Until the Choker Breaks

by Captain_Hairball

Rating: mature
Tags: Applejack, Porn, My Little Pony: Friendship is Magic, Fluttershy, Shining Armor, Sex, Twilight Sparkle, Profanity, Big Macintosh
Length: 3933

Fluttershy and a few friends embark on a grand sexual experiment.

Rainbow Dash tried to break Fluttershy's choker with a strap-on but failed. So now she's convinced a couple of her friends to bring their brothers to give it a try. Can Big Macintosh and Shining Armor do the impossible? Will everypony remember what they're trying to accomplish, or will it all degenerate into one big orgy?

Actual trigger warning for incest.

Kink list: Maximum Captain Hairball. Bisexual horse sex in all combinations, throatfucking (obvs), anal, spitroast, felching, cum play, cum inflation, drunk sex, double oral, light male objectification.

Edited by Scoots, Olden Brony, and Zontargs

Cover art by mlpanonart dot tumblr dot com; has very tiny ahem NSFW element so no link.

Published 2018-03-26 15:40:07 UTC
Last updated 2018-03-26 15:40:07 UTC

Please?

Fluttershy peeked out from behind her bangs, looking timidly up at Big Macintosh and Shining Armor.

“Are… are you sure this is okay with everypony?” said Fluttershy, trembling on her long, thin legs. She was wearing nothing except for a white lace choker around her slender throat.

“One hundred percent moral and aboveboard,” said Twilight, levitating the paperwork out of her saddlebags to review. “Notarized permission forms from wives, sisters, and marefriend are on hoof. I’ll have Pinkie file them when we’re done.”

“I'm… more or less okay with it?” said Shining Armor. “Honestly Twily, this is really strange.”

“Eyup,” said Mac.

Twilight looked up at her brother and huffed. “It’s a perfectly legitimate friendship experiment,” she said, fluffing her wings imperiously. “I myself give it my royal imprimatur.”

“Plus it’s gonna be hella fun to watch,” said Applejack, who was sitting on some hay bales along the side of the barn, leaning against Rainbow Dash. They were passing a jug back and forth with three ‘X’s painted on it.

“Yeah, that choker doesn’t stand a chance against you two,” said Rainbow, nudging Applejack in the side.

“Dead to rights,” said Applejack.

Shining Armor narrowed his eyes. “So walk me through it again. Those two were…”

“I was using a strap-on on Fluttershy,” offered Rainbow Dash. “And she wanted me to do an ass-to-mouth on her. And I’m like ‘whatever, as long as you brush your teeth before you kiss me again.' And she was like…”

“If I could explain?” said Fluttershy. “I don’t mean to interrupt, but I think the colts might enjoy a more… sensual explanation.”

“Fine, fine,” said Rainbow, taking another swig. Shining Armor wrinkled up his nose. Whatever was in the jug smelled like apple slops mixed with paint thinner.

Fluttershy stepped up to the two stallions. She was blushing, but her she held her tail high. As she spoke, she leaned up against their legs, rubbing her sides and flanks against them in a figure eight like a cat hungry for caresses. “She rolled me onto my back with my head over the edge of the bed, and she flapped up over me, so big and strong…”

“Big? She’s half your size,” said Shining Armor.

“…and she pushed her toy into my face, and I licked it, and I said, ‘Rainbow, I need you! Fuck my throat until the choker breaks!’ And she rammed it into me! So deep! She used me like I’d never been used before! Until we were both shaking and raw!” She stepped in front of Shining Armor, laid her hooves on his chest, and looked up at him. “It was… transcendent bliss!”

“How nice for you,” said Shining Armor, leaning away from her awkwardly.

“But the choker didn’t break,” said Fluttershy. “I was very disappointed!”

“But Fluttershy’s strap-on is the biggest toy any of us have!” continued Rainbow Dash. “Except for the Ass Assassin, and if Fluttershy tried to deepthroat that, her head would peel open like a ripe banana.”

“Graphic,” said Shining Armor, wincing.

“But we've got brothers,” said Applejack. “Brothers who are hung like a couple of country metaphors.”

“Larger than the strap-on, but smaller than the Ass Assassin!” said Twilight. “And nopony ask how we have such detailed data on our brothers’ penis sizes. It’s just a thing we happen to know!”

Shining Armor and Big Mac looked at each other sidelong. “No judgment?” said Shining Armor.

“Nope,” said Mac. He raised a hoof. Shining Armor bumped it.

Fluttershy reached up to tap on his face. He looked down at her. She stood up on her hind legs and kissed him on the lips. A shiver passed through his body.

