Just My Luck

by Megapone

Rating: mature
Tags: Slice of Life
Length: 7798

Applejack and Big Mac give Troubleshoes a reward for all his help at the rodeo.

Troubleshoes is more than eager to help fix the damage he's caused to the rodeo. So when Applejack calls him into the barn late at night under the pretext of additional chores, he's happy to follow along. What he doesn't expect, though, is that Big Macintosh is waiting there for him as well - and that rather than more work, the two Apple siblings have a reward for him instead.

Applejack x Big Mac x Troubleshoes clopfic.

Contains: M/M, M/F, cunnilingus, blowjobs, anal/vaginal Intercourse, large insertions, incest, size difference, and cum inflation. Lots of cum inflation.

Cover Source

NOTE: Accidentally posted a new chapter from another story here. It's gone now. I'm shit :V

Published 1970-01-01 00:00:00 UTC
Last updated 2015-05-15 04:26:05 UTC

Just My Luck

“You sure it’s in here?” Troubleshoes glanced back over his shoulder. The farmyard behind them was dark and pretty much empty. Most everypony had already packed up and headed to sleep. Around half of the rodeo had already been taken apart, and the rest would be done by tomorrow.

He was here to help clean up a mess somepony had made in the barn. Or at least, that was what Miss Applejack had told him. Troubleshoes frowned up at the big barn doors. Aside from the haybales and the big rodeo fence, it looked like everything had already been taken care of. Miss Applejack had been pretty darned cagey about whatever it was that he was here to clean up.

“Yup!” Applejack didn’t even turn back. “Right in here. Just follow along, y’get me?”

“Yup,” he said. Troubleshoes just moseyed along behind her, struggling to keep his eyes off of her swaying flank. Another pony might have just settled for her thick, heavily muscled rear, but a stallion of Troubleshoes’ size got a clear view of the way Miss Applejack’s lean, chiseled torso led right out into her wide-set hips. He quickly glanced at the ground instead, all too aware of the growing weight between his back legs. “Sure thing.”

She pushed open the door and trotted inside, her flank swaying with every step. Troubleshoes just stepped along after, taking care not to go too quickly. When he’d reached his full height a few years back, he’d realized just how much larger his steps were than other ponies. He didn’t want to accidentally clip the back of her hooves, especially when she was being so generous and letting him pay off the damage he’d caused.

He glanced up at the rafters as he finished entering the barn. It was pretty well-lit, a few gas lanterns casting a warm glow over most of the place. Hay covered most of the floor, rustling softly underhoof. Troubleshoes looked around, a frown slowly covering his face.

“Don’t look like there’s anything to take care of ‘round here,” he drawled.

Applejack just paused midstep, did a half-turn, and smirked at him. “Oh, there’s plenty needin’ care out here.”

The barn door thudded shut behind him. Troubleshoes blinked. “Now what do you—“

He glanced back over his shoulder and paused. There was another stallion standing by the entrance, his hoof still on the door he’d just slammed shut. Troubleshoes noticed two things at once: First, the incredibly red color of the stallion’s coat; and second, the throbbing erection that he was sporting between his legs.

Troubleshoes just blinked again. “Well, howdy.”

The stallion nodded. “Howdy,” he echoed.

“Troubleshoes,” Applejack said. “This is Big Macintosh. Or just Mac for short. He’s my brother.”

Troubleshoes eyed “Big” Macintosh up and down. Huh. He guessed that another pony might’ve called him big. As Mac trotted past him, though, the top of his head barely coming up to Troubleshoes’ shoulder, it was pretty hard to see.

Then again, Miss Applejack just about came to the tip-top of his legs. He guessed it was all just a matter of perspective.

“Nice to meet you,” Troubleshoes said, nodding. Big Mac nodded back.

Inside, though, Macintosh was already second-guessing the trip he’d taken out here. Applejack had mentioned something about a big stallion that even he’d love to see, but when she’d said “big,” he’d imagined a pony about Shining’s height, or maybe a few inches taller.

This, though… Big Mac looked this Troubleshoes up and down, down and up...and up and up and up. He felt a bit of blood rushing to his cheeks—and, he would’ve been loathe to admit it—to his rapidly hardening member as well. He hadn’t felt like this since he was a colt, and he’d always been lanky. He’d spent a lifetime being big, and this Troubleshoes just made him feel plumb small.

And he’d be damned if it wasn’t turning him on more than anything.

“Applejack,” he muttered. “Y’didn’t say he was...that big.”

AJ just raised an eyebrow, still smirking. “Oh, he’s bigger than that. You ain’t seen nothing yet.”

Big Mac gulped. His cock just throbbed appreciatively.

Because, truth be told, even if he hadn’t been near twice a normal pony’s size, Troubleshoes was still a mighty fine looking stallion. Sure, he might’ve had a kind of dopey look in his eyes, and if Applejack were to be believed, he might be the clumsiest stallion to ever set foot in Equestria. But there was a certain kind of muscle on him, a certain kind of toning that a pony only got when they spent a good amount of their life doing hard, respectable work. And Mac could do more than just respect a pony who looked like that.

Troubleshoes just watched the two of them, the truth slowly coming together in his mind. “There ain’t anything to fix, is there?”

“Nope,” Big Mac said.

