7:50.

Fluttershy’s eye twitched as she watched the second hand of the clock march steadily on, counting the seconds down to its inevitable conclusion.

At 8 am, the game would end.

And where was Pinkie Pie!? Was this all just some sort of sick prank? She was going to get Fluttershy all worked up, leave her alone for hours with no hope of relief, and then not have sex with her?

It wasn’t fair. It just wasn’t fair. Everypony else got to have sex with Pinkie Pie. What was so wrong with her that Pinkie would just exclude her from all the fun? She’d gone through the trouble of baking a muffin for her, so what was the point of that? Fluttershy had never felt so dejected in her life.

She’d run into the others. They all regaled her with the incredible stories of the ridiculous and improbable sex they’d been having. That wasn’t fair. Fluttershy liked ridiculous and improbable sex just as much as the next pony…

Fluttershy grunted in frustration as she pushed her penis down between her legs and shut them tight around it, the firm pressure providing some minor relief from the aching need she felt. It just wouldn’t go away. Ever since Pinkie’s lips had touched it, she couldn’t get it out of her head; The silky smoothness, gently sliding across her tender flesh, sending innumerable shivers and shocks all up and down her spine, and–

Fluttershy screamed. It was too much. She didn’t care about winning; That was pointless. She was promised ridiculous, improbable sex, and she was going to get it! She just had to be assertive, like Pinkie and Rarity taught her. She could do this.

Bursting out of the den, Fluttershy cast her gaze around the ground floor; Twilight, Applejack, and Rarity sat at the kitchen table sipping cups of coffee. Not helpful.

“Fluttershy!? What are you doing?” Rarity asked.

“Shouldn’t you be hiding? You’re the only one left!” Applejack said.

Fluttershy furrowed her brow. “So?”

“So if you don’t make it, we’ll all lose! You’re our last hope!” Twilight’s voice echoed with a sense of anxiety that just made Fluttershy angrier.

“So that’s how it is?” Fluttershy shot back, narrowing her eyes. “All of you get to have sex with Pinkie, but it falls to little old Fluttershy to win the game? Oh, don’t worry, she won’t mind, it’s not like she likes sex at all, she much prefers being left out of the fun!”

Fluttershy’s friends exchanged a quick look. “But…” Applejack raised an eyebrow, “don’t you care about winning?”

“NO!” Fluttershy shouted. “I care about taking this monstrosity that has been attached to my body and ramming it so far up Pinkie’s vagina she can’t even walk until next Summer Sun Celebration!”

Twilight, Rarity, and Applejack blinked.

“That’s some colorful imagery,” a giggling voice came from above.

Fluttershy looked up to see Pinkie leaning against the upstairs railing, her eternal smile present as ever. She narrowed her eyes and snarled. “Pinkie! Get down here!”

“Okie dokie lokie!” Pinkie chirped as she vaulted over the railing, landing in front of Fluttershy and winking. “So, you ready, then?”

Fluttershy glared. “I’ve been ready for hours!”

Pinkie smirked. “Sorry about that. But I saved juuuuuuuuuust the right amount of time for you!”

“Uhm,” Twilight interjected, “should we leave, or…?”

“Oh, NOW you’re gonna be bashful?” Applejack scoffed, shooting her a look out of the corner of her eye.

Twilight looked down at the floor and blushed. “That’s fair, but… you know… magic… mind control…”

Applejack rolled her eyes. “Whatever, let’s go find Rainbow. I’ve got some things to discuss with her.”

Fluttershy watched the other three leave and turned back to Pinkie, who rolled on her heels slightly as she whistled nonchalantly.

“So, how do you want to–”

Fluttershy didn’t even wait for Pinkie to finish her sentence before she was upon her, mashing their lips together in a furious assault. To Pinkie’s credit, she wasted no time in reciprocating, darting her tongue into Fluttershy’s mouth and exploring every inch she could. Fluttershy ran her hands through Pinkie’s hair, forcefully breaking through the tangles they encountered as they stroked through the luscious pink curls.

Pinkie giggled as Fluttershy pressed harder against her mouth, and Fluttershy felt her fingers slowly tracing down her abdomen, the light touch electrifying the whole region and causing her muscles to spasm. She disentangled one hand from Pinkie’s hair and grabbed her wrist, pushing it up against her flesh and forcing it lower, until she could feel her fingers poking at her waist band.

