Technical Assistance

by Captain_Hairball

First published

Big Macintosh helps his sister and her friends with their 'virginity'.

The grown-up CMC stalk Big Macintosh through the orchard. They're not pleased with the sexual capabilities of colts their age and want to go all the way for the first time with a real stallion. And Macintosh is as real a stallion as they get. The problem is...

Wait.

There is no problem. They all have sex and everypony has a good time.

Contains: Loving brother/sister incest, Transaloo, honestly not all that much virginity loss in any meaningful sense, but lots of group sex. Anthro because I was in a clothes/hands/feet mood. Flattie Belle, but not in continuity with the other Flattie Belle stories.

All CMCs are over the age of consent NOT FOALCON.

Submitted to the April 2019 Incest is Wincest contest.

Edited by Scoots.

Chapter 1

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Macintosh loaded the last bushel of apples into the family truck and slammed the tailgate shut. An unseasonably hot October sun roasted his hide. He'd stripped down to just his ripped up old jeans that threatened to slide threatened off sweat-slick hips.

He was almost done for the day. Once he got these apples home and unloaded, he could sit in front of a fan with a beer and listen to the buckball game on the radio.

The sound of tittering and rustling leaves lilted from a nearby apple tree. Macintosh had been hearing odd noises for half the afternoon. Wrapped up in his work, he assumed he was merely tired and imagining things. Heat made Mac horny, and horny meant fantasies. Usually fantasies more concrete than the nervous laughter of a young adult mare, but his mind had taken that and run with it. He'd been imaging thick thighs and willing mouths for hours, his cock a constant aching bulge down the left leg of his jeans.

This time it was not his imagination. He tugged his jeans up his hips and headed over to the tree in question. Peculiar apples dangled from its branches. They hung in pairs, white, orange and yellow. Long and narrow, with delicate arches and five tiny toes each. Macintosh grabbed one of the yellow ones by the ankle and pulled. His sister fell out of the tree with a squeal and landed on her wide Apple Family ass.

"Shoot, big brother, why'd you have to go and do that?" She wore a pair of cut off denim overalls and a midriff-baring T-shirt, its faded tractor company logo distended by her massive tits.

"What're you three up to?" rumbled Macintosh, holding out a hand and helping her to her feet. His tone implied the answer was 'no good'.

"Nothing," said Apple Bloom, rubbing her bottom. "Just hanging out."

"Eyup."

‘Hanging out’ was right. That 'midriff' T-shirt left the bottom curve of her breasts bare. Macintosh tried not to stare.

The orange feet laughed. "Come on, tell him, Apple Bloom!"

The white feet twisted together and rubbed against each other, toes curling in a way that made Macintosh's cock pulse and push his jeans an inch down his hips. "Please tell him. I'm so tired of waiting!"

"We were watching you." Apple Bloom blushed and looked down. Looking down meant looking at her brother's pants. She didn't look away. Her freckled cheeks got even redder, and her pupils dilated.

Macintosh realized his jeans had drifted so low that his fluffy red pubes were peeking over the waist. He grunted and pulled them back up his hips. "Why?"

Apple Bloom opened and closed her sweet little mouth and licked her freckle-dusted cupid's bow lips with her tiny tongue. Macintosh's cock pushed his jeans downward again.

"We… we were wondering…" Apple Bloom crossed her arms across her chest, strong biceps dimpling her tits. She rubbed her foot through the grass.

The orange feet cut in. "We need you to take our virginity."

Macintosh laughed. He threw his head back, big barrel chest swelling, beer gut bouncing. "You three telling me you're virgins?"

"Well technical virginity," said the white feet. "We’re not really interested in colts our own age. They’re not confident enough.”

“Technical virginity?” said Macintosh, looking confused.

The white feet giggled. “Pepe in vajayjay.”

“Or pepe in the ba-butt-butt,” said the orange feet. “Just blow jobs. If you want to count ‘Rumble blasting rope in my face before I can get his pants all the way off’ as a blow job.”

The white feet laughed. “And the three of us have played together, sure, but we need a real stud to break us in."

"My dick's not enough for them, I guess. Couple of cock-hungry sluts," chirped Scootaloo. "Seriously, Macintosh, you cannot miss these two."

