Sweet Apple Discipline

by Cocknie Thug

Rating: mature
Tags: Porn, My Little Pony: Friendship is Magic, Cutie Mark Crusaders, Non-consensual, Sex, Big Macintosh, Dark, Human
Length: 8302

The former Cutie Mark Crusaders have really done it this time! Their latest antics put too many people in danger, and everyone agrees that they need to be punished. Big Mac volunteers to do it. Humanized, aged up to 18+, BDSM, dead dove do not eat

The former Cutie Mark Crusaders have really done it this time!

Their latest antics put too many people in danger, and as they're now legal adults, a letter to the Princess just won't cut it. They need a real spanking to show how sorry they are, and Big Mac is happy to help.

It's better than jail, after all...

Humanized, aged up to 18+, BDSM, dead dove do not eat

Published 2016-10-31 17:40:02 UTC
Last updated 2018-05-25 18:17:34 UTC

A Real Predicament For Our Heroines!

Rarity looked at the three girls, and admired her work. Rope wasn't her usual artistic medium, she thought, but she had outdone herself. In their own way, the three girls agreed.

Not that they were happy about it.

Apple Bloom, Sweetie Belle, and Scootaloo all stood in the middle of the barn, naked, sweating and squinting under the heat of the four interrogation-room lightstands mounted in front and behing them. Their arms were tied behind their backs, bound at the wrists and elbows, with a rope at the wrists rising to the ceiling in a cruel strappado that kept their hands lifted a foot and a half above their heads. They all had a length of twine tied around their left toe attached to a harsh clamp on their right nipple, and on the right toe attached to their left nipple, shortened to keep them hunched forward in a painful squat and stop them from standing straight to ease the strain on their shoulders. Each of their bare feet rested on an overturned milk-crate, which they occasionally tip-toed on in a desperate attempt for relief, and a yard-long spreader bar was cuffed to each of their ankles to stop them from easing the strain on their nipples by bringing their legs together.

They couldn't protest, though. Mostly because they had each been gagged with their own panties, sealed into their mouths with a piece of duct tape.

Rarity lit her cigarette, took a drag, and exhaled. "I hope you three know why this is necessary."

She heard only muffled cries in response. Her little sister looked at her imploringly. She was unmoved.

"Your last stunt wasn't simply irresponsible, it was dangerous. You're all lucky that nobody was permanently injured, and you all knew better from the start. Now, I'm sure you're aware, you're not little kids any more, you're young ladies, and you're too old for a spanking. Young ladies, after all, do not get spanked."

She narrowed her eyes. "Young ladies get fucked. Oh Macintosh! They're ready!"

The Cutie Mark Crusaders whimpered as Rarity walked off into the darkness, and Big Mac stepped forward.

He was naked.

He was built.

And his nine-inch shaft was achingly hard.

Big Mac stroked his cock as he walked around the bound, sweating teenagers, inspecting them closely.

Apple Bloom couldn't meet his gaze, her orange eyes glassy, blinking back tears. He rested a thumb on her cheek, running it over her cute freckles, before brushing a strand of her soft, red hair out of her face. With the same hand, he reached down and grabbed one of her nipple clamps, twisting harshly. She squeaked into the gag and shook her head, eyes squeezed shut, but didn't dare resist on such precarious footing. The milk crates under her feet didn't feel sturdy at all...

He let go of the clamp, but continued to feel her breasts. They were small - bumps compared to her older sister's lush rack - but not quite flat, just enough for Mac's hand to grope and squeeze. His hand travelled down and snaked between her legs, rubbing roughly at her pussy. Rarity had taken care of the hair down there, not that there was much to begin with, so her ran his fingers over her smooth crotch before returning to her twat. He spread the lips with two thick fingers, feeling the sinfully soft flesh yield underneath them, rubbed up and down from the clit to the bottom, and rubbed them in circles at her entrance, feeling only the slightest hint of moisture.

Apparently, being finger-fucked by her brother wasn't a turn on.

As he continued to rub her, he caught a glimpse of her armpit, also hairless, beads of sweat shining in the light. He pushed his head down and licked it, a light taste of salt on his tongue as he lapped up the sweat, with the slightest spice of body odor. He did the same to her other armpit, then withdrew his fingers, and walked around her.