“You’re not wasting any time, huh?” Pinkie asked as she followed through on Fluttershy’s physical instruction, sliding her hand gracefully into her panties and gently stroking over the base of her shaft.

Fluttershy’s brain lit up with sensation, new muscles tensing as she sucked in air. Pinkie’s fingers curled around her girth, beginning a gentle, rhythmic tug and pull that she couldn’t help but to move in time with. Her breath shuddered out of her as Pinkie broke their kiss and moved her face to the side, licking at her jaw and ear. Fluttershy panted, grabbing onto Pinkie’s hips and sliding one hand down the small of her back, slipping her fingertips under her skirt and pressing downward. Pinkie squeaked as the firm flesh of her ass greeted Fluttershy’s phalanges, sending fresh waves of pleasure up through her arm. Fluttershy gently moved her other hand underneath Pinkie’s shirt, pushing up far enough for her to trace the sloping curves where Pinkie’s breasts met her ribcage.

Pinkie grabbed Fluttershy’s wrist and pushed it up until she could feel Pinkie’s nipple poking her palm, firm and perky as a pencil eraser. Fluttershy’s penis felt as hard as a diamond, barely sated by the gentle stroking Pinkie provided. The way her ass and tits pressed against her hands, yielding to every rub and squeeze she offered them, just made it worse. She needed more.

If you want to insert, you’ve got to assert!

Fluttershy pushed forward, rolling on top of Pinkie as they landed on the kitchen table. She broke her hands away from their tactile prisons and grabbed Pinkie’s panties from under her skirt, pulling them down around her ankles and leaving them dangle there. Pinkie squealed with delight as Fluttershy stepped in between her legs, shedding her own undergarments and lining up her penis with Pinkie’s folds.

“Do it,” Pinkie whispered. “If you fuck me now, I’ll become stronger than you can ever imagine.”

Fluttershy paused. “What?”

Pinkie giggled. “Nothing, just doing a bit. Come on, put it in me already!”

Fluttershy plunged her hips forward, burying her shaft deep within Pinkie’s vagina. The feeling of her flesh pressing up against Pinkie on all sides was like nothing she’d ever experienced. Her knees shook, barely able to support her own weight with all of her senses failing to register anything but the beautiful woman currently wrapping her arms around her, pressing her pelvis further up against her own, burying her penis all the way to the hilt.

As the initial shock wore off, Fluttershy started thrusting, slowly at first and growing more rapid by the second. Pinkie squeaked and moaned with each motion, and before she knew it Fluttershy realized she was making just as much noise herself, the maddening strokes of Pinkie’s inner walls pulling every rational thought from her mind as the slapping of her hips against Pinkie’s thighs echoed around her.

Fluttershy could feel her brain melting as Pinkie’s lips found their way to her collarbone, planting tiny, rapid kisses all the way up her neck and across her jaw until she once again felt her tongue entering her mouth. She kissed back fervently, pushing her tongue against Pinkie’s and reveling in the feeling of them sliding across each other.

Fluttershy closed her eyes and panted heavily as she felt the magic welling up in her loins. She was close. The hours of torture had paid off; It was about to come to an end. Just a few seconds more, and she’d be done.

Nnf!

The magic kept building.

Mrph!

Any second, it would explode.

Hnn!

Any second–

Bong! Bong! Bong! Bong! Bong! Bong! Bong! Bong!

Fluttershy thrusted forward into–

Into… air?

Fluttershy blinked. Pinkie was gone. She looked around her rapidly and saw confetti falling from the ceiling, balloons floating around her, and multi-colored strobe lights firing off in every direction.

“Congratulations!” Pinkie shouted, appearing amidst the sea of balloons and confetti, “You win, Fluttershy!”

Fluttershy blinked. “What?”

“It’s over!” Pinkie cheered.

Fluttershy’s body shook. “But… but I didn’t come yet!”

“I know,” Pinkie grinned. “That’s why you won!”

Fluttershy blinked again. She opened her mouth, closed it, opened it again, and closed it again, sitting down against the table and placing both hands at her crotch.

Her penis throbbed with displeasure.

Fluttershy whimpered. She heard a door open, and a moment later Twilight, Rarity, and Applejack walked in, Rainbow Dash slowly following them and looking nervous.