Macintosh's eyes narrowed. He glared at Apple Bloom, who wouldn't meet his gaze. "Leaving aside the obvious," he rumbled, "ain't you all a little young for me?"

He wanted to. Oh, how he wanted to. But banging your sister and her friends could lead to trouble. Not legal trouble — they were all old enough, and Twilight had quietly decriminalized incest when she'd taken the throne. But ponies would talk, and Macintosh hated talk.

"Harmony, Mac, we're only five years younger than you." Scootaloo hopped down out of the apple tree, the tiny wings on her back fluttering uselessly. She was long and lean, with hard smooth muscles like a young stallion's. Her saucy hips and breasts strained at the tight black shorts and sports bra she wore. Twilight had given Scootaloo the body she'd always wanted as an eighteenth birthday present, but Scootaloo had opted to keep the wedding tackle she was born with. It strained at the front of those shorts, long and hard, threatening to slide out the leg hole at the slightest motion.

Scootaloo turned back to the tree to help Sweetie down. Sweetie wore an ankle-length summer dress, white as her own pearly coat. It left her shoulders and half her chest bare. It was thin and light enough that Macintosh could tell she wore nothing underneath. And while her tits weren't much to talk about — he'd seen washboards less flat — her butt and thighs were lush and juicy. Firm with youth, but fat and jiggly and slappable. "We know our own minds," said Sweetie, pecking Scootaloo on the cheek, "and our minds want you. Cheerilee told us how good you were."

Macintosh opened his mouth and closed it again. The idea of these three talking to his ex-girlfriend about his sexual style made his flare spread. He imagined them lounging around the schoolhouse, idly playing with themselves while Cheerilee drew diagrams of his cock on the blackboard. His jeans jerked down his hips, exposing the base of his shaft. He felt a jet of pre squirt down his leg.

Scootaloo and Sweetie Belle curled their fingers together and leaned against each other's sides. "So what'll it be?" said Scootaloo. "Your mouth says 'maybe' but it looks like your body is giving us a hearty 'eyup'."

Macintosh groaned and tossed his head back. "I never said 'maybe'. Just don't tell anypony."

Sweetie Belle jumped and clapped. Scootaloo whooped and pulled off her sports bra, pert orange tits bouncing free. They were a perfect torpedo warhead shape, slightly upturned at the nipples, and so firm they practically floated — the only part of Scootaloo that could defy gravity.

Sweetie Belle and Scootaloo snuggled into his broad-shouldered embrace. They all pressed their snouts together in a sloppy three-way kiss. Nostrils flared, drinking in the scents of each other's sweaty bodies. Sweetie Belle broke the kiss to press her face into Macintosh's armpit and inhaled.

"Oh!" she shivered, her fat bottom jiggling. "You smell so masculine! I can hardly stand it."

"Sweetie Belle, you're weird," said Scootaloo.

Macintosh chuckled. "Whatever gets her ready." He squeezed one of Scootaloo's tits with his right hand. He slid the other hand down the back of Sweetie Belle's dress to cup a massive ass cheek. Sweetie Belle shrugged and the dress fell around her feet, leaving her body bare to the early autumn sunlight. Macintosh sank his fingers into her bare ass flesh. It was like squeezing a marshmallow!

"She's gonna have to be ready, if the legends are true," said Scootaloo.

"Oh, yeah, I wanna see it!" said Sweetie Belle. She hooked her fingers in the waist of Macintosh's jeans. Scootaloo did the same. They both pulled.

The jeans came off with a single tug, and Macintosh's monster bounced free. "Oh gosh!" squeaked Sweetie as it bounced off her hip. "It's gigantic!"

"Hot damn," purred Scootaloo. She dropped to her knees and held her forearm up against the side of Macintosh's fluted shaft. "It's bigger than my fucking arm!"

"I told you," said Apple Bloom, rolling her eyes. "Cheerilee did, too." She reached up into the tree and pulled down her backpack. She took a pint mason jar out of it. "You're gonna need this," she said, tossing it underhand.

"We thought you two were exaggerating," said Scootaloo, catching the jar out of midair and opening the cap.

