imagine what the Disabled Junior Speedsters could do with fifty-six thousand bits? And now all you have to do is give the grand prize to one of them, and the prize doesn’t even cost us any money. Is that genius or what?”

“Yeah. Genius.” Beneath the blindfold, Rainbow rolled her eyes. “You’ve been hanging out with your sister-in-law too much.”

Twilight grinned and crossed her arms over her mostly-exposed chest. Oh yes, this was going to be fun. Teasing Rainbow always was. “It was her idea,” Twilight lied. “I let her know about our little fundraiser projects, and she suggested one of her own.”

“I should have known. Was it her idea to have me all tied up?”

Coming in nice and close, Twilight whispered in Rainbow’s ear, “Oh no, that was one of my contributions.”

Rainbow leaned away, as far as the restraints would allow. “Right... And who’s the lucky stud, anyway? Who’s my biggest fan, and when’s he finally going to show up?”

“She, actually.”

“What?” Rainbow jerked in the restraints. “Um, Twi, I know all the rumors about me and all, but actually, mares aren’t exactly my—”

Twilight shoved a ball gag into Rainbow’s open mouth, quickly securing the strap of it behind Rainbow’s neck. “There. Knew I was forgetting something.” She grinned. “We don’t want you disappointing your biggest fan by talking too much, do we?”

Rainbow tried to say something. Whatever it was just came out as a muffled mess behind the gag.

“Well, now you’re good and ready.” Turning to the duffle bag of supplies she’d brought up to Rainbow’s cloud house, she pulled out the special toy. “And don’t worry. I’m well aware that you like stallions better than mares. We prepared for that.”

“Mmmfmh?” Rainbow really wished she could talk properly at the moment. What the heck did Twilight mean by ‘prepared’? She was pretty sure she’d heard Twilight getting something out of that bag – the same bag that had contained all these straps and things that Twilight mysteriously already had lying around, ‘just in case’. What else was in there?

All that speculation instantly stopped, though, when she heard the very slight – but unmistakable – sound of a cloud door opening and closing. Somepony else had come in here! Rainbow instantly wanted to cover herself with her hands ... but of course she couldn’t, not with them tied up above her head and strapped to the cloud ceiling. Who was it? Who was she? Who was Rainbow’s biggest fan? Her ears perked, straining for the slightest sound that might give her a clue ... but the only thing she heard was the soft pat-pat-pat of hoofsteps on cloud coming closer.

Twilight had only met Windy Whistles once before. In a completely different setting. Seeing the mare now was ... just wow.

Before, Twilight had only met her as ‘Rainbow’s mom’. Now, Windy was something entirely different. She was her own mare now ... and what a mare! Rainbow might not care much for mares, but Twilight had no such limitations. She’d been freely admiring Rainbow’s sleek and slim body ever since the blindfold went into place and she no longer had to pretend professional disinterest. But Windy was on a whole different level. It was as if she was some kind of pegasus fertility goddess come to life. Every curve of her was overflowing – she wore a tight bodice just like Twilight’s, but while Twilight’s barely managed to contain her breasts, Windy’s garment was absolutely inadequate for the task. Her soft blue titties swelled up and out from the top of the bodice, her wide pink nipples fully on display, jiggling a little with every step. That wasn’t all, either. Lusciously wide hips swelled out from the bottom of the bodice as well, and Windy’s crotchless panties hugged tight against her, the straps of them pressing in against her soft upper thighs, right across her cutie mark.

There was more to Twilight’s growing smile than mere lust, though. There was also the delicious anticipation of Rainbow finding out just who her biggest fan was. Not yet, though. Oh no. They’d have some fun with it first. Not yet.

Rainbow was hyperventilating. She couldn’t help it. Her chest heaved and her heart pounded. Who was this mare? Who was she? She had to be close, so close! But who was so close to her? Not knowing was making her skin burn all over ... or was that some kind of full-body blush? Stark naked and tied up in front of a complete stranger! A stranger who could... Who could do anything!

A finger touched her chest! Only a slight brush just below her neck, but it made her whole body twitch. She was so tense! The tingling feeling from that slight touch spread over her whole body, making her bound-up wings fluff their feathers and making her legs squirm.

The gentle fingertip slid down and to the side, right across Rainbow’s left breast, pushing just hard enough to press inward slightly against the softness of it before flicking over her nipple.

Rainbow couldn’t help herself – she whimpered slightly.

And that’s when the stranger took Rainbow’s small breasts in both hands, squeezing them together and kneading them between her fingers. Rainbow moaned then, only to hear a slight answering sound from the other mare, who pinched Rainbow’s nipples slightly before grabbing her breasts again.