“But that don’t mean there’s nothing to do,” Applejack said. She took a step closer. This time, Troubleshoes had all but decided that the sway in her step was anything but unintentional. “Think of it was a reward, maybe, for all your hard work.”

“Reward, huh.” Troubleshoes licked his lips—and then, slowly, smiled. “I reckon I could go for that.”

AJ just grinned. “Yeehaw! Then let’s get to work.” She thumped her brother on the shoulder. “Mac—you get the door. Make sure nopony’s around.”

“Eeyup.”

“And you, Mister Troubleshoes,” Applejack said, “are gonna come over here and help me get started.”

“Started?” Troubleshoes echoed.

Applejack just plopped back against a bale of hay and spread her legs wide. Troubleshoes found his gaze instantly drawn to the space between her legs. Her sex was laid out for the world to see, her puffy lips already dripping with clear, sticky juices. Her hoof, meanwhile, made big, round circles around them, occasionally sliding in between and brushing against her clit.

She licked her lips. “Get over here, big boy.”

Troubleshoes covered the distance in two giant strides. He could smell her musky scent getting stronger as he got closer, could feel a fire starting to burn in his loins as the pure, unfettered smell of sex took root in his mind. When he reached her, he knelt down, opened his mouth, and—

Her hoof caught his chin before he could get any closer. “Not yet, partner,” Applejack said. “If we’re gonna do this, we’re gonna do this proper.” And then she’d taken his muzzle in her hooves, leaned in real close, and pressed her lips on his.

He gave a deep, rumbling groan as her hooves roamed down his neck, struggling to reach all the way around as she pressed her face hungrily into his. He gave a short gasp as she quickly pulled him down toward her—she was stronger than she looked—and groaned again as she tugged and pulled at his coat.

She pulled away, breathing real heavy. “That okay?” she asked. “Too much?”

“Not enough,” he rumbled, and then he’d pushed her against the hay and gone to work on her. He brushed his snout through her mane, ran his tongue up and down her neck. For some reason, she tasted like apples, and since Troubleshoes wasn’t usually the type to question that kind of coincidence, that only redoubled his enthusiasm.

He left a trail of kisses down her neck, his much larger muzzle sucking harder on her coat each time. She groaned and squirmed beneath his weight, her left hoof going down to her nethers even as her right pressed down on his back, pulling him even closer into her.

When Troubleshoes finally pulled away and gave her a chance to breath, she was panting like a dog. He glanced downward, then back up. She nodded.

He bent down, and got to work.

She tasted even sweeter down here—all apples and sweet sugar, juices dripping down his chin like cider. He took a second to lay a kiss on either one of her thighs, sucking on each before moving back up to the crown jewel. Troubleshoes took a second to smack his lips, getting some feeling back in them before starting.

He slid his tongue into her pussy, loving the taste of her honey on his taste buds. She just groaned above his head, her legs twitching a little bit as he stuck himself deep inside her. He tasted her insides, massaged her walls as he rubbed his snout along her outer lips.

“Mm,” she murmured. “Just...like that.”

Troubleshoes just kept sucking on her clit for a few more moments before deciding to try something different. He wiggled his tongue inside of her, loving the feeling of her vagina winking against his chin. She was tugging on his mane now, her hooves running up and down his back as she thrust against his muzzle. Squelch went the sound of his tongue against her cunt, squelch went the sound of her sweet, tangy taste covering his lips.

“Don’t stop,” Applejack said. “D-don’t...s-stop—“

And he didn’t.

Applejack shuddered again, her whole body contorting under Troubleshoes' muzzle—and then she let out a wordless cry, her thighs crashing together around his head as she came. Spurt after spurt of her sweet, sticky nectar flowed down his snout, and he lapped it up as eagerly as he had her pussy. When he finally lifted his head back up, her juices dripping down his chin, she was panting even harder than before.

“Damn,” she wheezed. “You know how to treat a mare.”

“Ain’t nothin’ much,” Troubleshoes mumbled. “Just a few things I picked up.”

“Hell it ain’t,” she said. “Hell if that ain’t the best munchin’ I ever got. You could stand to teach Dashie a few things.”

“Dashie?”

“Friend of mine from Ponyville. Pegasus. Thinks everything’s always gotta be a little bit faster than it needs to be.” She eyed him closely, the rise and fall of her chest starting to steady out. “But you took your time. Rare in a stallion.”

Troubleshoes glanced at the ground. “Spend a life bein’ clumsy, you learn to be real careful ‘round the things that mattered.” He blinked when he felt Applejack’s hoof beneath his chin again, and looked up at her.

“Shucks, sugarcube,” she said. “You were good. Real good. And don’t let anypony else tell you otherwise.”

A warm feeling started to rise in his chest—and his cheeks. “Aw, thanks,” he mumbled.

“Now, though, it’d be real selfish of me if I were the only one gettin’ any satisfaction around here. Mac!” Applejack lifted a hoof to her mouth to holler at the barn door. Macintosh startled, turning back around. “Come over here and let Troubleshoes show you a good time.”

 She shot him a smirk as she got up. “And don’t think we’ve forgotten about you, sugarcube. You’ll get yours. You’re just gonna have to be—“

Her tail slid under his chin, sending goosebumps down his spine.

“—patient.”