Apple Bloom leaned against the trunk of the apple tree, pulled an apple out of the branches, and started eating. "I follow my sister's example — honesty is my only excuse. Are you two gonna suck that cock, or just look at it? What is this, a museum?"

Macintosh gave his sister a thumbs up. She stuck her tongue out at him. Scootaloo began drizzling the thick, transparent, purple-tinted goo that was Twilight's homebrew sex lube on the top of Mac's shaft. Sweetie knelt next to her and began rubbing it in with both hands. He stroked their heads, gently pushing their mouths towards his cock.

Sweetie Belle opened wide and tried to fit the fully engorged flare in her mouth. It was wider than her snout, but she tried anyway. Scootaloo slid her lips up and down the side of his shaft, humming happily and playing with her own cock.

"You two are the prettiest damn thing I've ever seen," he said. "Look up at me while you do it. Let me see those beautiful eyes."

"What am I, the slop bucket?" said Apple Bloom.

"Are you sucking my cock?" said Macintosh.

"Thinking about it," said Apple Bloom. She took another bite of apple.

Sweetie slid her lips along the shaft to Macintosh's pubes, while Scootaloo took over worshiping the flare. Both of them looked up at him, green and purple eyes dancing with happiness.

"Give me some more of that lube, Scootaloo, I wanna see if I can get the end in my mouth," said Sweetie.

"It's your funeral." Scoots tipped the jar over Macintosh's flare, making a little pile on top of it. Sweetie Belle rubbed the goo in with her lips, then opened her mouth wide. She didn't try to get the whole thing in at once; instead, she wriggled half of it in, then tilted her head so the flare popped past her lips.

Macintosh gasped in ecstasy. It wasn't often a mare could get his monster cock into her mouth. Sweetie's little lips stretched into a thin 'O' around the shaft. He grabbed a fistful of her curly mane and tugged her forward. She let out a muffled moan of pleasure as his flare pushed forward in her mouth.

"You okay, Sweetie?" said Scootaloo.

Sweetie gave them a thumbs up. She bobbed her head as deeply as she could — only a few inches, but it was more than Mac got from most mares, and it felt amazing. He pushed his hips forward, pressing his cock head against the back of Sweetie's throat. She made a gurgling noise and Macintosh immediately felt bad.

"Sorry," he rumbled.

Sweetie Belle waved her hand towards herself, inviting more of the same treatment.

"Cock-hungry sluts. I told you," said Scootaloo, stroking Mac's shaft from the base to Sweetie's lips.

Macintosh lost himself in the pleasure of fucking Sweetie Belle's face. He rocked his hips as carefully as he could, not wanting to hurt her, but she pushed herself hard. Her eyes watered and her cheeks reddened, but she kept gagging herself on him. She was clearly enjoying herself — her hands were busy, one plucking and twisting at the nipple of one of her tiny breasts, the other knuckle-deep between her fat thighs. Scoots pumped the rest of the lube-slimy shaft with her hands, violet eyes flicking between her friend's flushed face and Mac's ravenous gaze.

Macintosh's eyes kept flicking between the mares kneeling before him and Apple Bloom, who watched all this with a look of growing resolution. She finally tossed the apple core behind her and slid the straps of her overalls off her shoulders. They fell in the grass, leaving her soft tummy, thick foal-bearing hips, and powerful thighs bare. Macintosh grinned as she walked towards him.

"Love you, big brother," she whispered, leaning against his side.

"Eyup."

She stood on her tiptoes. He leaned down and pushed his tongue into her mouth, tasting her spit, sweet with the lingering flavor of apple. She pulled her T-shirt up over her tits, letting them fall free. They were massive, freckled, and plump, looking absurdly large compared to Apple Bloom's sleek rib cage. Macintosh grabbed one in each hand, fingers sinking in, big hard yellow nipples pressing against his palms.

His little sister groaned into his mouth.

Macintosh's thrusts into Sweetie Belle's face quickened. He was in her throat, pretty young neck distended around his swollen flare. Her lips were touching to his medial ring. Scootaloo kissed her cheek, then licked clean the foamy mess of slobber and pre-cum that was building up on her lower lip.

"Fuck… fuck…" he muttered. "Stop. Stop. I'm gonna cum!"