Fluttershy was a very attractive young mare. He tried not to perv out on his sister’s friends. He liked his mares tall and slim, obviously, and while Fluttershy wasn’t near as tall as Cadence, she sure was willowy. Willowy, except in the back. In back, she was extremely thick. One of his forehooves twitched towards her flank, then drifted away. Fluttershy grabbed it and placed it on her croup. He rubbed his frog against her soft coat, pushing down on her pillowy rump. His hoof just kept sinking in. Damn.

Her little tongue poked into his mouth. He wrapped his lips around it and sucked. She moaned into his mouth and melted against his chest. She was so sleek and delicate he felt like she might blow away in the breeze. He ran his hoof up her side, over her ribs and into the pit of her wing. She clamped her wing down on his hoof. He was astonished how strong her wing was.

“You gonna get in there, Mac, or you just gonna stand around with your mouth hanging open and your dick hanging out?” taunted Applejack.

Shining Armor opened his eyes to look sideways at his friend. He wanted to keep making out with Fluttershy — her little tongue made his lips tingle — but she turned to look at Mac, leaving his lips flapping in the empty air.

“It’s all right,” she purred, “you’re allowed to touch me.”

Mac slid his big hooves over her slim little body, from the slight swell of her chest, over her sleek tummy, down to the not-very-sleek swell of her hips. She pushed her mouth against his, and they started slurping on each other’s tongues. Shining Armor left them to it. He didn’t want to interrupt them, and anyway, Fluttershy had another end. He nosed aside her mane and kissed her withers, then down her spine, and over her croup.

She flicked her tail up over her back.

Shining held her tail down with one hoof and pulled one cheek aside with the other. He licked her dock, wetting it down, then moving down her crack to her sweet little ponut. This was supposed to be an oral adventure, but there was no reason not to take his time. Anyway, Rainbow had mentioned she liked ass-to-mouth and…

He gasped in surprise as Fluttershy’s ponut opened up to him like a decadent yellow orchid.

“I know how to wink,” she said, looking over her shoulder at him and blushing. “Do you like it?”

Shining Armor didn’t answer in words. He answered by licking the inside of her pucker, running his tongue over her silky pink flesh. Immaculately clean. “I need to be inside of it.”

“Pit crew! Lube!” said Twilight.

Applejack and Rainbow set down their jug of rotgut and picked up a mason jar of clear goo from the base of the hay bales. Shining Armor yelped in surprise as they scrambled under his undercarriage and started oiling up his mottled cobalt-and-cyan shaft.

“Easy! Easy!" he yelped. "Twilight, I’m afraid I’m gonna squirt before I even get it in her!” This was too exciting. Fluttershy’s beauty, the smell of all the mares and the presence of the hottest stallion he’d ever seen outside of a mirror was getting to him. Forget about breaking the choker, he was in danger of breaking his hard-to-floppy speedrun record.

“Don’t worry, Big Brother Biggest Fag Forever. I’ve got an array of potions ready. Refractory period won’t be an issue.”

“That’s… comforting I guess?” His hips thrust forward of their own accord, ripping his cock out of the pit crew's hooves and deep into Fluttershy’s ponut. She shouted and corkscrewed back onto him. She was unbelievably tight, but he slid right into her, going and going. Her body hugged him like a bootylicious yellow glove, clinging to every tiny detail of his shaft. His balls rammed her ass cheeks. How did Fluttershy have room for him? Her torso was only a little bit longer than his dick! Was she transdimensional inside?

“Oh! Harmony! I love being fucked up the ass!” she groaned in her sweet little voice, head resting on Mac’s chest.

That was too much. Shining’s balls clenched and pleasure shook his body. Cum started spurting into her, so hard it made his cock pulse. It filled her insides until he was pushed out by the pressure of his own jizz. He plopped down on the barn floor on his ass, staring in humiliation at his floppy hose. “I’m so sorry. This usually doesn’t happen!”

“You always did have a hair trigger,” said Twilight, handing Rainbow Dash a potion.

Rainbow made him drink the stuff — it tasted like powdered chalk and fake cherry flavor, disgusting — while Applejack tilted back her hat and wrapped both forelegs around his dick.

“You know where that's been, right?” said Shining, feeling both disgusted and aroused by watching her rub her freckled cheek against his slimy shaft.

“Partner, Fluttershy’s ass is so clean you could eat out of it. Ask me how I know.”