When Troubleshoes finally came to, the first thing he noticed was the fat, red cock bobbing in front of his muzzle. The pony it belonged to was even redder, and the balls below it even fatter.

Big Macintosh blushed a little bit as Troubleshoes looked over him. “Should let you know that, uh,” he began with a cough, “I usually do this kind of thing with my cousin Braeburn. Cute little stallion. But, uh, he can’t usually fit it all in, so if you can’t—“

Without even missing a beat, Troubleshoes opened his mouth, lowered his head, and took the entirety of Big Mac’s twenty-inch cock down his throat.

Macintosh groaned. Nopony had ever managed to take him all at once before—and he’d never even dreamed that a pony would be able to do it without even warming up to it. But this...this was something else. He shifted on his flanks, his discomfort rapidly evaporating as Troubleshoes slurped his way up and down his stallionhood. He could feel his balls, each one the size of a grapefruit, churning with seed that they were ready to splutter out in a thick wave of white.

And then he caught sight of the package hanging between Troubleshoes' back legs, and froze in place. Troubleshoes didn’t seem to notice, instead moving on to this little thing where he swirled his tongue around Mac’s flare before moving down to the ring and then slowly licking his way back and oh Mac was in heaven—but Mac’s cock throbbed a little bit harder when he caught sight of the pair of soccer balls swaying beneath Troubleshoes' groin.

He bit his lip as he noticed the enormous shaft slowly emerging from its pouch beneath the larger stallion’s stomach. It was already almost Big Mac’s length, and it didn’t even look fully hard! What kind of monster was this pony?

Mac got his answer soon enough: Apparently, one that was ridiculously good at giving a blowjob.

Troubleshoes slowly pulled back from Big Mac’s stallionhood, the tip sliding free from his lips with a wet pop. The rest of the shaft was glistening with saliva, and a steady stream of precum leaked from the tip. “Feel good?” he asked.

Big Mac just nodded, not quite trusting himself to speak.

“Keep goin’?” Troubleshoes asked. Mac nodded again.

Troubleshoes went down on him—slowly at first, his tongue lapping at the sides of his cock, and then faster, his whole muzzle shooting down to deepthroat Big Mac’s entire cock before bobbing up and down again. Big Mac groaned as Troubleshoes lingered at the base for a moment, his head flaring and dripping pre down Troubleshoes' throat as the larger stallion closed his lips around the top of Mac’s nutsack. His every breath became heavier, his eyes once again fixed on Troubleshoes' massive, growing package.

“Gonna...cum,” he grunted. Troubleshoes only slid his lips all the way down to the base of Mac’s shaft and sucked even harder.

And then he came. Rope after rope of thick, hot seed sprayed from Big Mac’s swollen shaft, his head flaring even wider as it flooded Troubleshoes' throat with cum. And, to his credit, the bigger stallion gulped it all down, without even a drop falling from between his lips.

As Big Mac slowly came down from his orgasm, his chest heaving with every breath, he offered Troubleshoes a faint smile. “Damned if that wasn’t the best suck I ever got,” he mumbled, looking up at him.

Troubleshoes, surprisingly, blushed a little in return. “Shucks, Mister Macintosh.”

“Nope,” Big Mac grunted. “Call me Big Mac.” And then his lips were planted firmly on Troubleshoes, their tongues dueling as Mac tasted the sweet and salty tang still mixing in Troubleshoes' mouth. He pulled a hoof through Troubleshoes' mane, pressing him against his chest and, somehow, loving the feeling of holding a much larger stallion against him.

He shifted his hooves a little. He could feel something prodding against his stomach, and wondered for a second if his cock had bent all the way back - but his head had never flared that wide. He might’ve opened his eyes just then to glance down and see what it was, but his attention had by now moved onto something else entirely. His hooves moved over Troubleshoes’ shoulders, alternative between stroking and squeezing the much larger stallion’s thick, steely back. Mac could feel Troubleshoes doing the same to him, his wider, heavier hooves pulling at Mac’s mane, squeezing at his shoulders, and slowly moving down his neck.

The sensation of being so much smaller - so strong and yet even weaker - than another stallion only drew Mac’s arousal to even higher levels. His nostrils flared with every ragged breath, his jaw working frantically against Troubleshoes’. Their tongues dueled for a few moments more before Mac pulled his back and opened his lips a little wider. Troubleshoes took advantage of the entrance without the slightest hesitation, his tongue invading Mac’s mouth as Big Mac sucked on it, each stallion’s hooves roaming over the other, squeezing, exploring, shaking.

Finally, Big Macpulled away, his muzzle now even more flushed than Troubleshoes’. His hooves and muzzle were shaking. Troubleshoes was panting.

“Good?” Troubleshoes finally asked.

Mac nodded slowly. “Eeyup.”

The moment was broken when the pair heard a heavy panting coming from the side. Both turned to see Applejack, plopped right down on the floor by the door, staring at them while masturbating as hard as she could. She let out a soft moan as she came along with him, her back arching and her marecum spurting out all over the ground.

Her eyes slowly fluttered open, and she noticed them watching her. “What?” she asked, a bit sheepishly. “Couldn’t let you fellers have all the fun.

“So tell me, Troubleshoes,” she went on, “you enjoyin’ yourself so far?”

He nodded. “Y’all been real good to me, Miss Applejack.”