"Then do it," said Scootaloo.

"We want you to cum, big brother," whispered Apple Bloom, stroking his balls. "We want you to feel good. Don't worry about us. Our pussies and assholes are gonna be here for you all night." She bit his lower lip and slid her hand across the top of his shaft until it bumped Sweetie's nose.

Too much.

Macintosh's balls exploded. He hadn't cum in days, and now his pent up load pulsed out of his balls and shot through his cock with a force that was almost painful. Sweetie Belle let out a muffled squeal and pulled her head back so his flare pulled at her lips. Most of his load landed on her tongue, her cheeks inflating as they filled with jizz.

Macintosh's cock, now limp, slid out of Sweetie Belle's mouth. He staggered backward and yanked down the tailgate of his truck so he had a place to sit.

He sat, naked and gasping. In the clarity of post orgasm, he began to panic. He'd kissed his little sister. She'd touched his cock. You couldn't take that back.

Kneeling in the grass, Sweetie Belle and Scootaloo embraced, kissing, swapping his cum back and forth until it dripped from their lips and splattered their breasts and thighs. Apple Bloom, though, took one look at her big brother and hurried to his side.

"Apple Bloom, I'm sorry," he muttered, even as he placed his hand on the small of her back.

"Don't be, big brother," stroking his mane out of his eyes. "I wanted this. So bad. For so long."

He had, too. He had longed for her, for both of his sisters, since well before he even knew why. He longed to tell her so, to fully express what was in his heart. "Eyup," he said. And he meant every word of it.

And they were kissing again, hot, hungry, passionate. Hands wandered over each other's bodies. He couldn't stop touching those massive, pillowy tits. She slid her hand across his hard flat pecs, down the curve of his belly, stroked his pubes, his balls, and then started tugging on his limp, slimy cock. He bit her neck then lifted one tit up and sucked the nipple.

Apple Bloom moaned with excitement and pulled her shirt over her head, leaving her totally naked. Then she straddled his hips and pushed his half-hard cock into her dripping cunt.

It didn't stay half-hard for long. He swelled inside of her, straining at her walls, spreading until his shaft brushed the inside of her thighs. His sister's pussy, which had never known anything bigger than Scootaloo's relatively slim marecock, squeezed tight around him. Her pussy lips could get down to about his medial ring, and no further.

"Ah! Hitting the foal hatch, there," she said, grinning and draping her arms over his shoulders. She put both knees on the tailgate so she could control his penetration better. She slipped up to the edge of his flare and then pushed down again, grunting as he bounced against her furthest wall.

"Foals! Shit!" gasped Macintosh. He tried to push his sister's hips away, but her iron-hard Apple Family thighs clenched down on his him.

"Hold your humans, big brother. I'm on every birth control spell Twilight knows. Pound me as deep as you want; we ain't gonna make the family any bigger, at least not today."

Macintosh let out a shuddering breath of relief. "Twilight knows you're doing this?"

Apple Bloom smirked. "Her Highness is the biggest brotherfucker there is. And I can't blame her. You seen the ass on that boy?"

Macintosh smirked and wrapped his hands around his sister's muscular ass. "Eyup. He ain't bad."

The tailgate creaked as Scootaloo sat down next to him. Sweetie Bell straddled Scoot's lap and sank her hips down on her shaft. "Just warming her up for you," said Scootaloo, grinning up at him.

Macintosh grinned. There was no urgency now — he'd need all three of them to squeeze another load out of him. And that was fine. For now, he could relax back against the apple crates and watch his sister ride him.

Apple Bloom was pretty urgent about it, though. Her thighs and ass were almost as thick as Sweetie Belle's but they were pure muscle. He ran his hands over them, feeling them stretch and flex under her silky coat. Her heavy tits bounced as she slammed her womb against his thick flare.

"Oh, big brother, I'm gonna cum," moaned Apple Bloom, pressing her head against his shoulder.

"Already?"

She nodded and sank her teeth into his shoulder. "Mmmm hmmm. You're so big, you're touching every part of me."

He slid a finger under her dock and stroked her silky ponut. "Anything I can do to help?"

"That," she said, looking up at him with hungry eyes. "Please."

