The Hole in Her Plan

by Mackstack

First published

Fluttershy saw a glory-hole in one of the Cloudsdale Mall bathroom stalls as she left. She quickly decided to go back and try it, but not before grabbing something to keep her quiet, lest somepony recognize her voice. What could go wrong there?

Sitting in a Cloudsdale Mall bathroom stall, Fluttershy was frightened half to death when a slick cock poked through a teasing hole in the wall. Rushing home in embarrassment, Fluttershy hid herself away at her parents house. But as time went on, and one thing turned to another, her curiosity and shameful desire got the best of her. She quickly returned to the stall the next day, brandishing a special gag to keep her quiet. She didn't want anypony recognizing her voice, after all.

But good ideas don't necessarily end well.

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The Hole in Her Plan

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The Hole in Her Plan

Fluttershy couldn’t help but flinch slightly as she sat down on the cold porcelain bowl. Even with her thick coat she could feel the cold on her rear. To take her mind off the discomfort, her eyes drifted around the space she resided in. The dark gray walls that enclosed her were uninviting, and frankly, really rather grim. Graffiti was daubed across them, dominating the space. Fluttershy grimaced at the sight. She’d always thought the Cloudsdale Mall was a well-kept, classy kind of establishment. Sure, she hadn’t been there since the last time she visited her parents, but it all still came as a shock to her. With nothing else to pass the time, she began to read some of the graffiti.

There were a lot of tally charts, as well as several telephone numbers, but – fortunately! - none Fluttershy recognized. Turning her head, she shifted her attention to the wall on the left. The graffiti here was much more abundant – and much more perverse. Fluttershy could feel her face reddening with embarrassment slightly as she read the awful messages that ponies before her had put on display.

‘Seventeen inches, beat that bitches!’

‘We have cum on tap! Drink up, sluts!’

‘You ever see Spitfire come in here, make sure you follow her. Tightest asshole I’ve ever wrecked!’

‘All six of my babies got fucked into me through this wall!’

Her face flushing violently, Fluttershy pulled her eyes away from the graffiti, before they settled on the centerpiece of the whole operation. A vast hole in the wall, with thick black tape lining the inside. Fluttershy didn’t know quite how she missed such a stark sight when first walking into the cubicle, but she sure as heck had seen it now. A sharp, loud yelp filled the room before she could gain control of herself.

“Yo, is there somepony in there? Sweet! Give me a minute!”

Fluttershy’s eyes widened. There was a stallion in the other cubicle! How long had he been there? What did he want?

In retrospect, that last question was pretty obvious.

Before she had time to form a response, a stiff, mottled brown cock poked eagerly through the hole. The tip glistened slightly as the first droplets of pre-cum began to leak out. Flinching, Fluttershy screamed as the cock lurched forwards, only for it to grind up awkwardly against her thigh. The head quickly began to flare as it rubbed against her warm, nude body, leaking more pre down onto her thigh.

Fluttershy launched herself out of the cubicle like a shell from a howitzer, crashing down clumsily onto the floor outside. Not stopping to collect herself she bolted from the restroom, leaving the confused stallion rather angry, and more than a little disappointed.

* * * * *

Later that night, Fluttershy was resting on her bed. She was staying with her parents for a week, mainly as an excuse to get out of adventuring for a little while. Adventuring was fun, of course, but it always came as great relief to be able to get away and relax every now and again. Well, she was meant to be relaxing, but instead she’d found herself being menaced by a stranger’s cock. Staring up at the roof, she thought about the event a little more. It suddenly occurred to her that a small part of her, deep down, was curious. Curious of what it would be like to do something so sordid as have sex with an anonymous stranger, in public no less. Her body started to grow hot as she felt herself begin to get shamefully aroused. She couldn’t possibly do something like that, it was the complete opposite of her! And yet, with every desperate thought of ‘no’, that little bit of her brain grew larger and larger. And as it did, Fluttershy could feel herself growing hornier and hornier. Rolling onto her belly she positioned herself atop a pillow, and with barely a single thought, began to grind her rapidly moistening pussy over the top of it. Softly groaning to herself, Fluttershy arched her body back and forth, the cool surface of the pillow sending sweet tingling sensations through her body.