“Drop the ‘miss,’ sugarcube,” she said. “You licked my pussy clean; any stallion got the guts to do that can call me Applejack. And we ain’t been good enough to you at all. You ain’t gotten release once this whole time.”

“But—“

“Don’t ‘but’ me. You’re swollen up more than a frog in a gutter.”

Troubleshoes glanced down between his legs. Sure enough, his stallionhood was rock-hard, and quivering to boot. A steady stream of precum was drooling from his tip to splash on the floor, and his hoofball-sized testes sloshed with seed with every motion he made. He was three feet long if he was an inch; out of the corner of his eye, he could see Applejack licking her lips, and Big Mac staring with wide eyes and pale cheeks.

Applejack grinned. “See what I mean? Now, the way I see it, we got two choices. Either you let me or Mac give you the same treatment you just gave one of us...or else I’ll let you in this little filly here.” She gestured down to her pussy, which was still winking vigorously.

“I…” Troubleshoes licked his lips. “I dunno. I’m awful big.”

“Shucks; of course you are,” Applejack said. “But you don’t deserve to go all night leakin’ like that while the two of us get our rocks off. What’ll it be?”

He thought for a second. “The second one.”

Applejack’s grin only widened. “I always did like a challenge. Get on over here.”

He waited patiently as she lined herself up against the barn wall, then obediently trotted over when she clicked her tongue. When he lined himself up with her in turn, it became laughably obvious just how larger he was than she: His throbbing, leaking cock was so high up in the air compared to her that it naturally curved up between the top of her flanks until it came to rest on her back. A second glance would’ve revealed that it was nearly as wide as her back, and so long that its drool of precum was actually starting to drip down her shoulders.

And she wanted to take all of it?

Troubleshoes shrugged to himself. He’d never been one to question other ponies’ decisions, and he didn’t see a point in starting now.

Over in his corner, still recovering from his own orgasm, Big Mac wondered at the way that Applejack was dwarfed by even just Troubleshoes' shaft. His hoof idly began to stroke at his own glistening member, which was just starting to perk up again as his balls refilled. He’d always been told that he was big, but Troubleshoes was gargantuan.

He suddenly had the image in his mind of him trying to mount the much larger stallion—in much the same way that Brae always needed a stool to “mount” him—but found the image quickly shifting into the exact opposite situation: Troubleshoes, towering over him, his gigantic, throbbing horsecock shoved right up against his flank, pushing until it pushed right through to—

Big Mac bit his lip. He glanced down at his member, which was now fully erect, and leaking again to boot. A tentative hoof wandered down between his legs and began to massage his taint. He’d never done anything like that with another stallion before. Oh, he’d had daydreams, of course, and he’d messed around with a few toys when he was younger, but this?

Maybe...for the first time, somepony could make him feel like a mare. Just like in his fantasies.

Troubleshoes was completely ignorant of Big Mac’s arousal as he steadied himself, his fully-erect package flopping onto Applejack’s flank. “You sure you’re ready?” he asked.

Applejack glanced down at the hay. She could feel the full area of Troubleshoes’ member pressing against her rear. For a second, her commitment faltered—it wasn’t too late to just say “stop.” It wasn’t too late to just ask Troubleshoes if they could go with a blowjob or something instead.

She crushed that backtalk instantly. Damnit, but she wasn’t no quitter. She’d come out here tonight to get the rutting of her life, and if it meant that she had to walk bow-legged for the next twenty years, she was more than ready to take it.

Applejack glanced over her shoulder and smirked. “Bring it on, sugarcube. Fill me up.”

Troubleshoes nodded—and Applejack’s eyes bulged. He’d pressed just the smallest part of his tip into her nethers, but she could feel her cheeks spread further apart than for anypony besides Big Mac. It took only a split second for her to catch her breath again, though.

“You just gonna stop there?” she said. “Wettin’ the tip like a filly too afraid to jump in the pool?”

“I ain’t no filly,” Troubleshoes rumbled.

“Then prove it, buddy,” Applejack said—and gasped as Troubleshoes shoved his cock inside of her.

“Whoa, nelly!” she panted. This was incredible. Big Mac didn’t have nothing on this. She felt fuller than she’d ever felt, spread wider than she’d even thought possible. If she’d looked back, she would’ve even noticed that Troubleshoes had had to actually bend down to be able to fuck her at all, so great was their difference in size. “You just...had to shove it right in, didn’t you partner? I always liked an eager one.”

Troubleshoes glanced down at her. “Nope,” he said. “That’s just the head.”

Applejack froze. She could feel her pussy walls clenching and squirting around Troubleshoes’ magnificent member, even as it stuffed her fuller than a well-fed turkey. “You’re joking,” she said.

“Nope,” he said again, somewhat sadly. “Just my luck. Another mare filled up all the way with just the tip.”

“Now, wait just a doggone minute!” Applejack said. She squinted, gritting her teeth as she spread her back legs even wider and pushed her ass up in the air. She almost melted the second she felt Troubleshoes’ cock slide a few more inches inside of her, but just barely managed to hold herself together.

“I—ain’t—a quitter,” she bit out. “And damn it, neither are you. We’re gonna make this work, one way or another. Now push!”

Troubleshoes closed his eyes, took a deep breath—and pushed.