“Oooh,” Twilight's voice said. “I think she likes you, Rainbow. Well, she is your biggest fan, so of course she does.” She came closer, whispering, “And I think you like her, too, don’t you?”

Rainbow’s first instinct was to deny it, but what kind of message would that send to her unknown fan? She held her tongue ... more than the ball gag was already holding it. Whoever it was, she was working her way around Rainbow’s side. One hand slid around and began exploring the long, lean curve of her back, while the other hand slowly, teasingly began stroking its way down her slim belly.

Who was that? Rainbow struggled to make her brain think. It wasn’t easy with the tingling touches of this mystery mare making it feel like she was a live wire in the middle of the thundercloud. Scootaloo was a huge Rainbow Dash fan, but this mare seemed too tall ... and besides, not even Twilight was crazy enough to involve a filly as young as Scootaloo in something like this, right? But if not her, who? She knew she had lots of female fans, but was one of them her biggest fan? What if it was Spitfire? Spitfire wasn’t exactly a fan, but it could be some kind of practical joke to sign up for this contest anyway? No ... that wasn’t like her at all. One of the other ‘Bolts? Maybe... Fleetfoot could really be a prankster sometimes, not to mention Icy Rain or Midnight Strike – those two were always pulling this kind of...

Twilight watched Rainbow’s tail rising behind her with barely-suppressed glee. Oh yes, Rainbow was loving this. Even though she still struggled against the straps, her mom’s gentle touches were doing wonders for her. And wow, the sight of that rainbow tail lifting above pert, chiseled ass cheeks. So nice. She kind of regretted not entering the contest herself. Of course, Windy wasn’t to be underestimated, either. Such skillful and gentle teasing touches, where Twilight herself would have been overcome with lust and just grabbing one firm handful of ass cheek while her other hand dove between Rainbow’s legs. Would Windy be interested in a little Princess of Friendship action later? Hm... Twilight would have to remember to ask! Not now, though. She had better things to do at just this moment.

Such as teasing Rainbow about it. “Oooh, your tail’s rising so high, Rainbow!” She snickered to herself when she saw Rainbow immediately clamp her tail back down. “Oh, don’t try to hide it. I don’t think I’ve seen your tail that high since you flew off with Soarin and Wave Chill after the Best Young Fliers competition.”

Rainbow’s tail reluctantly rose again. Whether because Rainbow saw the wisdom in those words or because she just couldn’t help it ... who knew? Rainbow did try to say something, though all that came out was, “Mmmf mm-mm mmf-fm.”

And, well, that was just too fun of an opportunity to pass up. “I think she said she’s ready for more,” Twilight told Windy.

And Windy was more than ready to hear that, it seemed! She slid both hands downward, one cupping the exquisite curve of Rainbow’s ass cheek, the other slipping down between Rainbow’s legs.

Rainbow jerked against the restraints as she felt the mystery mare’s fingers caressing her pussy lips. She couldn’t deny – even to herself – how turned-on she was getting, though. She hadn’t even realized how wet she was getting down there until she felt the other mare’s fingers gliding effortlessly over her slit. Giving up a bit of her pretense, she rocked her hips forward and back, helping the mare’s fingers slide more. Ugh! She was just so horny right now! Why couldn't it have been a stallion?

“Pinch her clit between your fingers,” Twilight said. “She loves that.”

“Mmmfh!” Rainbow struggled against the restraints. That purple traitor of a princess! Rainbow had told her that in confidence! Truth or dare is a sacred bond of trust!

And, of course, the mare went right to doing it. She slid her fingers up between Rainbow’s pussy lips, spreading them apart just a bit before catching Rainbow’s sensitive clit between two fingertips.

After that, it was all over for Rainbow. No more pretense. She moaned as the gentle pinch on her clit sent lightning strikes of irresistible pleasure up through her whole body, radiating out from her pussy to her wingtips. She thrusted her hips against the stranger’s hand shamelessly now, desperate to feel more, more, more, of that electric touch against her dripping pussy.

The mare didn’t stop with that, either. From behind, she squeezed Rainbow’s ass hard, tightly enough to pull on her pussy lips and open them slightly. And her already-slick hand took full advantage of that, slipping a finger inside. Somehow, she was dexterous enough to do so and keep pinching Rainbow’s clit at the same time, something none of the stallions she’d ever been with had been able to manage.

“Mmm,” the other mare moaned. Rainbow pressed forward, sinking that one finger as deep inside herself as it could possibly go.