“What happened? Did she make it?” Twilight asked.

“Yep!” Pinkie giggled. “It was close though, right down to the wire! Another couple seconds and she would’ve bust her nut all over the place!”

Fluttershy whimpered.

“Great work, Sugarcube,” Applejack said as she slapped Fluttershy on the back. “I knew ya had it in ya to keep it in ya!”

Pinkie giggled. Fluttershy whimpered.

“Well that’s great,” Rainbow said from off to the side, “but I’m pretty bushed from staying up all night. I’m gonna go hit the hay. Gnight!”

“Not so fast!” Applejack shouted, jumping in front of the door. “Sounds like somebody’s forgetting about something.”

Rainbow chuckled nervously. “What? I’m not forgetting anything…”

Applejack smirked. “Really? You’re gonna welch on our bet?”

Rainbow contorted her face for a few moments before sighing, slumping her shoulders, and slouching back towards the rest of the group. “No…”

“Yeah! Fluttershy’s all worked up, you can’t just leave her here with this huge boner!”

Applejack and Rainbow turned to look at Pinkie.

“Uh,” Applejack started, “our bet had nothin’ to do with Fluttershy.”

“It didn’t?” Pinkie asked.

“No,” Applejack shook her head, resuming her cocksure grin, “our bet was that since Rainbow caved first, I get to… How should I put it? Pillage her cellar door?”

Pinkie tapped her chin. “No, that’s not right.”

“Yes it is!” Applejack frowned. “Tell ‘er, Rainbow.”

Rainbow groaned. “Yeah, Pinkie, that was the bet…”

“But that wasn’t the bet!” Pinkie said.

“How would you even know?” Applejack asked, furrowing her brow.

Pinkie laughed. “Please.”

Applejack sighed. “Alright, fine, so in your little Pink world, what was our bet?”

Pinkie smiled. “You bet that whoever caved would give the winner anal sex.”

“Yeah, and I won the bet. Where are ya goin’ with this, Pinks?”

“You didn’t say whoever won the bet, though.”

Applejack paused as she thought back to the conversation she and Rainbow had the previous evening.

“So… yer sayin’... Fluttershy…?”

Fluttershy stopped whimpering. “What?”

Pinkie giggled and nodded.

Applejack looked to Rainbow, whose eyes were wide open, and then Fluttershy, who looked just about as shocked. “Well… Okay, I guess that’s almost as good as gettin’ to do it myself…”

“You do, though.”

Applejack cocked her brow. “Now hold on a sec’, I thought ya just said Flutters gets to put it in RD’s arse. Stop changin’ yer mind!”

Pinkie sighed. “Really AJ? Do I gotta spell this out for you? Your bet was that the winner would get anal from whoever caved.”

Applejack frowned. “Right, and Rainbow caved first, so–”

“Whoever caved. Period.”

Applejack opened her mouth to retort before a shiver ran down her spine. “Wait, what!?”

Fluttershy gasped. “So, I’m supposed to…”

“But– But– But–” Applejack stammered.

“Yep!” Pinkie cheered. “Fluttershy gets to put it in your butt!”

“HAH!” Rainbow erupted in laughter. “That’s what you get, Apple-snack!”

“She gets to put it in your butt too, Dashie,” Pinkie giggled.

“Oh… right,” Rainbow groaned.

Pinkie sidled up next to Fluttershy and nudged her with her elbow, whispering, “Told you I saved just enough time for you.”

“W-Well,” Applejack said, coughing into her hand, “She should fuck Rainbow first, since she caved first.”

“Bullshit,” Rainbow “You’re the one who wanted it to be anal! You should go first!”

“Girls, please, Auntie Pinkie Pie has it covered!” Pinkie said as she pulled a blue muffin from her hair and stuffed it into Fluttershy’s mouth, gently holding it closed and rubbing her neck until she swallowed, then started coughing violently.

Applejack and Rainbow watched as Fluttershy’s already blushing face turned into a deeper crimson as the seconds passed by.

“Did you just… feed her a second muffin?” Applejack asked.

“Does that mean what I really hope it doesn’t mean?” Rainbow cringed.

Slowly, Fluttershy lifted up her skirt and looked down.

It did. Fluttershy had two penises.

If controlling herself with one massive erection was hard, the effect of having two at once – which, Fluttershy just wanted to remind herself, should have been impossible – was absolutely impossible. The members bounced off each other as she moved her legs, standing out from her crotch and firing off too many nerve endings to count.