Applejack squealed—whether in pain or pleasure she couldn’t tell—as Troubleshoes roughly shoved his mammoth sausage up inside of her. She was in heaven, fuller than she’d ever dreamed—and he still wasn’t all the way in.

He withdrew a few inches, savoring every second. She wanted to shout at him, wanted to holler that he was going too slow, that she could handle him no matter what anypony said—but the second she opened up her mouth, he just rammed himself back inside of her so hard that her eyes nearly rolled back up in her head.

And then, just one-third of the way in, his medial ring still cold and dry, Troubleshoes bottomed out.

“Darn,” he mumbled. “Just my—“

“Don’t you - ungh - dare finish that sentence,” Applejack grunted. She shifted her hooves around for a second and waggled her hips, adjusting her snatch around Troubleshoes’ massive cock. “Mmff. You feel that there? That’s my cervix. Most other ponies—‘sides Big Mac, of course—couldn’t even dream of hitting that. But you’re gonna blast right through it, and you’re gonna blast right through it so hard that you’re gonna  fill my womb up with cum.”

She was breathing hard by the time she finished, and as Troubleshoes’ cock throbbed inside of her, her pussy suddenly clenched, her back arched, and a whole new orgasm rolled over her. When she came to again, sweat rolling down her forehead, there was a steely look in Troubleshoes’ eyes.

“Now,” she panted. “On three. One, two—“

He didn’t even wait.

This time, Applejack’s eyes did roll up back into her head, her whole body thrashing and convulsing in pleasure as Troubleshoes pushed through her back legs, spreading them so far apart that they might as well have belonged to separate ponies. She felt him crash up against her inner walls, another orgasm crashing down over her, and then break right through, his own orgasm hitting him just as his medial ring plunged inside of her.

She squealed, screamed, and shouted, her body twisting around Troubleshoes’ cock as a whole two-thirds of it filled her up.

He grunted and whinnied, squeezed her shoulders tight as he came. His cock bulged up inside of her, swollen even larger than the two balls slapping against his legs. The head flared even wider than one of his legs—and then the dam broke, and the flood came loose.

Gallons of cum blasted from his head, painting Applejack’s insides white and bulging out her stomach even before she was able to take her first breath. Her womb swelled up with seed, weighted down with Troubleshoes’ warm, churning spooge. Her tongue hung out of her mouth; her mane whipped back and forth. And still, the flood came on, Troubleshoes’ overfilled balls still as big and as swollen as ever.

Finally, by the time that her belly was so full that it reached almost down to her knees, the pressure reached a peak—and something in Applejack’s body just said “no.” With a pop as loud as a firework, she all but blasted off of his cock, the pressure sending her crashing down into the hay and him crashing back onto his flank.

Troubleshoes’ orgasm didn’t stop, though. Ropes and ropes of spooge erupted from his tip, splattering on the ground all around them. He kept on groaning, stroking himself with both hooves as more and more cum flooded out. His hips pumped harder and harder, his balls visibly lurching with each new spray of seed. Some fell back on the hay, some covered Applejack’s heaving flank in white.Troubleshoes even winced as some splattered down on his muzzle, leaving a long, thick strand of cum draping down over his snout like a ridiculous mustache.

Applejack just lay there in the hay, her muzzle down in the dirt and her ass way up in the air, still leaking with Troubleshoes’ seed. Her tongue dangled out of her mouth. She could still taste the pure unfettered sex in the air. She imagined for a second that he’d gone in the other door, had filled her up so much that she could taste his seed in her mouth, bubbling up all the way through once it’d filled her to the brim—

“Whew,” she finally said, panting. “Whoa.”

“Whoa,” Troubleshoes said. “I—I didn’t hurt you, did I, Miss Applejack?”

She grunted. After a second, she pulled her legs together and struggled to stand up—only to collapse back onto her swollen, sloshing belly, a good pint of cum spilling out of her pussy as her rear teetered unsteadily.

“I..I’m good,” she said, somewhat dreamily. “Just a mite full at the moment. Gimme a sec.”

Troubleshoes was just fine with that. He was fine with just sitting there, his own cum and Applejack’s sweet honey mixing as they slowly dripped down the sides of his shaft. It hadn’t been a full minute since he’d cum, but his balls were already bloating up again, more than ready to spill their seed once again.

“They’re awful big.”

Troubleshoes glanced to his side. The other stallion—Big Mac, he remembered—was standing there, leaning in real close. It was easy to tell that his first round hadn’t been enough for him, either; his stallionhood had chubbed up to just over two feet, and his grapefruit-sized balls idly slapped up against his inner thighs as he breathed and swayed.

And he was looking at something. Troubleshoes glanced down, following Mac’s gaze, until he found himself staring at his own churning, swelling nuts. “Guess so,” he said. “And I just finished, too. Just my luck.”

Big Mac chuckled. It was a low, whinnying kind of sound. Troubleshoes decided that he rather liked the sound of it. Then the laugh cut off as soon as it had begun, and Mac was looking up into Troubleshoes’ face with these big, blue eyes.