That voice sounded so familiar! But the waves of pleasure washing over her kept Rainbow from being able to think clearly. She couldn’t place it. And besides, the urgent tension building up deep inside her lower belly was far more important. When Twilight had tied her up like this, she’d said that she’d never be able to get off in this position. Now she wasn’t sure if she’d be able to resist it if she tried!

It turned out, though, that she wouldn’t have to resist at all. Not at the moment, at least. Because the mystery mare pulled away at the last second, leaving Rainbow panting and whimpering, her belly twitching ... but not quite there yet.

Twilight reached out and helped hold Rainbow upright as Windy got down on her knees below. After all, Twilight didn’t want Rainbow wrenching her arms out of joint hanging there just because her legs had already given out. Honestly, Twilight was surprised that Rainbow wasn’t more resilient. Was it really that easy to turn her friend into a crumbling mess? Oh, if only Rainbow was into mares enough to let Twilight try... For now, though, Twilight held Rainbow in place, holding her firmly just below her arms. It was so tempting for Twilight to just let her hands slip a little forward, to let her fingertips brush the sides of those small but perky breasts... But no. She’d be a good friend and not do anything Rainbow wouldn’t want. Well, besides letting Rainbow get her pussy eaten by her own mom, of course!

Now that she’d gotten down on her knees in front of Rainbow, Windy reached around her daughter, grabbing those perfect ass cheeks tightly, which meant Twilight no longer had to help hold Rainbow in place. The older mare used her grip to pull Rainbow just a bit closer to herself, burying her muzzle down between her daughter’s legs.

The effect was immediate. Rainbow thrashed against the restraints ... and against the tight grip of her mother’s hands. But Windy didn’t let go. She kept herself right there between her daughter’s legs, where she could do the most good.

Oh yes. Twilight would definitely have to ask Windy if she wanted to have a little time just between the two of them later. Rainbow looked like she was in absolute ecstasy, and Twilight sure wouldn’t mind a little sample of it for herself.

Behind the blindfold, Rainbow’s eyes crossed. Her tongue probably would have been hanging out if not for the ball gag. As it was, she dribbled drool around the edge of the gag. How was this mare so good at it? Was being with a mare always like this, or just this one? If any thoughts were able to get through Rainbow’s head at the moment, it was about her choice in sexual partners. If it meant getting eaten out like this, then maybe being with a mare wasn’t so bad after all! It wasn’t even like the mare was doing anything crazy down there. She was just so gentle and loving with her licking and kissing, despite everything Rainbow was doing with her hips. That mare just latched on and gently kissed Rainbow’s clit, caressed Rainbow’s pussy lips with her tongue, and gently suckled.

It was an eye-opening experience. Not literally, of course, given the blindfold. But still. Her every touch sent blooms of pleasure welling up through Rainbow’s whole body. Every stallion that had done this with her – and those were few enough to begin with – had always been so rough and frenzied, always trying to shove their way inside her as if they were trying to lick her womb, too. But this mare really knew what she was doing. Before long, she felt her lower belly tensing again, and she knew this time there would be no stopping it.

Twilight licked her lips as she saw Rainbow tensing again. It was just so darned sexy to see Rainbow jittering on the verge of orgasm, to see Windy’s fingers digging into Rainbow’s firm ass cheeks, to see the older mare absolutely dedicating herself to her daughter’s pleasure.

There was no use resisting it any longer. Twilight reached one hand down into her panties, beginning to finger herself to the sight of one of her closest friends getting absolutely wrecked by their own mother’s tongue. Twilight let a finger slip deep inside herself as she saw Rainbow finally hit her climax, going stiff and strained within the constraints around her, spraying her mother’s face with an uninhibited squirt. “Wow ... so you’re a squirter, hm?” she teased ... though she wasn’t at all sure that Rainbow even heard her. She seemed quite out of it at the moment.

Rainbow was out of it. When the mystery mare let go of her, Rainbow let herself hang limply from the overhead restraints, her body swaying and swinging as her belly continued to convulse, heaving and squeezing around something that wasn’t there inside.

She’d never had an orgasm from being eaten out before. She’d ... she’d always needed a nice big cock inside her for that in the past. But now this mare had utterly devastated her, just with a bit of licking. She had to find out who this mare was. And at least ... at least get her to give some lessons to Rainbow’s favorite stallion. If she even had a favorite. She’d never really let herself get too attached to any one stallion. But now if this mare was a stallion, then wow. Settling down with her – or him? – would be a no-brainer. Which was good, because no brain was about what Rainbow had to offer at the moment. Her ears were still ringing, and she could see little stars twinkling behind her blindfold. It was all she could do just to breathe.