All the while images of the restroom stall danced through her mind. Images of heavy, throbbing members popping through the hole, bouncing teasingly just in front of her face. She would open her mouth wide, her eyes slowly drifting shut as the flared tip probed into her mouth. Her tongue rapidly being soaked in gorgeous pre-cum, the heady musk of sex flooding into her nostrils.

Another groan escaped her lips as yet more images polluted her mind. Even after she’d exhausted herself and flopped down on the bed, it was all she could think of. From that moment on the plan of action was clear in her mind. Get some rest and a hearty breakfast, and then head off for a day in the mall.

* * * * *

“Good morning Fluttershy, dearest! Come on downstairs, I made you some porridge.” Fluttershy’s mothers voice drifted up the stairs as the mare peeled her eyes open. She’d slept like a log, last night’s escapades really doing a number on her. Groggily she sat up, stretching, before slumping back down into bed. Second attempt, she sat forwards, and swung her body round and out of the bed. Down the stairs and into the kitchen, there were Fluttershy’s parents, both eager to greet her.

“Darling, how are you feeling? Sleep well, I hope?” Her father exclaimed, his smile wide.

“…Very well, thank…” the yellow mare trailed off, interrupting herself with a noisy yawn.

“Aww, my little filly’s still sleepy, huh? Well here, have some of this lovely porridge and a coffee, that’ll get you right as rain in no time!”

Nodding in thanks, Fluttershy parked herself down on one of the dining room chairs and tucked in.

“So, what are you up to today, honey? Apparently, there’s going to be a meteor shower tonight. Your father and I thought it might be nice for us to go out and watch it together, all four of us.”

Fluttershy’s brow furrowed. “O-oh, is Zephyr about?” She asked through a mouthful of porridge.

“Yes darling, he is… somewhere. He dropped by a couple of days ago to let us know he was in town, but we haven’t heard from him since. But you know what he’s like, he’s a very headstrong colt!”

“Yes… very. But anyway, I’d love to join you and dad to watch the shower this evening. I’m going out for the day with Rainbow Dash, but I’ll be back before the show starts, I promise!”

Fluttershy tried to act nonchalant as her parents processed the lie. But they were two of the most doting ponies in the world, so there was no way they wouldn’t believe her.

“Well aren’t you the little social bug? Don’t let us keep you then, go out and enjoy yourself!”

Knocking back the last glug of coffee, Fluttershy clambered up from her chair, and headed back upstairs. She had something she wanted to collect before she left. The door to her parents’ bedroom swung open, creaking ever so slightly. Fluttershy had to be quick. Beneath the bed, there it was - a large cardboard box. Bracing herself for the embarrassing sight, she cracked open the lid. Resting inside were hoof-cuffs, a gnarly paddle, a series of straps and harnesses she couldn’t make heads or tails of, and a terrifying looking dildo that surely wasn’t designed for internal use. It was akin to a table leg in length, with a design clearly inspired by some hybrid of a stallion and a dog. Fluttershy shuddered at the sight. She’d known how kinky her parents were from a young age. Every young pony had that awkward moment in their life when they walked in on their parents having sex, it just so happened that Fluttershy walked in on one of the most terrifying BDSM sessions any pony had surely ever seen. Trying not to think where it had been, she lifted the great hunk of rubber aside, digging through the box. And there, buried at the bottom, was what she was looking for. A large, pink ball gag, so big it was surely designed to stretch a pony’s jaw to oblivion. She plucked it from the box and re-hid the leftovers. She decided the night prior that a gag was a sure-fire idea, as that way her voice would be muffled out. She didn’t want anypony recognizing her from her voice, and now they couldn’t. Now all she had to do was hide it and go to the mall.

* * * * *

Fluttershy pushed open the door to the unisex restroom. All the Cloudsdale Mall’s restrooms had been converted in an effort to appear more inclusive and ‘harmonized’. They obviously thought too highly of ponies.

There was a stallion already inside, going about his business - and they were rather a familiar face. It was Soarin, clearly enjoying a relaxing weekend away from training. Fluttershy didn’t think he noticed, but – unbeknownst to her – he watched as she slowly slunk into the cubicle, bolting the door behind her.