“Can I?” he asked. Troubleshoes nodded—and shivered as Big Macintosh’s muzzle met his crotch . The smaller stallion didn’t do much more than nuzzle them, admittedly, but the feel of his warm, moist breath didn’t really help bring them down in size. If anything, a few seconds of that just filled them up a half-inch more in radius, the sloshing, churning cum inside nearly audible at this point. Troubleshoes just jerked his head back as Mac peeled back his lips and nibbled on his sack, his nostrils flaring as Mac dug his snout in just a little deeper—

“Now you stop right there!”

Both stallions’ heads jerked to the side. There, where she’d collapsed to the ground only moments before, stood Applejack. She was more than a bit unsteady on her hooves, her legs shaking a bit as she struggled to hold up the weight of her sloshing, cum-filled belly, but the look on her face was nothing less than absolute, steeled determination.

“I ain’t lettin’ you both get away alone to close out the night,” Applejack huffed. She took a step forward, sucking in her breath sharply when her bulging belly slapped against the sides of her legs. “Especially if Big Mac is here. I ain’t going the night without lettin’ my big brother finish me off.”

Troubleshoes looked at Big Mac. Big Mac looked at Troubleshoes.

Macintosh shrugged. “Family tradition,” he said.

“Oh,” Troubleshoes said. “I understand.” Just his lu—

“Hey there, sugarcube,” Applejack said, not unkindly. “Don’t mean we’re gonna leave you out.”

“But—“ Troubleshoes began, but Applejack cut him off with a click of his tongue.

“What’d I tell you, hun? No ‘buts’ about it.” She giggled suddenly and slapped her abused rump. “‘Cept these, of course.”

Troubleshoes glanced between Big Mac and Applejack. “But if you too are...doin’ it, then what am I gonna do?”

Applejack opened her mouth to speak, but it was Big Mac who spoke out first.

“You can do me,” he said—too quickly, perhaps. His hoof instantly went to his snout, and the blush on his cheeks reddened even more than his sister’s Cutie Mark, but the throb his erection gave his real feelings away.

Troubleshoes gave him an uncertain look. “You sure about this?” he asked, slowly. Big Mac nodded, then let his hoof fall away. “Then that’s all fine ‘n good, but how’re we gonna make this whole thing work?”

“Like this,” Applejack said. The grin was back on her face, bigger than ever. She whistled and jerked her head to the side. “Big Mac? You’re up.”

Big Mac reluctantly pulled his muzzle away from Troubleshoes’ warm, musky testes and trotted over to his sister. Both his equipment and his sister’s honeypot were already more than well-lubed, so his shaft slipped right inside of her without the slightest protest. Applejack just let out a happy sigh and wiggled her rump about her brother’s shaft.

“Feels a mite odd now that you’re not stretchin’ me,” she said.

Big Mac glanced back at Troubleshoes—or, more specifically, at Troubleshoes’ fat, swaying stallionhood. “Eeyup,” he said. He gulped.

“Now,” Applejack said, getting herself comfortable on her brother’s tool. He had his two hooves resting comfortably on her shoulders, and now easily settled to idly nibbling on her ear as he slowly pumped  in and out of her. “We gotta get you settled, Troubleshoes.”

“Alrighty, then,” he rumbled. He tromped over to the pair and sized them up for a moment. Applejack fit under Big Mac pretty snugly, he reckoned, and from the looks of it, Big Mac would do the same for him. He had his dripping member already lined up at Big Mac’s back door, all set and ready to go, before he remembered what Big Mac had said about his experience.

“Now, you just go ‘n tell me if you don’t feel right, okay?” he said. Big Mac nodded. “I’m gonna get you nice and ready, okay? Assumin’ you’re all cleaned up.” Another nod.

Big Mac startled as Troubleshoes’ rough, wide tongue made first contact with his ass. It first connected the inside of his flank, and then the other. Finally, it just made little circles around his hole, each smaller than the last, until Troubleshoes had Big Mac’s cheeks spread wide, his tongue slurping at Mac’s exposed hole..

“That feel good?” Troubleshoes asked.

Big Mac nodded. “E-eyup,” he said. Truth be told, he wasn’t entirely sure how he felt—but if this little tingling feeling he was starting to get up his spine meant that he was feeling good, then he was feeling mighty fine indeed.

Troubleshoes gave him a shy little smile and got back to work. Big Mac’s legs quivered as Troubleshoes lapped him up, teasing his asshole until he was loose, moist, and more than ready to go.

Troubleshoes pulled back and spat on the ground. “Alright,” he said. “Now, you’re more than a bit bigger than your sister, so you should be a bit better off. But I’m just gonna try ‘n slip inside you; see how much you can take, alright?”

Big Mac nodded, and with that Troubleshoes moved up until the tip of his cock was right against Mac’s backdoor.

Macintosh gave a little gasp as the well-lubed tip slipped right between his cheeks. It was, at once, bigger and more incredible than any of the toys he’d ever tried as a colt. He could feel it spreading him wide, entering him and laying him bare—but also filling him in a way that he’d never thought he could be filled before.

“How’s that feel?” Troubleshoes asked, gently. “Good?”

Mac licked his lips, thrusting gently and inducing another moan in Applejack. “Eeyup.”

“Little more?”

Mac swallowed. “Eeyup.”

That shy little smile flickered over Troubleshoes' face again. With that, he started pumping his hips—pulling his cock back and thrusting it back in in a smooth, steady motion. Each time he pulled out, he more than made up for when he let an extra inch or two slip inside to fill Big Mac even more.