Shining Armor ignored her and looked up at Mac and Fluttershy. She’d turned around, and was taking him anally, too. Face down in the straw, butt cheeks in the air, speared by Mac’s fat magenta shaft. Mac was staring down at her with an expression of worshipful awe on his face, mouth open, drooling slightly.

“Fluttershy!” scolded Twilight. “We’re supposed to be trying to break the choker, not your pelvic girdle!”

“Sorry,” she mumbled. “It just feels so good!”

Shining Armor was hard again. He pushed Applejack away and scooted over to Fluttershy, heart hammering at his ribs at the prospect of being inside of her again. She popped her pretty lips over his dripping flare and hummed cheerfully as she sucked it into her throat. Shy though she was to the world at large, she was fearless and relentless about sucking cock. She pushed down, heedless of her own gagging, mashing Shining’s flare against the opening of her throat until it went in. She pushed further down, gagging loudly all the way.

“Whoa! Easy!” said Shining Armor, stroking her hair out of her eyes. “Don’t hurt yourself!”

“I like it,” rasped Fluttershy, taking a break before diving back down onto his cock again. She sucked so hard it made his cock hurt, and every time she swallowed, her throat closed around him, milking his shaft like some machine out of Applejack’s dairy barn. He slid his hooves over her throat. He could feel himself through her skin. The choker was stretching, sure, but its clasp was holding. This was going to take a lot of work.

Above them, Mac was working hard. Sweat glistened on his short-trimmed coat, running in little rivers between his powerful chest muscles. Shining Armor was in a perfect position to see just how wide he was spreading Fluttershy’s ass — his cock was pressing on her cheeks, denting them in around it! Shining pulled her cheeks apart with his hooves, and Mac thrust deeper until his balls were slapping her pussy. How was this possible? Fluttershy must be made of rubber; it was the only explanation. The sight made him pump his hips into Fluttershy’s face, jamming inches of cock into her wide-stretched little mouth. She arched her back and pressed her head forward.

Shining had to admit the potion, as bad as it tasted, had a pretty good effect. He was horny as a wild gryphon, but calm and laidback. He felt like he could hold his cum forever.

Or, he did until Mac’s hips started to shake. The big, beautiful stallion let out the silkiest moan and jammed himself so deep into Fluttershy’s ass that he mashed her nose into Shining’s pubic fluff. Mac held position, shaking, teeth gritted, as he let out what must’ve been the most copious load ever seen by ponykind.

Mac pulled out of Fluttershy’s butt slowly, wincing with sensitivity. Cum welled up around him, some of it trickling down her back to pool up between her wings. Holy Harmony she was full to the brim! Her gaping ass was like a chalice full of Mac and Shining’s mixed seed.

Shining wanted to drink it. He leaned forward. “C-can I?”

“Eyup,” rumbled Mac, staring at Applejack in lustful fascination at his sister strutted over to him on her hind legs, holding another potion and shaking her rock-hard Apple family booty.

Shining leaned down and took a lap of the cum in Fluttershy’s ass, stirring together cider-flavored cum with his own coffee-and-chocolate mix. He slurped a mouthful out of Fluttershy’s immaculate anus. There was more here than he could ever drink. He felt his balls tightening again. Pleasure burned in his lower belly. Fluttershy’s hot, tight throat felt so good around him! He rubbed her fat ass cheeks as he drank cum from her body, and before he knew it his mind went white with pleasure. Fluttershy’s throat flexed rhythmically around him, draining every drop of cum down into her belly.

The two of them slumped down together into a pile of soft fur and spent lust. He licked sweetly at her cutie mark. “Are you having a good time?” he asked.

“I’ve come four times so far, without touching myself,” said Fluttershy proudly. “Four times!”

Shining Armor raised an eyebrow. That seemed unlikely, but if she said so. She wriggled her body against his chest, and fluffed her wings cutely, getting comfortable.

“How’s that choker coming along?” said Twilight, ruining the mood.

“Still intact,” said Rainbow, flapping over to have a look.

Twilight rolled her eyes and groaned. “Okay, I’ve got to lay down the law. No more anal. Or vaginal. Or wingjobs, hoofjobs, hotdogging, nosefucking, any other hole or crevice you filthy little animals can find. Throat only, got it?”

Mac, cheeks flaming with shame as he watched his sister licking and sucking him back to hardness, nodded.

Shining Armor stood up. Twilight beckoned him, holding up another potion and lying back on her hay bale with her legs spread. Shining Armor stepped towards her, feeling ashamed himself. His sister displaying herself like that shouldn’t turn him on, but it did.