Pinkie sat down next to Twilight and Rarity and giggled as she grabbed a handful of popcorn from a bag that had appeared from nowhere. “So, now that we’re all on the same page, I believe I was promised a show?”

Applejack and Rainbow shared a resigned look before turning to Fluttershy, who was still staring down at her now twin penises in silence. “Uh, you know, ‘Shy, you don’t hafta do this,” Applejack said.

“Y–Yeah!” Rainbow nodded rapidly. “Uhm, we could give you blow jobs! Like, two at once! It’d be super great, and not involve our butts at all!”

Fluttershy finally looked up and narrowed her eyes. “Get on all fours.”

Applejack and Rainbow each swallowed hard and did as they were told.

Rainbow could feel the sweat beading on her brow as she waited there, staring at the wall. She could hear Fluttershy’s foot steps behind her, coming closer. Any second, she was going to do it.

She just had to grin and bear it. At least Applejack was going to get the same treatment. That made it better. Didn’t that make it better?

Fluttershy stared down at her friends’ rumps wiggling nervously before her and smiled. “Spread your legs. Please.”

It took a moment, but they did as they were told.

Fluttershy placed one hand on their opposite hips and pressed them together so that their sides were touching. With their legs spread, she could just barely see the tiny holes peeking out from between each of their cheeks.

She thought for a moment as she hovered behind them, lining up the heads of her penises with their targets. She should really deliver a one-liner, shouldn’t she? Something really punchy, to drive the point home. Fluttershy was never really good at that, though. But that was okay. This moment wasn’t about saying something cool.

It was about getting off in the most ridiculous, improbable way possible.

“PUT IT IN ALREADY!” Pinkie shouted.

“I can’t watch,” Rarity said as she covered her eyes with her hands, but spread her fingers enough to see through them anyway.

“I think after tonight, I really have seen it all,” Twilight sighed.

Fluttershy giggled. “Are you ready, girls?”

Applejack and Rainbow gave the tiniest nods possible.

Fluttershy thrust her hips forward.

All over Ponyville, two very recognizable screams echoed through the morning air.

The first thing Fluttershy noticed upon entering her friends – aside from how strange it was to feel both of their insides at once – was how different this was from when she had penetrated Pinkie’s vagina. It felt tighter, and rougher; Different, but good. The squeaks of agony and furious panting coming from Applejack and Rainbow Dash didn’t hurt, either. She had to give them credit though, they barely budged an inch, even with her hips slapping against their ass cheeks hard enough to give a satisfying Thwack with each impact.

“Atta girl!” Pinkie cheered. “Really give it to ‘em! Make ‘em squeal!”

“I’m sorry, Flutter–Ip!–shy!” Rainbow cried. “I’m–Ah!– sorry for ev–Hf–ery stupid–Ach– thing I’ve ever–Hnng!– said to–Erk!– you, ev–Ow!–ery ti–IIIIIII–me I b–RRRRRG–blew off help–ING you with–Agh!– your ani–MALS to take–Hanh!– a nap!

“Me too!” Applejack added, nodding furiously and grimacing. “Guh! What she–EEEEE said!”

Fluttershy laughed. No, Fluttershy cackled. “No more talking!” She shouted, increasing her pace, reveling in every little thump and thwack her skin made as it bounced off their posteriors, every stroke of her flesh against their insides. She took her hands off their hips and grabbed each of their manes, pulling sharply until their hands lifted off the ground, eliciting fresh squeaks from her victims and cheers from her audience. Well, from one member of her audience. The other two were apparently too mortified to make any sound.

Fluttershy moaned with pleasure as her penises slid in and out at this new angle, the added tension changing the feeling just enough to keep it interesting. She could feel their rectums stretching to accept her girth, gripping tightly as they clenched and unclenched in spasms.

The magic had started building again. Her orgasm was approaching. Of course, she didn’t want to let this experience be only pain for her friends. She wasn’t a monster, after all. Fluttershy released their manes and moved her hands down between her friends’ legs, quickly finding their clitorises with her fingertips and pinching lightly.