Soon, Big Mac was grunting and sweating, squirming from side to side as Troubleshoes steadily worked more and more of his enormous package inside of him. He let out a soft whinny as he felt Troubleshoes’ medial ring bulging against his ass—and gasped as he felt it pop through.

He bent over a bit and worked Applejack just a bit harder. For all her fancy words, AJ seemed just happy to be filled up again—and it made Mac feel good to know that, even though her belly was bulging with more seed than he could ever dream of putting out, she still wanted him to finish her off. He moved from nibbling her ear to tugging at her mane, first gently, and then more roughly as Troubleshoes started pumping his hips harder and faster.

Applejack was caught somewhere between total pleasure and absolute smugness. That’d teach Mac to be skeptical of her schemes—“schemes,” he called them. Ha! As if he wasn’t enjoying himself twice as much as she was right now—and then his balls slapped against her ass again as his hips met hers, and she melted all around his rock-hard shaft all over again.

Troubleshoes was just happy to keep going, thrusting into Big Mac again and again. Nopony before had been able to take his whole shaft inside of them—even Applejack had been able to take more than most, and she’d only hit two-thirds—and it’d be just his luck if he couldn’t even finish off all the way inside, on tonight of all nights.

But then again, he thought, leaning down a bit and letting his chest brush against Big Mac’s neck. What kind of pony could want even more than this? What kind of pony would demand more, even after these two ponies had given him so much tonight?

And then he bottomed out inside of Big Mac, and the entire point was moot.

Troubleshoes didn’t even notice at first, caught in his own train of thought as he was. But when he realized that he was still pushing forward, and something was stopping his actual hips from moving any further forward. He glanced down: There were his balls, slapping up against Big Mac’s ass, and there wasn’t an inch of visible cock to be seen.

Troubleshoes leaned in close and curled one hoof under Big Mac’s stomach. He could feel his own cock there, bulging Mac’s belly out and twitching as Mac moved his hips in and out. He leaned in even closer and murmured into Big Mac’s ear, “Look back at yourself, buddy.”

Big Mac stopped mid-thrust and slowly turned around. When he saw Troubleshoes’ hips meeting his own—and then quickly felt for his stomach, only to meet Troubleshoes’ own hoof and cock there waiting to meet him—a mixture of pride and arousal rose up inside of him. “I...I’m takin’ it all in?”

“Every inch,” Troubleshoes said proudly. “Every danged inch.” He took Big Mac’s hoof in his, curled their forelegs together, and just started pumping his cock in and out of Mac’s rear end, two inches out, two inches in. In, and out. Out, and in.

He curled his hoof even tighter around Big Mac’s and pulled the smaller stallion up toward him. “But whaddya say we finish this rodeo off, partner?”

Big Mac hesitated, but then smiled. “Eeyup!”

“Stop chatterin’ and start fuckin’!” Applejack hollered. The two stallions glanced down at her, then glanced back at each other, and grinned.

If the barn hadn’t already stank of sweat and sex before, the next minute or two made sure that it’d stay that way for a good week at least. Troubleshoes fucked Big Mac, who in turn fucked Applejack, who just writhed and moaned around her big brother’s dick as much as she had around Troubleshoes’. Meanwhile, Mac was getting more and more into it, grunting  and whinnying as Troubleshoes plunged into him again and again. He loved the way Troubleshoes’ enormous balls slapped against his ass with every thrust, loved the way Troubleshoes made him feel truly full in a way nothing else ever had.

Big Mac loved being fucked, and he wasn’t ashamed to admit it.

He grinded his body against AJ even as Troubleshoes grinded his chest against him. He could feel AJ’s heart beating, as close as they were in that moment. He could feel Troubleshoes’ cock throbbing and flaring inside of him, seemingly in time with his own. Every time he pulled out of Applejack, he felt his back end slam back onto Troubleshoes’ hips. He could feel all of the blood rushing to his groin, could feel his chest burning, his breath shortening as he felt his mind disintegrate into nothing more than a bestial urge to ravage and be ravaged in turn.

Troubleshoes loved how tight Big Mac felt around his member. He would have been loathe to admit it, but he loved the feeling of dominance, of power coursing through his system as he effectively fucked not one, but two ponies at once. Thrust after thrust, his churning, sloshing balls bounced off of Big Mac’s rear, his dick  swelling up inside of his partner until it became clear that there was no way to hold it back even more-

Big Mac could feel it before he heard it. All of a sudden, Troubleshoes’ thrusts lost their rhythm, jerked wildly inside of him—and then a flood of hot, thick, stallion cum was erupting inside of him, rushing in to fill him.

He moaned at the feeling of warmth and pushed his hindquarters an inch or two up into the air to give Troubleshoes a better angle. The cum splattered against his insides, and soon enough he could feel it dripping down inside of him. It was the weirdest feeling, but Big Mac soon decided that he liked it. He bit his lips and closed his eyes, giving Applejack a few more pounds as Troubleshoes released inside of him.