The mare plonked herself back down on the porcelain. This time it was warm, and ever so slightly sticky. It looked like some mare had already been getting her share in here. Fluttershy lifted her hooves to her neck, fiddling ineffectively with the clasp on the ball gag's collar. She’d worn it backwards round her neck, hiding the ball in her thick mane. To any casual observer, she’d just been wearing a collar. Sure, it wasn’t a classic style accessory, but enough punk-ponies wore them that it wasn’t a hugely rare sight. Rolling the gag around in her hooves, she lifted the ball to her mouth, stretching her jaw as wide as she comfortably could. Resting the cool rubber down in place, she struggled with the clasp behind her head. It felt like it took a while, but eventually she got it, locking with a satisfying click.

That’s when a thought struck her. Now she was in a cubicle, how did she attract a pony’s attention? Or at least, the attention of someone who wanted to get involved… Dropping down onto all fours, she peered under the cubicle wall. Nothing. Huh. Then, the squeaking of a door opening and closing. Sitting up, Fluttershy tried to peek through the glory-hole itself, waiting for somepony to hove into view.

And they did.

The sight of the opposite wall suddenly vanished as a figure moved in. Before the inexperienced mare could prepare herself, a shockingly hard cock was jammed through the hole. The flared tip poked straight between Fluttershy’s eyes, knocking her backwards slightly.

“Oh, sorry, young mare, I didn’t mean to grind up on your thigh like that,” the stallion apologized, in a strangely polite tone. “It’s just I’ve been waiting in here for nearly an hour for some mare to come in. I’ve gotten so horny it’s unreal, I nearly broke down and masturbated straight into the urinal. So please, I need this now!”

The stallion’s tone was urgent, but he still held composure, keeping his voice to a low volume. It was time. Fluttershy span round, lining her behind up with the hole, before slowly guiding the tip up against her folds. Fluttershy felt herself begin to moan as the warm cock pushed into her, but the gag allowed none of it out. Instead only a short, breathy sound escaped her nostrils. All the while Soarin continued to work himself inside, until his belly noisily connected with the cubicle wall. Able to thrust no deeper, he withdrew, gasping to himself as his penis dragged along Fluttershy's moist walls. Her eye twitched slightly as she felt something tug against her entrance. Evidently Soarin's rapidly flaring cockhead was putting up some resistance.

Eager to do what he needed to, Soarin buried as much of his length inside Fluttershy as he possibly could, only for the dividing wall to cut his thrusts short again. Clearly more than a little irritated, Soarin resorted to a little less finesse, and a little more power. The next push knocked Fluttershy off balance, causing one of her hooves to slip out from beneath her. Nearly crashing to the floor, she quickly had to regain her balance. With the hefty gag in her mouth she couldn't alert her partner to any mishaps, and in this case it was evident Soarin didn't plan on stopping for any reason.

Continuing on at his same brash pace, Soarin settled into a rhythm, stopping just short of the divider. Clearly he didn't much care for the 'anonymous sex' angle of glory-holes, as his constant moans and groans made it more than obvious to any bystander just who was in the cubicle - and what they were doing, of course. But none of that mattered to him right now. All his attention was on the pussy before him, and the damage he could do to it. Each thrust sent waves of pleasure through him, leaving him more than a little weak at the knees. His grunts and groans grew short and sharp, betraying his imminent orgasm. He'd given up trying to keep his thrusts contained, and was now simply whaling against the wall, causing Fluttershy's buttocks to wobble and shake as they rested against the other side.

Her entire body was growing hot as the fantastic sensations continued to pierce through her. Fluttershy was eager for the stallion to cum. Suddenly, from the edge of earshot, Fluttershy made out hushed whispers and panicked tones. Evidently somepony was outside, and they knew exactly what was happening. Despite how humiliating it would be if she were caught, Fluttershy could still feel her pussy growing wet. She'd never realized quite how much she loved the danger.