He grabbed her ass in both hands the moment he saw it. It was still underdeveloped, nowhere near as proud and firm as Applejack's incredible booty, but it was round, bouncy, and jiggly, with the firmness and allure of an almost-ripe fruit. He spread her cheeks, pulling her pussy wide and displaying her tiny asshole. He couldn't tell which target looked more delectable.

Apple Bloom cringed as her brother spat on her ass-crack.

Mac pushed his fingers into the blob of spit and rubbed it up and down her crack. Her whole body stiffened as he pressed a slick middle finger against her pussy, and kept pushing. Even a single one of his thick fingers was painful, and as he pushed it in up to the second knuckle, a wave of prickly, nauseating heat crawled under her skin. It was too dry to slide in any further, but instead of adding more lubrication, he twisted it from side-to-side, pushing upwards until it was all the way in, to Apple Bloom's pain and discomfort. It was tight and hot clamped around his finger. He could barely imagine how she'd feel wrapped around his dick.

He withdrew his finger and sucked it clean, tasting her sweet, musky juices, making sure to leave his finger covered in spit. Then he reached back down and pressed the same finger against her anus. She whined into the gag, almost hyperventilating as the blunt tip of his finger spread her open. The heat alone was incredible, hotter than her unaroused pussy by a long shot, and her desperate attempts to clench down and deny him entry only made it tighter. She couldn't help but twitch and wriggle as he forced his way in. He considered testing her anus with a second finger, but decided to move on, pulling his finger loose and wiping it clean in her hair.

Scootaloo glared at him hatefully as he approached. He'd have fun with this one. He grabbed a fistful of her short, purple hair, almost hard enough to tear it out, and slapped her face with his other hand, light and sharp and over and over and over until her cheek was as red as Apple Bloom's hair and she was squealing through her gag, tears running down her face. Next, he felt her tits, though they could hardly be called that. He could have used her chest as a pool table, for how flat it was. He settled for flicking and pinching her pebble-sized nipples underneath the clamps, before reaching down to grope her hairless cunt.

More than a hint of moisture coated his finger. The corner of his mouth twitched up into a smile.

After wiping the finger under her nose, he walked behind her. To call Scootaloo's ass 'boyish' would have been generous. There was hardly enough flesh between her back and her legs to pinch between two fingers, just the tiniest bump of lean, athletic muscle. He reached under again and felt her pussy from behind, rubbing it slowly. He slapped it a few times, causing her to yelp and try to stand up from her enforced squat, and yelp again as the twine between her toes and nipples went taut and yanked her tiny tits. Once again, he pressed his middle finger to her pussy, but this time it slipped inside, slowly but surely. She moaned in humiliation, unable to repel the invader, her wet, tight, and burningly hot hole only serving to invite him in further. A thought struck Mac, so he reluctantly pulled out, and turned to the leather bag of goodies that Rarity had left out behind the three girls. He took out a bottle of lube and a butt plug, and turned back.

Kneeling down behind Scootaloo, he coated two fingers on both hands in lube, and spread her tiny butt cheeks again. He pressed both of his index fingers against her slit, and both of his middle fingers against her tight little rosebud. Her muffled protests at having her ass and pussy simultaneously invaded were ignored, and he pushed on forward, slowly but surely, ignoring her wriggles and discomfort until all four fingers were three-knuckles-deep. He luxuriated in the twin sensations of her cunt and ass. Her ass was definitely tighter, but her pussy radiated incredible heat. A difficult choice.

He played around with her a while longer, trying to pull his hands apart to stretch out her two holes until he could see into them. He got about an inch of space in each, and some interesting noises from Scootaloo before he stopped and pulled his fingers out. He lubed up the small plug and worked it into her ass, much to her displeasure, and stood up, making sure to wipe both of the fingers that had been up her ass under her nose before he walked away.

Sweetie Belle was, in his opinion, the cutest of the bunch. Between her lush, curly hair, her clear green eyes that begged so pathetically for freedom, her pert, squeezable tits, her soft thighs and belly that still bore the traces of puppy fat, and her jiggly, over-fed butt, she was downright irresistible. The thought of hurting her made Mac's cock twitch longingly. As he groped and pawed her, licking the sweat off her tits and neck, an evil plan grew in his mind.