It seemed like she wasn’t going to get much chance to catch her breath, though. She felt the mare’s hands tracing down her back from behind, caressing down from the base of her wings to the slight flare of her hips, then back up, reaching around her to brush up her belly and to her breasts.

Or was that Twilight’s hands? So hard to tell. Twilight wouldn’t do that, would she? So hard to tell.

“Hmm,” the mare hummed from behind her.

Okay, definitely not Twilight, then. She knew Twilight’s voice, and that wasn’t it. She knew this voice too, and she was just on the verge of figuring out from where when...

The mare brushed Rainbow’s tail out of the way and grabbed Rainbow’s hips, turning them in a way that made Rainbow stick her ass outward. And then Rainbow felt something big and firm press right up against her pussy lips. Not as warm as a stallion’s cock, but otherwise a lot like it, almost like a—

It shoved its way inside her, making her squeak girlishly around the ball gag. Oh! Oh wow! It was big! And the mare was using it mercilessly, too, instantly hilting herself all the way inside Rainbow’s body.

“Surprise!” Twilight said, laughing a little. “See? I told you we’d have the whole ‘stallion’ thing taken care of!”

Before Rainbow could even come to terms with what was happening, the mare began thrusting inside her. And from the feeling of the mare’s soft thighs bumping against her ass, she knew it must have been some kind of strap-on. Wow. Oh wow. This was almost as good as the real thing. And definitely as big. It felt even bigger than real life! And from the way her pussy was tightening around it, she knew it wouldn’t be long until her orgasm aftershocks became a whole new orgasm.

“And you want to know the best part?”

Twilight’s words barely filtered into Rainbow’s sex-ravaged brain, more of a distant echo compared to the rushing waves of the big toy filling her over and over again.

“I have a special spell for this one!”

The soft, twinkling sound of Twilight’s magic followed her words. And that’s when the strap-on started vibrating. Rainbow never even heard the buzzing sound. She only felt it. It went through her like a lightning bolt, and it didn’t stop where the tip of the toy pressed against her womb – the intense flash of pleasure went straight through her, instantly triggering another orgasm. And this time, her pussy did have something to squeeze against.

Rainbow jerked harshly against the restraints, moaning as loud as she could around the ball gag, but neither the vibration nor the relentless pounding from the other mare stopped in the slightest. She was lost in a constant quivering state of climax, unable to come down from it as long as this incredible feast of pleasure kept coming.

“Mmm,” the mare said, “this vibration is so good...”

As Twilight thanked her for the compliment, Rainbow tried to use what was left of her brain. It wasn’t much. She knew that voice. She knew it! Why ... why couldn’t she put a face or a cutie mark to it? Well, besides the obvious, of course. Besides the fact that she was being absolutely devastated by the near-constant orgasm of being fucked by this gigantic vibrating strap-on.

Twilight herself glowed from the compliment ... or maybe from the practiced, nimble work her fingers were doing inside her own panties. She’d custom-designed this toy with magically-responsive harmonic crystals inside it that would respond to her simple vibration spell ... not to mention the base of it where it rested against Windy’s clit and pussy, specially designed to transfer the vibration there as well, pleasuring both of them.

Rainbow was hanging limply from the restraints as her mom fucked her now. The only sign of life left in Rainbow’s body was the clenching and heaving of her belly as it squeezed down in orgasm again and again. Twilight played her own fingers over herself expertly, already fantasizing about being in Rainbow’s position, being that overwhelmed by pleasure and unable to make it stop. A part of her busy mind was already coming up with plans for her own charity raffle...

But she wasn’t the only one enjoying herself. Windy gritted her teeth and closed her eyes as she pushed deep inside her daughter’s pussy. She was gripping so tightly that even the firm muscles of Rainbow’s hips were giving way, letting her fingers dig in deeply. Windy held herself there, finally letting out a very satisfied sounding moan as her own hips began to jerk uncontrollably.

That orgasmic motion of her mother’s hips set Rainbow off all over again, triggering another syrupy squirt from Rainbow that mixed with Windy’s readily dripping juices at the base of the strap-on, dripping down to and through the cloud floor.

Trembling, Windy slid her hands up Rainbow’s body, gripping her daughter’s breasts tightly from behind as she rode out the last of her orgasm. Her own body jiggled with every trembling motion, the very picture of feminine excess.