Macintosh rumbled. He slicked his finger up in the mix of lube, cum and mare goo soaking his balls and rubbed his finger against Apple Bloom's asshole. Her body shuddered. Her pussy clamped down on his cock, and her teeth sank deep into his shoulder. "MMMNGH!"

Macintosh gasped in pain. His sister bit hard, and those pussy muscles could crack a walnut. He held her body tight, pressing her to his chest. She shivered against him for almost a minute.

"Don't stop," she said, scrubbing at her cheeks with the back of her hands.

"Apple Bloom are you alright?" said Sweetie Belle, looking over from kissing Scootaloo.

"I'm fine. It felt super good. I wanna go again,” said Apple Bloom, flushed, breathless, forehead glistening with sweat. "You can go crazy back there if you want. I can take it. I wanna feel your knuckles banging my dock." She slammed her pussy down on her brother’s cock, emphasising how badly she wanted more.

Macintosh grinned. "Some virgin."

"We told you," she said, arching her back in pleasure as his middle finger sank into her tight pucker. "Technical virgins. Like. Never had a stallion's dick in 'em. Just Scootaloo's, and she don't count."

"I do… unf… I do so count!" moaned Scootaloo. "Move your hips like that, Sweetie. That feels amazing." Next to him, Sweetie Belle and Scootaloo were going at it like crazed wolverines, jamming their hips together so hard it was shaking the whole truck.

"She means 'cause you're a girl," groaned Sweetie Belle, lower body fat quivering as she mashed herself into her friend's lap. "A pretty girl with a beautiful cock."

"Why does that matter again, though?" said Scootaloo.

Sweetie Belle giggled. "Because we wanted Mac to fuck us, and we thought that would sweeten the deal. Added value, you know?"

"Oh, right," said Scootaloo.

"Happy to be your technical first," rumbled Macintosh with a big fat grin. Apple Bloom was grinding on his shaft, head thrown back, eyes closed, and well on her way to her second orgasm, by the looks of things. "Scootaloo, you better not nut in that mare."

"Why, don't you like sloppy seconds?" said Scootaloo.

"I love sloppy seconds." Macintosh slapped her on the cutie mark. "It's because I'm going to be cumming in your ass, and I need you to be ready for me."

Sweetie Belle slid back off of Scootaloo's cock, pussy dripping.

"Hey, no, come back here!" yelped Scootaloo, grabbing for Sweetie's hips.

"Nope, you heard the stallion. You gotta save yourself. I'm gonna help Apple Bloom cum, and then I'm gonna take a ride, and then Mac's gonna fuck you up the ass. You can cum when he's done!" Sweetie Belle danced over behind Apple Bloom, kissed her on the neck, and scooped up her massive tits in her tiny hands.

"Oh Sweetie," groaned Apple Bloom, reaching back to stroke Sweetie's mane. "I'm so close! So close! Pinch my nipples. Please!"

Macintosh watched in fascination as Sweetie Belle rolled his sister's big yellow nipples between her fingers, then pressed hard at their base, squeezing them until the tips turned pink.

"Like this?" said Sweetie.

"Yes! Yes!" howled Apple Bloom, gripping Macintosh by the shoulders. "Mac! Harder! Harder! Hurt me!"

Macintosh growled and dug his fingers into his little sister's asshole. He tugged her down, jamming himself against her womb, then lifted her, and jammed her down again. Apple Bloom buried her face in his chest fluff and screamed. Her pussy muscles bore down on him again, squeezing his cock like a vice. She held herself against him, gasping, until her body stopped spasming, and her pussy's grip on his cock loosened.

"You okay, Apple Bloom?" rumbled Macintosh, pushing her forelock away from her eyes to try and get a good look at her face.

"Never been better," said Apple Bloom, wrapping her arms around her brother's chest and hugging.

Sweetie Belle slid her hands under Apple Bloom's thighs and tugged up. "Then let me have my turn. Come on!"

Apple Bloom laughed. "Okay, sure. The second one kinda hurt anyway." She slid gingerly off Macintosh's shaft and flopped down on the tailgate against Scootaloo's shoulder.

Scootaloo kissed her on top of the head. "So you wanna…?"