He returned to Rarity's bag and took out a box of clothespins. Rarity had them custom-made, with triple-strength springs. They would do nicely. He began to cover Sweetie Belle in clothespins, each one pinching down on her soft, pale skin. He pinned half a dozen on each of her tits, pinned them all over her belly, on her armpits, on the skin of her upper arms, on her butt, all over the sensitive flesh of her inner thighs, pausing only to wipe a bead of precum off his cock and rub it onto her clit. He continued on her face as she whimpered into her gag, one on the side of each nostril, three along each of her eyebrows, on her cheeks, under her chin, half a dozen on each ear until it looked like she was wearing a bizarre fetish-mask of spring-loaded wood.

When he knelt behind her, he saw something that made him smile again: a small, thin vibrator buzzing away on 'low' in Sweetie Belle's juicy twat. He pulled it out just so he could inspect it freely. Unlike the tight, tucked-in lines that were Scootaloo's and Apple Bloom's snatches, Sweetie Belle's pussy was puffy, pink and almost swollen, a flower drenched in nectar. To Mac's surprise, she was as tight as Scootaloo, sucking his finger in as he pushed it into the slick, warm hole. He put seven more clothespins on her - three each on her labial lips, one on her clit, the last enough to make her break down crying.

Mac couldn't think of any way to easily put a clothespin on her asshole, so her settled for taking a tube of mint toothpaste and pushing a thick blob of that past her ring, where the menthol would cause some interesting sensations on her sensitive membranes. He pushed the small vibrator back into her cunt, this time on 'high.' Lastly, he took the two lengths of twine that connected her toes to her nipples and forced her into a squat, and shortened one by a few inches, making her distribute her weight unevenly to the left side of her body, causing even more aches and strains.

He stood up, his inspections complete. His cock ached, desperate to plunder some tight, teenage cunt, and he was ready to let it do just that.

Then Mac felt a pressure in his bladder. He sighed. Then, an idea.

He walked behind Scootaloo and pulled out her buttplug, earning a stream of muffled swearing and loathing, which climbed significantly in pitch as she felt him force the plum-sized head of his cock in its place. Her nostrils flared as she breathed through her nose, frozen in panic as Big Mac stopped moving behind her, praying he wouldn't force his cock any deeper. He didn't, and had no plan to do so.

Instead, he began to piss.

Scootaloo boiled with a mixture of shock, disgust, and misery as Mac used her as a literal toilet. She felt the hot liquid swelling up inside her, making her guts cramp, sending stiches of pain through the muscles in her torso, his hot breath on her neck as he sighed with relief. Nothing she could do would stop him. Even moving away from him would only tighten the strappado and likely dislocate her shoulders. He must have filled her with a full pint already, and the stream was still going strong. Her guts churned as if she were sick with stomach flu.

Finally, the flow cut off. Scootaloo looked down, whimpering, and saw the slightest hint of a bulge in her belly. She screeched in pain as Mac shoved the buttplug back in, a split-second after withdrawing his cock, with only a small trickle of yellow piss escaping and running down her thigh. He wiped it up in his hand and rubbed it on her face, and then walked away to stand in front of the three.

He folded his arms, cock standing to attention below, and looked between his humiliated sister, the degraded daredevil, and the clothespin-covered singer. They looked back at him with varying measures of loathing, trepidation, and disgust.

He grinned. "Who's first?"

Apple Press

Big Mac stroked his cock as he admired the young beauties, his foreskin rolling up and down the cherry-red tip as he did. Three sets of eyes were locked onto it, filled with dread.

"Y'all don't need to beg," he drawled. "Jes' nod your head if you want it first. Longer you wait, the more it'll hurt."

None of them nodded. Apple Bloom looked at him, tears streaming down her face. Scootaloo's eyes were scrunched shut, and she shifted in her bonds as she tried to deal with the painful cramps from her piss-filled gut. Sweetie Belle's gaze still hadn't left his cock.

He waited a while longer. "C'mon, now." He tapped his foot. "I ain't waitin' forever..."

The girls only shivered in response.