Once five or six seconds had passed, though, it became clear that Troubleshoes wasn’t about to stop. Mac paused in his thrusts, glanced back over his shoulder, and gulped. The look of pure, absolute concentration on Troubleshoes’ face was unmistakable. Mac could still feel shot after shot of cum erupting from Troubleshoes’ twitching horsecock, could feel that horsecock swelling up even further inside of him as more and more cum built up inside. Again and again, Troubleshoes’ hips rammed into his, his emptying balls slapping and sloshing loudly enough to mix with Troubleshoes’ chorus of low grunts, groans, and whinnies.

Ten seconds. That was when Big Mac started to feel it - his belly, suddenly feeling tight as a drum. He lifted a hoof to his belly and felt it. The gigantic bulge of Troubleshoes’ stallionhood was still there - but now he could start to feel the skin stretching beneath his hoof, could feel his stomach actually depressing an inch or two beneath his touch. And all the while, more and more cum flooded into him.

He closed his eyes and grunted, his hips thrusting forward into Applejack on pure reflex. He wondered at the way his belly lurched forward along with him, the lake of cum inside sloshing with the motion. He kept feeling it filling up, stretching down and down and down until it was weighted with cum. His belly was bloating up with cum more than that of any pony he’d busted a nut inside of. The skin just kept pushing outward, swelling and sloshing with the copious amounts of ejaculate filling him up.

That knowledge was the hottest thing he’d ever imagined: that he was being filled with gallons and gallons of hot seed, that the two massive balls contracting rhythmically against his flanks were going to fill him up more and more and more, until he was nothing more than a big balloon with a belly full of another stallion’s cum.

That was what finally pushed him over the edge.

Big Mac snorted violently and tossed his head back as his orgasm went off, filling Applejack’s already-white insides with rope after rope of thick, warm Apple-brand cum. His seed surged through his balls, adding a few liters to the gallons of cum already sloshing in his sister’s belly. His hooves curled around her shoulders, and it was a moment before he realized that he could hear himself whimpering in pleasure as his orgasm burst inside of her, filling her up even as her own pleasure peaked and she came in time, drenching his cock with thick, sticky juices that mixed with his long, milky strands.,

Big Mac’s orgasm finally finished after a good ten seconds, his cock still twitching and tensing up inside of Applejack’s cunt. But Troubleshoes wasn’t done yet.

The larger stallion grunted and groaned, riding out his orgasm even as he rode Big Mac to the finish. More and more cum gushed inside of Big Mac’s ass, spilling down to fill up the rapidly growing lake of seed weighing down his belly. Big Mac, now panting with exertion, looked down at his burgeoning belly with no small amount of alarm. He’d always been a strong stallion, but his knees were already wobbling with the effort of keeping his cum-filled stomach in the air, which already reached his legs and didn’t look to be stopping.

But it felt good. Oh Celestia, but it felt good.

He whinnied and whined as Troubleshoes finished off, the larger stallion taking Mac’s mane in his teeth and jerking back just as the final orgasm hit, pulling Mac’s head back and spreading his ass just wide enough for the final bulge in Troubleshoes’ cock to pump through Mac’s asshole. And then, as his distended belly finally plopped down to just the top of his fetlocks, Big Mac felt the wave shrink down to a trickle, and then stop entirely.

They stood there for a second, one giver, one receiver, and one in-between—and then as one, all three collapsed onto the ground, panting, sweating, and happy.

Troubleshoes grinned at Big Mac and patted the smaller stallion’s belly. If it’d been smaller, he would’ve still been able to feel the bulge of his three-foot horsecock still sitting inside. As it was, though, his hoof sank right into the cum-filled balloon that Mac’s stomach had become. Applejack just lay there beside them, Mac’s stallionhood slowly deflating until just the tip was left inside.

“You...like that, Mister Macintosh?” Troubleshoes asked, his chest heaving softly.

Big Mac nodded slowly. The afterglow was starting to spread inside of him, a warm, contented feeling that reached from his rear all the way to the tips of his hooves. “Eeyup.”

“Well, I’ll be damned,” Applejack mumbled. “Troubleshoes?”

“Mmhm?”

“You were real good,” she said. “And you too, Big Mac.”

Big Mac smiled to himself. “Thanks, Applejack. And thank you, Troubleshoes.”

Troubleshoes curled his hoof a little tighter around Big Mac’s middle. “Happy to provide.”

Applejack gave a tired, happy-sounding wheeze. “And y’all provided alright. Both of you.” She was quiet for a moment. Then, “Don’t you let anypony call you a klutz or a clown ever again.”

Troubleshoes blinked. “You sure? But—“

“Yeah, I know what we all said earlier. But upside-down horseshoe or no, there just ain’t no jokin’ around when I say that you ain’t no clown.”

Applejack turned to look back over her shoulder and grinned. “You’re the biggest stud I ever seen. And don’t you forget it.”

Troubleshoes chuckled. It was a rich, warm sort of sound. Big Mac decided he liked it. “I won’t, Miss—I mean, Applejack.”

Big Mac licked his lips. “Troubleshoes?”

“Mmhm?

He shifted his shoulders so that he could feel Troubleshoes’ longer legs curling around him. He pulled Applejack a bit closer in turn, and smiled as he felt the larger stallion’s warmth surrounding him.

“Call me Mac,” he said, and gently closed his eyes.

Troubleshoes smiled back, and nuzzled Big Mac on the shoulder. “Will do,” he murmured. “Mac.” Soon enough, his eyes were drifting shut as well.