"Nope. I'm done. You gotta wait for Mac."

"Oh, fuck me!" groaned Scootaloo.

"Not yet," rumbled Macintosh, guiding Sweetie Belle into his lap. "You're not as tight as Apple Bloom, right? My cock's getting pretty sore."

Scootaloo cackled. "Oh, Mac, you poor bastard."

Sweetie Belle grinned, guiding Macintosh's cock to her pussy lips. "Loose as an old rubber tire." She ground against him, hips gyrating in sweet little circles.

"Do you even have a pussy, mare?" said Macintosh, feeling around between her legs with the fingers that hadn't just been up to his sister's ass. He found her tiny slit, dripping wet, but barely wide enough to fit two fingers in. Getting in there would take hours and gallons of lube. "I don't know if this is gonna work."

"Where there's a will, there's a way," said Sweetie Belle. "Or you can go up my ass if you'd rather."

Mac's cock pulsed, slapping Sweetie Belle's belly. "Oh, that's a yes if ever I felt one. Do we have any lube left?"

Scootaloo poured the last of the lube over Mac's flare and, still facing him, guided it between her silky cheeks. Mac wrapped his hands around her ass and pulled the cheeks apart. His flare naturally found her ponut, settling against it neatly.

"Yeah, that's the spot," mumbled Sweetie, rubbing her pussy with one hand and reaching down with the other to help guide Mac in. He felt her wink open for him, and before he knew it his flare was sucked inside. Her ass was as hungry as it was hot and silky.

"That feel good?" said Macintosh, running his hands up her belly and over the tiny peaks of her tits.

"I just love being fucked up the ass," said Sweetie, smirking at him as she slid up and down his cock. Mac's cock didn't get too deep on the first few thrusts, but with every twist of her hips, Sweetie Belle worked him deeper and deeper, inch by inch.

"You're good at it," he rumbled. "Most mares can't even make it this far down my cock."

Sweetie licked her lips. "I like to practice with Scootaloo. I bet I can take the whole thing. Twist my nipples?" She leaned in for a kiss.

Mac thrust his tongue into her mouth and rolled it around. He took one nipple between two fingers and squeezed it, while the other hand slid around and down to paw at Sweetie's magnificent ass. Her flesh bounced beneath his hand, soft and squeezable.

"Think I can make it past the medial ring?" said Sweetie Belle with cheerful optimism. "Bet I can." She rammed her ass down his shaft until he felt her hit his ring, then began to rock her body in little circles, trying to work his ring into her ass.

"You've got a technique," said Macintosh.

"It works on Scoots, it should work on you, right?" Sweetie Belle grinned up at him, her slim curvy lower body gyrating in his lap. A look of concentration came over her face, followed by a surprised gasp as his medial ring popped through her ponut. "All right," She moaned. "The rest is gonna be a breeze!"

And indeed, in only a half dozen thrusts, her ass was smacking his balls.

"Holy shit," groaned Macintosh, grabbing Sweetie by the hips. "Nopony but Cheerilee's ever taken the whole thing!"

"She's the one who told me how," purred Sweetie Belle. She leaned in to kiss him again.

They twisted together, Sweetie grinding her ass against his balls, Macintosh slamming his cock deep into her guts. He pushed two fingers from his clean left hand up her pussy, and Sweetie whimpered into his mouth and rubbed frantically at the apex of her pussy. Macintosh's balls were starting to boil. Too soon. He still had Scootaloo to fuck. Luckily, Sweetie Belle didn't take long to finish.

She screamed into his mouth, and her ass clamped down on his cock, as hard as his sister's pussy had. Macintosh grunted through gritted teeth and jammed his fingers into her pussy up to the knuckles. Sweetie grabbed him by the shoulders and dug her nails into his sweaty red coat.

"W-wow," purred Sweetie Belle, as her body stopped shaking. "You really… oh, wow. I'm, like, totally ruined back there."

"I wanna cum," groaned Macintosh. "I gotta nut so bad."

Sweetie tilted her head towards Scootaloo. "Do it in her ass. She's been a bad girl. Just give me… yeah, gimme a second to get off of this thing."