Applejack and Rainbow each sucked in air and moaned at the contact, bringing a fresh grin to Fluttershy’s face as she continued thumping against their backsides. Her fingers moved quickly, deftly, around their buds, poking and prodding at every inch of their exposed folds, now hearing squeaks and squeals of pleasure more prominently mixed with those of pain.

“You’re being very good, girls,” Fluttershy said. “I’m going to come soon; would you like to join me?”

It was hard to tell with all the ancillary movement generated by their bodies repeatedly colliding, but Fluttershy could see they nodded. She increased her pace, both in hips and fingers. They moaned and panted, squeaked and squealed, and shook with every motion.

The magic was ready to burst. Fluttershy returned her hands to her friends’ manes and grabbed on, pulling backward as she thrust her hips forward for all she was worth. They cried out as her arcane seed fired into their bodies, sending innumerable waves of ecstasy all throughout her body, overwhelming her senses. Rainbow and Applejack clearly felt it too; They clenched their muscles tight around her penises, only adding to the immense pleasure she felt as she emptied her reservoir of energy into their bodies.

Fluttershy clenched her muscles as the last few drops squeezed out, letting go of her friends’ manes and letting them fall to their stomachs in front of her, panting and wheezing in an exhausted, sweaty mess. As the endorphins and dopamine finished flooding her mind, Fluttershy felt her knees wobble until they gave way, causing her to land on top of them.

Popop!

Fluttershy closed her eyes and took deep breaths.

It was over.

She’d won, and it was over.

Fluttershy sighed with satisfaction. It had been just as ridiculous and improbable as she could have hoped.

“Wow,” Pinkie said as she strode over to her fallen friends, “that was totally the best live anal sex show I’ve ever seen!”

The three of them panted in response.

“Need a hand?” Pinkie offered, and helped each of them slowly to their feet.

Rainbow and Applejack rubbed their bottoms gingerly as they staggered over to the kitchen chairs, but they each appeared to think better of actually sitting down.

Pinkie scooped up Fluttershy’s discarded penises and giggled, scooping some of the lingering liquid off with her finger and tasting it. “Mmmm, Lemon! I was a bit worried it’d be banana.”

Rarity wretched. “Pinkie, those were inside their posteriors.”

Pinkie giggled. “It’s alright, they’re magic! They always stay clean.”

Rarity gagged anyway.

Fluttershy twiddled her thumbs and blushed. “Umm… I hope that wasn’t too bad for you two.”

“Nah,” Applejack said with a grimace. “Barely hurt.”

Rainbow nodded slowly, eyes clenched tight. “Yeah, honestly felt just like normal…”

Pinkie snorted. “Liars.”

“That’ll teach us to make bets, huh?” Applejack nudged Rainbow with her elbow before losing her balance and almost falling.

“Yeah,” Rainbow agreed, still rubbing her ass.

Curious, she chanced a peek at Applejack’s bum. She couldn’t tell where her cutiemark ended with how red it was. Hers was no doubt the same.

“I’m gonna… I’m gonna go take a nap to end all naps,” Rainbow said, waddling slowly towards the door.

“Me too,” Applejack said. “This has been… fun, I think.”

“Yeah,” Twilight said, stifling a yawn. “I think we all deserve a pretty good sleep after… this.”

“Are you sure?” Pinkie asked. “I still have some muffins left.”

“NO!” Five ponies shouted in unison.

Pinkie giggled. “Alright. Oh! Do you want your penises? As souvenirs?”

The other five exchanged some quick looks and blushed. “Uh… No. Why don’t you hold on to mine, Pinks?” Applejack said slowly.

“Yeah, uh, mine too,” Rainbow chimed.

“Yes, that would be best, I think,” Rarity agreed.

Twilight and Fluttershy nodded.

“Okay,” Pinkie said, taking them and stowing them in a small pink box.

“Uh… so what are we doing next week?” Fluttershy asked from the table.

“Oh!” Twilight’s eyes lit up as she rushed up to her room and teleported back down holding an old dusty cardboard box. “I actually have something I think we should do next week!”

“What is it?” Pinkie asked, hovering over her shoulder and eyeing the box.

Twilight smirked. “We’ve played Dungeons and Dragons together a few times, and you all enjoyed it, right?”

The other five nodded slowly. “But weekends are for sex parties, Twi,” Pinkie said.

“I know. That’s why next week we should play…”

Twilight paused to blow the dust off the box.

“... Towers and Tentacles.”

~Fin~