Big Mac shrugged. He guessed it was his choice. He looked at Sweetie Belle first - he'd wanted to sink his cock into the clothespin-covered angel for years, grab her chubby hips as he filled her fertile womb with sperm, but at the same time he wanted to savor her. She could wait, he decided. Scootaloo could wait too, but only because he wanted the pain of the bondage and the humiliation of the enema to break her down for a while longer before he claimed her.

It looked like his little sister was first up to bat.

He walked behind Apple Bloom, shuffling forward until his hips pressed into her butt. His cock jutted out between her legs, her pussy resting on top of the shaft, radiating warmth into it. She looked down, and could see a bead of clear precum welling up at the tip. She shuddered. He twitched.

Mac leaned forward to whisper into her ear, her hair tickling his cheek. "AJ says ah can't get you knocked up, not this year." He reached forward and rubbed her pussy, the calloused fingers making her squirm. "And ah don't do condoms. There's a reason ah had you churn all that butter this morning..."

He backed away. Apple Bloom whimpered as she heard a parcel unwrapping, the squelch of thick fingers digging into warm butter, and the slick sounds of butter being massaged into skin. She yelped into her gag as her brother touched her, his hand rubbing up and down the crack of her ass before pushing two knuckles deep into her anus.

Once his little sister's ass had been sufficiently slickened, he stepped back. One more detail. He walked over to Scootaloo, and kicked one of the boxes underneath her feet away. She screeched as she swung, the twine yanking her nipples hard as her loose foot moved wildly, the strain on her shoulders increasing from the drop, pain shooting through her guts as she tried to stabilize herself with her right foot on the remaining box. He did the same to Sweetie Belle, who cried as the dozens of clothespins bounced and jiggled.

He smiled as he walked back to his sister and pried her butt-cheeks apart. To each side, Scootaloo and Sweetie Belle were still swinging and sobbing, both with a loose foot dangling six inches off the floor. He shrugged as he lined his cock up with her sister's tight, virgin asshole.

He'd told them it would hurt more if they waited, after all.

Apple Bloom squealed into the gag as the bulbous tip of her brother's dick stretched her anus open. The plum-sized head alone was bigger than anything to ever pass before, and made Mac's thick fingers seem slender in comparison. Her asshole clenched down on it, pressing down hot and tight in a futile attempt to bar its entry. She felt her ass hug the ridge as the edge of the glans passed into her, and could then feel every vein and bump on his shaft as it continued inwards. The burning, splitting sensation of being spread open was joined by another more disconcerting one, as her guts stuck to the skin of Mac's cock despite the copious lube. Her cries died down into whimpers as he came to a stop, only a third of his caber buried inside her.

Mac sighed with pleasure as he paused. He needed to wait until his sister's insides were ready for more of his length to avoid damaging her. This suited him fine, he was in no rush. He reached down to grope Apple Bloom's pert, boyish butt, jiggling the flesh and slapping it lightly, seeing it redden like a Cox apple. He spread her cheeks and took in the sight, rivulets of sweat dripping down the muscles either side of her spine and into her crack, her asshole pink and stretched out around his length, twitching down, massaging a prominent vein on the top of it. The sound of the two sobbing girls either side of him only made it sweeter. He spared them each a glance, Sweetie Belle miserably trying to remain still as she teetered on her single foothold, trying not to shake the dozens of clothespins pinching her tits, face and genitals, and Scootaloo writhing uncomfortably between the growing strain in her shoulder and the painful, piss-enema-induced cramps in her gut. Then, he returned his attentions to his sister.

He withdrew his cock until only the glans remained inside, and then pushed back in to her hot, soft hole, a little further than last time, until he felt the tell-tale pull that told him she wasn't aligned perfectly. Her cries served to emphasize this, as what had been a tiny hint for him was apparently stabbing pains deep in her belly for her. Again, he withdrew, though a little less than last time, and pushed in further. Her squeals became sobs, which became groans, and after six of these thrusts they were a quiet, quivering moan as his hips touched her buttocks and her ass pressed into his pubic bone. Her brother's sizeable length was inside her entirely.

Mac snorted a hot breath from his nose as he pulled out, watching as his little sister's anus clung to his cock, stretching out backwards as if desperately trying to keep it inside. His shaft glistened from the butter, and though her ass wasn't as wet or tight as a pussy, it had a gritty friction to it, and the heat was divine. Halfway out he thrust in again, repeating this action slowly and rhythmically, over and over, settling into a comfortable pace as he churned his sister's guts.