Clearly Soarin was turned on by it too, as no sooner had the ponies started murmuring he let out a loud, primal cry. Jerking forwards he slammed into the partition, sending Fluttershy's rear juddering yet again. The hot load flew free from his urethra like a bullet, setting his partner's body ablaze. Fluttershy felt disappointingly empty once her turgid lover withdrew, but the cum spattered through her had an attractive heat to it.

Soarin spluttered something incoherent through his short breaths, before the sound of the door swinging open echoed out. He left quickly, but relished in the attention he was getting from the prying eyes around him. Heck, he could even feel his now-flaccid cock beginning to twitch back into life with the excitement.

Fluttershy took the time to collect herself. Standing up she stretched herself out, testing her legs to see how wobbly she was. Although slightly, it was nothing severe. Soarin hadn't been the most intense stallion out there, but she had still had a fantastic time. But now she was satisfied.

And trapped.

A pony started banging their hoof against the cubicle door. Voices were starting to raise, and it was evident they were more than a little angry.

"Whoever you are in their, harlot, come out and apologize this instant! My little filly is crying her eyes out out here at the foul noises you were making!"

Fluttershy flopped back onto the toilet seat. She had enjoyed the danger in the heat of the moment, but now it was all getting too confrontational. The yellow mare grew smaller and smaller, sinking into herself as the mare outside grew more and more angry. At this rate it sounded like she was going to bust the door down, and then everypony would know how shameful she was!

An 'eep' tried to escape her lips, but the gag held firm.

Finally, after several terrifying minutes, the furious mare seemed to calm down. She huffed to herself, hurled an expletive at the cubicle door, before leading her child away. Ironically, the mother's yells had probably scared the filly more than Fluttershy's moans.

Fluttershy was alone again. 'Thank you Celestia', she thought to herself.

Taking a deep breath, she reached up to the back of her neck for the clasp. It was such a fiddly job for a pegasus. Exasperated, she gave up, kicking the back of the door in frustration. Suddenly panicked, she checked to make sure she'd left no damage or marks to it. She didn't want to cause a fuss.

The cubicle door next to her swung open, before closing again. Somepony shuffled around inside.

CREEEAK

What in Equestria was that? Fluttershy glanced over. Perhaps it was just an especially fat mare sitting down, straining the toilet...

CREEEAK

There it was again. How peculiar. Suddenly, the whole partition wall began to groan. Alarmed, Fluttershy skirted backwards along the floor, butting up against the far wall.

With a mighty roar, a vast cock burst through the hole. Fluttershy's jaw couldn't loll any further down, but now would've been the time to do it. The dick was huge, with thick, pronounced veins bulging along the edges. The medial ring was easily wider than her hoof, and the flared head looked like a dinner plate. The penis was so thick, in fact, it was evident he was stuck in the hole. Each time his cock flared or twitched - even slightly - the veins swelled violently, and the entire wall creaked a little.

...Maybe Fluttershy wouldn't leave just yet.

Approaching the cock, she stepped over it, lowering her slick vagina down onto the top. Grinding back and forth, she watched as the cock flared excitedly. The texture of the thing was gorgeous, especially around the thick veins. The mare's eyelids fluttered, and her wings quickly spread as her lust got the better of her. Fluttershy dropped down onto all fours again in that familiar position, eagerly awaiting that cock to lurch into her.

...Oh yeah, the poor stallion could barely move. It was up to Fluttershy to do the pleasuring this time. She wasn't exactly a master in the bedroom, but she had a few ideas. An especially devilish one came to mind.

She pulled away from the dick, before realigning herself. This time, the head prodded invitingly against her asshole. The rapidly moistening tip was just wet enough to lubricate her hole, and so she began to work her body. She'd push against it for a few seconds, before pulling away again. Again and again she did this, each time pushing against the bulbous head for a little longer, and a little harder. She had to stretch herself out slowly, otherwise she'd never get it in at all.

Her eyes widened as it popped inside. Unable to control herself, a noisy moan pushed up from her lungs. Although the gag did muffle it, her lust was more than obvious. Now her anus had a firm grip on the flared tip, she began to spear herself onto the cock, working inch after inch of the shaft into her rear. The flared head dragged slowly against her innards, sending Fluttershy into a sea of desire. The memories of Soarin's cock were all but obliterated now.