“Drink up,” said Twilight. “Then fluff yourself up with some good, old-fashioned sister pussy.”

“This is wrong, Twilight,” said Shining.

Twilight stroked his cheek with her wingtip. “You say that every time. It’s so cute.”

The potion tasted just as bad the second time. He swallowed it, then leaned over to kiss Twilight.

“I love you, Big Brother Best Fuck Forever,” she purred, pulling his flare towards her with her hind hooves.

“I love you too, Twily.” He bucked forward slowly, savoring the sweet, familiar sensation of his sister’s cunt embracing his cock. He put his hoof on her plump little belly so that he could feel himself moving beneath her flesh and groaned with lust and shame.

Behind them, Macintosh moaned. Applejack had led him back to where Fluttershy was draped on her back across a hay bale with her head hanging over the edge. Rainbow was between her thighs, smacking and slurping as she enjoyed her marefriend’s pussy. Mac was on his hind legs, leaning on his sister for balance, watching his flare slide back and forth in her throat, plucking at the band of the choker over and over. Fluttershy’s eyes were rolled up into her head. Both pegasi's wings were spread wide and one of Fluttershy’s hind legs was twitching.

“Mac, try to get that thing broken so I don’t have to give up my fucktoy, okay big guy?” said Twilight.

Mac groaned incoherently. Shining watched the other stallion's beautiful hips move. His beer belly jiggled. God, what a stud.

Macintosh stroked Fluttershy’s chest ruff. His mouth was hanging open like he couldn’t believe this was happening. Then Shining couldn’t believe his eyes: the choker shifted. “Twily! Twily! It's happening!”

“Turn me around so I can see!”

Shining Armor lifted Twilight and sat down on her hay bale so that she was sitting in his lap, facing away from him.

“You’re doing it, Mac! We believe in you!” shouted Twilight, waving her hooves.

Fluttershy’s hind legs twitched spasmodically. Her wings flapped, and her whole body arched and rose off the hay. Now that was a mare cumming. Mac bellowed and thrust his cock balls-deep into Fluttershy’s snout. His flare stiffened visibly under her skin! About three inches below the choker. He stood there, gasping and shaking, for almost a minute, then slumped to the barn floor. His limp hose slid out of Fluttershy’s face with a pop, spraying spit and cum everywhere.

“It didn’t break,” moaned Fluttershy.

“Your turn, Shiny,” said Twilight, regretfully patting his knee.

Shining Armor popped his sister off the end of his cock, got down on all fours, and walked over to Fluttershy. Applejack’s barn was a mess — cum, lube, and vaginal goo glistened all over the floor. It stank of sweat and sex. Fluttershy, smeared and shaking, her belly swollen with his and Mac’s loads, looked even more beautiful than she had when they’d started.

Shining leaned down to kiss her. Her kiss tasted like apple-flavored cum. Then he reared up and plunged into her face. He tried to be precise, sliding his flare back and forth under the choker, which was now hanging on by a few threads near the clasp.

Rainbow Dash was still licking away hungrily between her thighs. Fluttershy spasmed again, squirting Rainbow’s snout with mare goo. Her throat clenched around Shiny’s dick. He steeled himself. He had to be strong. He bobbed his hips, pulling back and shoving through the choker with every thrust. Sweat poured down his forehead, blurring his vision. Twily, Mac, and Applejack watched in awe.

“It’s down to one thread!” said Twilight, stroking his ass. “You can do it!”

“It's not working,” whimpered Shining. “Not that I’m not enjoying this, but… mother of buck that thing’s sturdy.”

“Rarity made it for her. I don’t always get that mare, but when she makes something, she makes it to last,” said Applejack.

“Maybe a good idea not to tell Rarity what we used it for," said Shining.

Fluttershy tapped Shining Armor three times on his thigh, the signal to pull out. Ropes of spit spilled from her mouth as he pulled back, splatting across her snout and eyes.

“Are you okay?” said Shining Armor.

“Both,” rasped Fluttershy. “Both of you in my throat at once,” she begged, forehooves bobbing together in front of her chest in a pleading gesture.

“Is that even physically possible?” said Shining Armor.

“Eyup,” said Big Macintosh, rolling over onto his back in the hay.

“Just leave it up to good old Apple family engineering know-how," said Applejack. "Shiny, why don’t you climb up on Mac there and grind away on him like you know you want to.”

Shining Armor blushed. “If Mac doesn’t mind...”

Macintosh grinned. “Nope.”