He reached upwards and unhooked the rope that kept Apple Bloom's wrists raised high, removing the strappado and letting him lean over onto her, his bare chest pressing against her back, his chin resting on her left shoulder as he rutted her. He could see tears running down his sister's cheek, and decided to comfort her. As he licked the tears away, he undid her ball gag. She cried softly, clicking her jaw from side to side, letting out the odd yelp as she was fucked.

"B-big Mac--"

"Shhh..." He placed a finger on her lips, never stopping his thrusts, relishing the warmth and tightness of his sister's teenage ass. "We're gonna do this a lot from now on, lil' sis, and you're gonna learn to love it..."

She sobbed, but didn't reply. Instead, she parted her lips and allowed the tip of Mac's finger inside, sucking it softly as tears trickled down her face. Mac grinned as he fucked her, his pace growing more fluid, no longer full of caution but now with a clear goal in sight.

He reached his other hand up and slipped two fingers from each hand into Apple Bloom's mouth, then pulled them back, taking a fishhook-grip on her lips for leverage. He whispered into her ear, "This year, your ass is mine, but next year? Come next harvest, AJ says ah can get you preggers. Hear that, slut? Your big brother's gonna cum in your pussy, once a day and twice a night until you're swollen with child." His voice became a low growl, sweat dripping down from his forehead into his eyes, "It'll be your new life, sis. No school, no college, just crawling around the farmhouse with swelled-up feet and a swelled-up belly, sucking my cock until I send you back to the kitchen to cook supper. My lil' barefoot and pregnant cocksucker slave..."

His thrusts grew truly aggressive, cracking out against Apple Bloom's bottom, who could only whimper at the further pain and degradation. Mac sucked in from his nose and hocked up from the back of his throat before spitting a thick wad of mucous onto his sister's forehead, which trickled down to glue her left eye shut. He felt her going limp, her mind shutting down from the misery of it all.

Mac came, biting down on her ear as he painted her bowels with thick, creamy spunk. He stayed in deep until he was sated, not withdrawing an inch until every twitch had finished and every drop had left, and only then did he withdraw his half-hard cock with an unpleasant slurp. A trail of cum, tinged pink and yellow, trickled down Apple Bloom's inner thigh. She was completely limp in his grip, crying silently. He set her down and stretched out, still elated from the rush of his climax.

He heard the rattle of dozens of clothespins, and knew where he was burying his cock next...

Hit the High Notes

Big Mac patted his sister's hair absentmindedly as she cleaned his cock. She gagged almost constantly, and stopped to retch every few seconds until he grabbed her and forced her mouth back onto his knob, but he had little sympathy for her. Rarity had politely asked all the vict--all the girls to evacuate before the event. If Apple Bloom had decided not to out of a sense of rebelliousness, then she deserved to taste the error of her ways.

He pulled his foreskin back, revealing a mixture of lube, cum, and ass-juices. "Get to it," he said, clipping her across the head. She sobbed in pain and anger, but lapped at the mess under his glans.

Content to let her work, he looked elsewhere. Scootaloo and Sweetie Belle teetered helplessly, the former fighting cramps, green at the gills from her piss enema, and the latter trying to stay frozen still to avoid shaking the hundred-odd clothespins that were biting into her flesh. His cock was still rock-hard after blowing his load in his sister's ass--the pills Thunderlane had provided were top quality--and he was only waiting for the sensitivity to settle down before he ravaged the next whore.

"Which one of y'all is next?" he said, pushing his sister down to lick his balls. There were no replies from his two remaining targets except for soft whimpers. "C'mon now. Same rules as before. First to volunteer gets rutted, last to volunteer gets hurt then rutted."

There was still no response.

Mac sighed, gripped his sister's hair hard enough that she yelled in pain, and shoved his cock between her lips, thrusting roughly. "The more y'all make me wait, the more I'll make you hurt..."

He face-fucked his sister some more, cramming his cock forward but never able to sink more than a third of it into her tiny mouth. There had only been a handful of women in his life that could deepthroat his cock, and they had mouths like catfish and non-existent gag reflexes. Apple Bloom didn't have a chance, but it was still fun to try. Fun for him, at least.