Scootaloo slid off the tailgate, fell on her knees in the grass, and bent over. "I need to cum, too, Macintosh. Please. I can hardly hold it."

Macintosh bit his lower lip as Sweetie Belle wriggled her way off his cock. It was nearly as hard for her to climb off it as it was to get it in her. He stared at Scootaloo's tight, pert little bubble but, her achingly full balls, her willing ponut, like a man in the desert stares at an oasis. He watched the way her slim hand danced over her long slim cock, wallowing in sensuality while struggling not to cum too soon.

At last Sweetie Belle's ass popped off Macintosh's thickened, pulsing flare. He was on Scootaloo like a tiger on a wounded gazelle. He gripped her slim hip, and he shoved the tip of his fat, slippery cock against her tiny orange ponut.

"F-fuck yes!" howled Scootaloo, jamming her ass back against his flare.

"Easy, cowgirl," rumbled Macintosh, tugging back on her hips. "Just press down for me. Open up like a flower and I'll take care of the rest."

"You're mixing your metaphors like a prize turnip at a hog-tying contest," said Apple Bloom, sprawled on the flatbed behind him.

"Eyup. Little distracted, sis," said Macintosh. Scootaloo's tail kept flicking across his belly, blocking his view and throwing off his aim. He grabbed it and yanked it to one side. "Quit that."

Scootaloo yelped. "Yes! Pull my tail! Pull it hard!"

Macintosh grunted. That tail turned out to be the leverage he needed. He dug his knees into the dirt and gave her one good yank. His flare popped in between Scootaloo's round little ass cheeks. A shiver passed through her whole body, and she shoved herself back halfway to Macintosh's medial ring.

"Whoa. Don't hurt yourself, honey," grunted Macintosh. He was worried about her — she was taking his cock very quickly, much more quickly than Sweetie Belle had.

"I'll worry about getting hurt," groaned Scootaloo. "You worry about ruining my sweet young ponut forever."

Macintosh grunted, and closed his eyes, focusing on the feeling of Scootaloo's firm hips in his hands, and his her silky bowels caressing his cock. She took her deeper and deeper with every thrust, and if he was hurting her she didn't seem to care. In fact, she seemed to be loving it.

"More. More. More, fuck you!" She clawed at the grass and howled. Macintosh groaned in pleasure, leaned over, and bit her ear. He tugged her back towards him, pressing until his ring popped into her ass. After that, it was only moments until his balls were touching hers.

"Like it?" he growled.

"Love it. In fact, I'm gonna cum. Right on the grass. You wanna nut in my ass?"

"In the worst way."

"Let's do this."

They ground their bodies together for a few minutes more, Scootaloo's slim back rubbing against Macintosh's wide shaggy chest. Scoots' moans got louder and louder until her ass clenched down around his cock with crushing force. Air rushed out of his lungs and he dug his teeth into the back of her neck. He felt her balls shift against his and smelled the scent of hot young mare's jizz hitting the grass beneath them.

The fire in his groin boiled over. Cum pulsed through his cock, deep into Scootaloo's body. He held her tight against him, both of them gasping, the tightness of her ass drawing out his pleasure, squeezing every drop out of his balls.

"F-fuck," gasped Scootaloo, slumping down in the grass. Macintosh began to pull out of her, which was even harder than getting out of Sweetie's ass. Scootaloo was just as tight, and now his cock was agonizingly sensitive.

Finally, he popped free, and his cum gushed free of Scootaloo's asshole and over her balls. Without warning — or maybe with warning that he hadn't listened to while he was hammering Scootaloo's ass — Sweetie and Apple Bloom swooped in from either side. They ran their tongue over Scootaloo's ass and balls, cleaning Macintosh's cum off of them.

"Hardcore virgins," said Mac, tugging on his limp cock. He thought he was done, but seeing these two at work made him want to go again.

"Wattha matter, brother?" said Apple Bloom around a mouthful of her brother's jizz. "Scared of a little cum?"

Macintosh smirked and grabbed his sister by the tits. He slid his tongue into her mouth, tasting the thick apple flavor of his own jizz, and helped her roll it around between their mouths. Sweetie Belle leaned in from the side and opened her mouth. The smell of Sweetie's sweet spit and Scootaloo's musky cum filled his nostrils — she must've licked Scoots' load off the grass. He sucked his own load out of his sister's mouth and opened his mouth to let Sweetie drool Scootaloo's cum into his.