Shining Armor settled his thighs athwart Mac’s, hind legs trembling with anticipation. Mac was lying on his back on the barn floor. Shining was on top of him, leaning up so Fluttershy would have room to get in between them. Not much room, but she was skinny. Balls on balls, sheath on sheath, shaft on shaft. “Oh Harmony,” he groaned, unable to keep himself from thrusting against Mac’s huge, silky dick.

“You’re awful pretty, Princess,” said Mac, reaching up to stroke his cheek.

Shining Armor found himself tongue-tied. He looked down at the bigger stallion, grinning like an idiot.

“Don’t get too gay, you two,” said Applejack. “We still gotta get Fluttershy on there.”

“Are the two of us together really smaller than the Ass Assassin?” said Shining. His hips were thrusting away like they had a mind of their own. He watched Fluttershy as she sat down next to them, looking at their cocks like they were a plate full of strawberries.

“They are, actually. It’s an extremely large toy. Um... may I?” She said, leaning forward hopefully.

“Absolutely,” said Shining Armor. He was really curious about this Ass Assassin toy and if she actually used it, or it was just some kind of conversation piece. But those questions could wait.

He willed himself to hold still as Fluttershy nuzzled up to the ends of his and Mac’s cocks. Applejack and Rainbow came in on either side, rubbing more lube into their shafts. Fluttershy started licking and kissing their flares. She took a mouthful of Mac’s cockhead, then popped off to suck Shining’s, pushing them together with her hooves.

“C’mon Flutterslut. You can do it,” encouraged Rainbow.

Shining closed his eyes, just savoring the feeling. This whole endeavor was ridiculous; it would never work. But damn was it fun to try. Mac’s cock, Fluttershy’s talented lips and tongue, the feeling of being wedged against another stallion inside a young mare’s hot mouth...

Wait, what?

He opened his eyes and looked down under his belly. Mac was staring, mouth open, at Fluttershy, who had... well. He couldn’t get as good a look as he wanted, but he could see that her cute little mouth was stretched around both their poles.

She scrambled up Mac’s chest, shoving her ass in his face, and pushed herself forward. She made loud choking noises as she did; Shining could feel the space around his and Mac’s cocks tightening. Powerful muscles clenched his flesh when she swallowed. He stomped his hind hooves excitedly, wanting to thrust, but afraid of hurting her.

Mac started licking her ass. Shining couldn’t see if he was eating her pussy or rimming her, just that his thick red nose was pushing her ass cheeks aside as he chowed down on her bottom. Fluttershy let out a loud, strangled cry, accompanied by a soft popping noise.

Shining reached down to stroke Fluttershy’s neck, afraid they’d killed her. She was definitely still moving. He could feel both cocks clearly through the thin flesh of her neck; her throat was distended grotesquely to let them both in.

What he didn’t feel was the choker.

“Find it. Find it! Where did it go?” said Applejack.

“I can’t!” said Rainbow, poking around annoyingly around Shining’s balls.

“It definitely broke, though. It might be in the next county, for all we know,” said Twilight.

Shining ignored their voices. He began to thrust slowly, his frog resting on Fluttershy’s throat so he could feel himself move. The sensation was overwhelming. Mac’s cock pulsing under him, Fluttershy’s punishingly tight throat bearing down on him, the sheer perversity of the act — it went way beyond any silly choker stunt. He could get addicted to this.

Fluttershy was the first to cum. Whatever Macintosh was licking, it must’ve been a good spot. She let out a strangled yelp, her little yellow cocksleeve of a body jerking spasmodically between the two stallions. Macintosh began to cum seconds later. His flare thickened and pulsed under Shining’s. Shining could feel every squirt passing through his shaft as he sprayed into Fluttershy’s belly.

“Fuck! Fuck!” Shining roared and rammed his belly down on Fluttershy’s face. His balls burned with pleasure and he jerked his hips back, worried his flare would hurt Fluttershy. He exploded in her mouth, cum filling the tiny space and overflowing, soaking Macintosh’s balls with his cum and her spit.

Macintosh pulled her trembling body off his cock. Sex slime dripped down her chin onto her cum-swollen belly. The two stallions cradled her together, holding her between their chests, stroking her and asking again and again if she was okay.

“Amazing. Amazing,” was all she could say.

“Found it,” said Twilight. “All the way behind this hay bale!”

Shining looked up. Twilight was flapping over them, holding up a lacy scrap of white fabric, limp with spit and sweat. The buckle was nowhere to be seen.

“Wow,” said Shining. “We actually broke it.”

“Eyup,” said Macintosh.

“Yay,” said Fluttershy.