There was a croak to his left. Mac looked up and saw Scootaloo staring ahead, cringing in pain, her bottom lip wobbling.

"I-I'll go last..." she whimpered. "Don't hurt Sweetie Belle..."

Mac pushed his cock against his sister's cheek from inside, making it bulge out like a chipmonk, and slapped her face lightly over and over to feel the vibrations run through his dick. "Well ain't that sweet," he chuckled, before pushing Apple Bloom away. "Anything to say to that, Sweetie Belle?"

Her eyes were screwed shut, barely visible through her mask of clothespins, and nothing but a soft sob could be heard through the rattling of wood and springs.

"Shoot, I guess not."

He walked away from his sister, who was on all-fours coughing and wheezing, and towards Scootaloo. Her piss-swollen belly quivered as he approached, taut muscles shaking as her breathing hitched. He moved close to her face but she didn't look at him, gazing forward instead, out of fear or insolence he didn't know. A testing slap to the clamps on her nipples elicited a hiss of pain, and a prod to her midsection caused a single tear to drip down her face as her guts churned from the enema. It was clearly a struggle to remain balanced on the one remaining milk crate, her other foot swinging against nothing, too far from the ground to rest her weight and kept from the other by the spreader bar.

The balance game he'd placed her in was cruel, he thought. It wasn't fair to make her choose between the pain of keeping her body upright and the pain of the strappado on her arms and shoulders. He decided to fix it.

He pushed a ball-gag between Scootaloo's lips to begin with, so she wouldn't say anything distracting while he worked, meeting only the lightest resistance as he strapped it in. Stepping behind her, he gave the pulley that controlled her strappado a testing tug. Then, a pull. Scootaloo began crying again as she felt her hands lifting up higher behind her, putting ever-more strain on her shoulders. Mac could see the muscles in her back twitching and flexing as they contorted further. After two feet of pulling, her feet were even, one dangling against nothing, the other teetering on tiptoes on the edge of the milk crate. He couldn't help but smirk. She had to know what was coming.

Mac punted the crate out from under her foot, hard enough that it bounced off the barn wall. Scootaloo screamed so loud she might as well have been un-gagged. Both of her feet dangled two inches off the floor, her hands now directly above her head, all of her weight bearing down on her shoulders. Both shoulders would be sprained at the very least, and Mac would be surprised if one wasn't dislocated. She wouldn't be doing many skateboard tricks for a while, that was for sure.

He outright laughed as he saw the liquid trickle out from between her legs. The bitch had pissed herself!

As her screeches faded into pitiful sobs, he glanced at the other two. Sweetie Belle had her eyes scrunched shut and appeared to be praying under her breath, and Apple Bloom was by his feet, staring at the ground. He grabbed a roll of tape, bound his sister's wrists together behind her back, and shoved her towards Scootaloo.

"Get yer face between her legs and lick that piss up," he ordered, "might take some strain off her shoulders."

Apple Bloom shook all over as she obeyed, crawling over to her friend and licking the drying urine up off of her inner thighs. With those two taken care of, Mac turned his attention to his next target.

Oh, Sweetie Belle. She was truly a beauty. Soft, lush curls of lilac hair, skin white as snow and cheeks red as blood, a softness to her figure that verged on chubby, plump, squeezable tits topped with pale-pink nipples, her green eyes deep and soulful and puffy with tears. The clothespins biting down on her nose, cheeks, eyebrows and ears made her look like a work of art. As Mac walked behind her, he could smell her delicate perfume, her sweat, her fear. The clothespins rattled softly as she waited to be raped.

First, Mac took the pulley behind her, and gave her some slack. She squeaked into her gag in panic, fearing the same fate as Scootaloo, but was instead lowered until the crate under her foot could be removed, and both of her feet were on the barn floor. He reached between her legs, feeling the nub of the vibrator jutting out of her opening. The slickness clung to his hand and the heat was incredible. After pulling the vibrator out, a thin trail of juice connecting it to her pussy for a moment before snapping, he pushed it against her rear hole. She whimpered as the thin toy slid inside her asshole, but gave no struggle. A shame, Mac thought. It was so hot when they tried to fight it...