Twilight herself, though, didn’t reach her orgasm. That was alright. She could always play with herself – or maybe somepony else – later. Right now, she had to cancel out the spell, stopping the vibration of the strap-on before it drove both of those mares mad with over-stimulation. With only a slight hint of regret, she slipped her hand out of her panties and wiped away the slick wetness against her thigh. Had Windy even noticed what Twilight was doing? Rainbow surely hadn’t. Not with that blindfold and all the other ... distractions.

Slowly, Windy pulled back, slipping the long, anatomically accurate shaft of the strap-on out of her daughter’s pussy. It came free slick and glistening, dripping with Rainbow’s orgasmic juices. Trying to be as helpful as possible, Twilight used her magic to unfasten it and place it back in her little bag of tricks, to be sanitized later. Or maybe not... How amazing would it be to use that on herself, pushing the remnants of Rainbow’s orgasms into herself as she felt the same vibrating fullness that Rainbow just experienced? Well, now she knew how she was going to satisfy herself later. For now, though, it was time for a little more teasing.

“So, Rainbow,” she said all-too-casually, “how was she?”

“Mmfh! Mmm mff mmh mmfh?”

“Oh, right.” Twilight laughed a little, coming in close to remove the ball gag from Rainbow’s mouth.

Rainbow tried to speak, failing at first. Then she spat, ridding herself of the pent-up drool and taking a couple deep, gasping breaths before finally managing to find her voice. “Who was that? I ... I’ve never came like that in my whole life! I’ve gotta know who it was!”

Twilight turned to Windy. “Should we tell her?”

“Of course we should!”

Rainbow’s jaw dropped, despite how achy it was from having that big ball gag in her mouth for so long. What? She recognized that voice now. Of course she did. How could she have not figured it out before? It was literally the first voice she’d ever heard. But no. No no no. It couldn’t be. That was so wrong. “W-wait,” she stuttered. “Tell me it’s not...” But she already knew it was.

“Don’t tell me you forgot who your biggest fan is!”

The blindfold was lifted away from Rainbow’s eyes, revealing her own mother pulling it away. Her own mother who ... woah. Huge tits spilling out from the too-tight top! Thick thighs bulging out from below! Puffy, wet pussy lips cupped between the straps of crotchless panties! Rainbow’s mind broke all over again, seeing her mother like this. She’d ... she’d never so much as imagined... What? But ... but... but... “Mom!”

Windy came in close, kissing her daughter on the lips, reaching down to rub Rainbow’s pussy one last time. Twilight subconsciously licked her own lips as she watched Windy lick her fingers clean, tasting her daughter’s juices on them.

“Well, that’s another one for the scrapbook!” Windy proclaimed. “Tastiest pussy in all of Equestria!”

Rainbow’s mouth moved several times before she managed to speak, “M-mom... Tell me you don’t know that from experience!”

Windy just grinned and planted her hand on one wide hip. “Oh, you’d be surprised. Me and Bow really got around in our old swinging days.”

Rainbow said nothing. Just a thousand-yard stare. Maybe that little revelation had finally been enough to break her permanently. It didn’t seem to bother Windy any, though. She seemed to have complete faith in her daughter’s resilience, patting Rainbow on the cheek in a surprisingly motherly way.

“You’re still coming home for Hearthswarming this year, right?” She winked. “If you’re a good girl, maybe I’ll have a very special Hearthswarming present waiting for you!”

With that, Windy turned and left, her ample hips swinging confidently with every step.

Rainbow watched her, trembling the whole time ... right up until Windy closed the door behind her. And Rainbow still stared off into the middle distance. It wasn’t clear whether she’d actually registered that her mom had left the room.

That didn’t stop Twilight from flashing a smug smile at her, though. “So, not a bad fundraiser idea, huh?”

Suddenly, Rainbow thrashed against the restraints. “Untie me right now!”

“Alright, alright.” Twilight came over and started working on the complex buckles and straps.

Rainbow still struggled, which made untying her even more difficult. “I need to,” she said dazedly, still jerking her arms and wings, “need to ... I don’t know what the hay I’m gonna do. But I need to do it right now!”

Author's Note

This story was chosen by my Patreon supporters! Every month, I take suggestions from my supporters and they vote to decide which story idea I'll write next.

If you want to help tell me which stories to write, go to my Patreon page and pledge $4 or more. Then you'll get to vote on which story from my ideas list gets written next and add your own ideas directly to that list!

Or if you want to send some love and Patreon seems like too much of a commitment, you can send a gift on your own terms through BEABACKER, with no strings attached!