"Aw, you're hogging it," said Apple Bloom, kneeling on the grass, frowning and playing with her pussy.

Macintosh gripped Apple Bloom's head by the bow and tugged her face upward. Not waiting for her to open her mouth, he let the cum trickle over his lower lip. Apple Bloom shrieked, spit-thinned cum trickling down her cheeks. But she let her brother drool the rest of the load over her face and into her open mouth.

Macintosh stood up and draped his half-hard hose over his sister's head.

"It smells like my friend's asses," said Apple Bloom, but she smiled while she said it.

Macintosh grunted and stroked her cheek, rubbing cum into her fur. "You ain't pulling away, Little Sister."

"That's because I love your dick, Big Brother. And my friends' asses. No matter how nasty they might smell."

"Hey!" said Sweetie Belle.

"How do you expect an ass to smell?" huffed Scootaloo.

"Wanna see if you can suck another load out of it? For your big brother?" said Macintosh, trying to sound cool. His cock was stiffening pulse by pulse until, by the time he'd finished speaking, it was iron hard and smearing sex goo on Apple Bloom's bow.

Apple Bloom giggled, grabbed him behind the flare, and pushed her mouth against it, trying to work it in like Sweetie Belle had.

"No. Like this," said Sweetie, standing behind her friend and gripping her by the cheeks. Cum slooshed out of Apple Bloom's mouth, soaking her tits. Macintosh's flare popped past his sister's lips. His ass muscles and his balls clenched. Sweetie Belle shoved Apple Bloom's face down Macintosh's shaft, making her gag loudly.

"Hey! Not so rough" said Macintosh, grabbing for Sweetie Belle's wrists. "That's my sister you're gagging!"

But Apple Bloom took his hands in hers and guided him to his own cock, instead. Then hers went down between her thighs.

Macintosh blinked. This was what his sister wanted. Him jerking off into her mouth while she played with herself and her friend gagged her on his cock. Best. Sister. Ever. "I love you," he rumbled.

"Mghngh," said Apple Bloom, fully expressing what was in her heart.

Pleasure built in his balls again. His hands ran up and down his own shaft, occasionally bumping his sister's nose. Sweetie Belle straddled Apple Bloom's head, grinding on her bow, pushing her down her brother's shaft until Apple Bloom's eyes watered.

Behind him, Scootaloo pushed his tail aside and wriggled her snout in between his ass cheeks.

"Gonna… gonna cum again," said Macintosh, sweat rolling down his forehead and blurring his vision.

"Good," purred Sweetie Belle. "Cum down Apple Bloom's throat. It's what she wants. This was all her idea, you know. Not that we had a bad time. I'm just saying. All her idea."

Macintosh bellowed. They would have heard that in Canterlot. He didn't care. Burning cum rushed up from his balls and through his shaft, splattering against the back of his sister's throat with audible force. He cradled her cheeks in his hands, feeling her swallow, sucking down his cum until his balls were dry.

Then he pulled her up, and they kissed until they felt dizzy.

✭☆✭☆✭☆✭

An hour later, he was lying on the grass by the swimming pond, body clean, fur drying. Apple Bloom clung to his side, breathing gently, while Sweetie and Scootaloo splashed each other in the pond.

"Was it really your idea?" said Macintosh, after a long while.

Apple Bloom sighed. "Yeah. Sorry. You must think I'm pretty disgusting."

Macintosh craned his neck to give her a 'are you for real' look.

"No," said Apple Bloom. "Like. Stallions are really susceptible to seduction. If a mare throws herself at him, even his own sister, he can't be blamed for what happens."

Macintosh groaned. "You take that kind of talk to Twilight. She'll set you straight."

"I'm still sorry, though."

"I ain't," said Macintosh, wrapping his arm around her. He took an oak-hard apple cheek in his hand and squeezed. "I ain't sorry for anything."

She kissed him on the neck. "Ponies are gonna talk, though."

Macintosh snorted. "Already thought about that. Let 'em, is what I Say. Let 'em."