Every inch of the cock was pulsing excitedly, desperate to be worked over by Fluttershy's hole. The wall would creak audibly every so often as the trapped male tried to thrust - but to no avail. The only way he could free himself was by growing flaccid, and there was no way Fluttershy was going to let that happen.

Something stopped Fluttershy from continuing. She tried her best to arc her head round to see, but it wasn't easy. She came to the conclusion that her asshole had now met the huge medial ring, which she took as a sign to stop. Her asshole couldn't take much more inside it, and she certainly couldn't stretch any wider. Instead she took this as an opportunity to begin working back and forth, milking the cock with her vice-like anus. The stallion on the other side of the wall grunted to himself every so often, but his identity remained quite secret.

Forwards, forwards, there. Fluttershy could feel the flared head pulling against the inside of her puckered asshole, coming as a sign to begin pushing straight back onto it. She moved slowly, being careful not to hurt herself or her impressive partner. Right now, there was nothing she wanted more than to bust that wall down and let the stallion pound her senseless. But alas, there was no way she was brave enough to do that. Instead, she'd just have to resort to slow and steady as her body gripped the massive rod.

Her mind drifted slightly as she settled into a pattern. Images were dancing through her mind as to just who this stallion could be, and where she could find him again. The feelings were magnificent, and she simply couldn't accept the idea of having to lose them after today.

As she pulled forwards again, Fluttershy felt a hefty glob of pre-cum being milked from the stallion's cock. That was it, she couldn't deny herself what she really wanted anymore. Pulling hard, she braced as the head tugged on her asshole. Bursting free, she crashed forwards into a crumpled heap on the floor. Looking up, she stared at the glorious sight again, before sitting up and taking in a deep lungful of the smell. NOW her legs were going weak.

Hunching down again, now it was time to get her pussy back into the action. Given the vast size of the stallion's cock, she could only imagine what those balls on the other side looked like. Imagine the bone-shaking load they'd be able to fill a mare with. Well, soon she wouldn't have to imagine, as she was going to be feeling it punch into her womb...

It slid into her pussy with a much greater ease. There was still plenty of resistance, but this time it was more manageable. With no time to wait, Fluttershy began thrusting back and forth again with reckless abandon. She didn't want to beat around the bush any longer. She needed to make him cum - HARD.

And soon, he did. The cock-head flared yet again, the veins protruding to a violent extent. She was in mid thrust when the first jet of spunk poured into her, so Fluttershy quickly buried as much of the length into her as possible. Bracing against the far wall again, she held as firm as possible as the wave of spunk began. In it went, jet after jet, rapidly filling her uterus. Fluttershy began bucking hard against the stiff cock, working herself up into a frenzy as the seed poured into her womb.

"Nnngh!" The stallion began to groan.

"M-M-M..." Was he trying to say something?

"...Missy, you are simply fantastic, whoever you are!"

Fluttershy froze. It was her brother. Suddenly the whole atmosphere was dead. Alarm bells were ringing inside her head, and she was struggling desperately to yank herself free. She jerked forwards. Unfortunately, she hadn't quite thought it all through. Errant spunk had dripped free from the lips of her vagina, smearing the floor. Her hoof went straight into the small pool, causing her to lose all sense of balance. Down she went, before her head smacked against the opposite wall. Dazed, everything faded to black. The last thing she remembered was that thick cock, still buried in her pussy, still cumming.

By the time she'd re-awoken, her brother had long gone. Cum stained every inch of her body and her belly had easily swollen to twice its normal size. Her hair was filthy, her head was spinning, and her gaping pussy was raw. She felt terrible, but she couldn't deny the explosive orgasm had been insanely satisfying. In fact, the more she thought about it, the more she accepted it. Sure she was a mess, but she'd never felt anything like it. Of course, she had just been plowed (and most likely impregnated) by Zephyr, but she could probably come to terms with that. Heck, she'd come to terms with the idea of glory-holes pretty quick, so why not this?

Standing up, and trying her best to collect herself, she waddled out of the cubicle, ball-gag still held firm between her teeth. Half her fur was white, after all, so what was the point in trying to hide herself?