He completed his preparations by removing the spreader bar that kept her ankles apart, and then taking up the strappado until she was on her tiptoes again. He wanted to make the most out of the young girl's flexibility. Roughly, he removed her gag, but she remained wordless, either from fear or contempt. She wouldn't stay quiet for long.

Standing behind her, his hands on her hips, he whispered into her ear, "Sweetie Belle..."

She swallowed silently as he stepped forward. He rubbed the achingly-hard tip of his cock against her sopping-wet hole, nudging aside the clothespins that bit into her lower lips, eliciting a full-body shudder from the poor girl. He could feel the wetness coating his tip and the heat that radiated from her sex, and could only imagine the tightness he was about to experience.

He licked slowly up her neck, nibbled her earlobe--the parts he could reach between the clothespins--and stuck his tongue deep in her ear. The squirming and fidgeting she did in response nearly forced her pussy down onto his cock, but he held back. This rape would be on his terms, not hers.

"Sweetie Belle," he repeated, "ah want you to sing for me..."

His plum-sized knob pressed forward, parting Sweetie Belle's lower lips, slowly and inexorably penetrating her. She gave a wounded cry that became a shriek as he thrust, burying the first three inches inside her, grunting at the heat and tightness, the grip of her cunt pulling back his foreskin so that her slick, hot flesh stroked the most sensitive part of his cock. He stayed still a moment, revelling in her caresses as her wails became a pathetic, keening whine.

Once comfortable he pushed forward again, agonizingly slowly, her mound bulging out against the invader. She clung to him with a strength he didn't think possible, pouring heat into his shaft, clenching and spasming around him. The poor girl was hyperventilating, the dozens of clothespins rattling furiously as she shook and twitched, her misery ironically only serving to heighten the sensations her rapist felt.

Something warm and firm pressed against the tip of Mac's cock. He had bottomed out, filling the small girl completely, with two inches of his cock still left in the cold. With a grunt, he slammed forward and sunk in another half-inch, rewarded by the mildly pleasurable feeling of his tip battering her cervix. She responded with something between a whooping cough and a hiccup. She'd be walking funny tomorrow, that was for certain.

Then again, thought Mac as he glanced at the other two, the entire trio would feel worse for wear in the morning...

He pulled out slowly, withdrawing all the way until the tip of his cock slipped free with a small, slick sound. The tightness of her pussy had pulled his foreskin back over the head as he withdrew, and the whole shaft glistened with wetness. The very tip still touched the base of her pussy, feeling it spasm and twitch.

With a cruel grin, Mac grabbed a handful of the clothespins on her left tit, and yanked them off. He thrust inside as she cried out, burying half his length in a single stroke, and sinking the rest in as he pulled another dozen off of her right breast. The combined pain and violation roused Sweetie Belle to resistance, screaming and thrashing like a wounded animal, but it only spurred Mac on to begin thrusting.

"So. Fuckin'. Cute." Mac hissed through gritted teeth, punctuating each of his words by removing another clothespin, setting the girl's skin alight with pain as blood rushed to the skin and nerves. "We're. Gonna. Do. This. A. Lot!"

She almost managed to headbutt him by throwing her head back, narrowly grazing his cheek, so he hooked a hand under one of her legs, pinned her knee up to her stomach, and wrapped her up in a bear hug. She teetered with one foot on tip toes barely touching the ground, and the other jutting out to the side, flopping helplessly as Mac fucked into her. The new angle allowed him to thrust even deeper. The violence was too much for Sweetie Belle, and she collapsed into his grip, now only grunting at his thrusts.

Mac already felt the second load coursing through him. "Gonna get you pregnant, whore," he growled into her ear, before tugging the clothespin off of her clit for the finale.

She didn't disappoint, sobbing as she seized up in pain, clenching around Mac's cock as he climaxed. He felt his whole body lock up, pulling her close as his hips thrust forwards and his arms locked down, all but impaling the poor girl on his shaft, her twitches of agony bringing him unthinkable pleasure as his cock shot ropes of thick, sticky seed inside her. He bit down on her shoulder as more cum flowed out, seeping past his shaft, filling her up, a fitting finish to her degradation.

Once his climax finally died down, he pulled out, letting a pink-tinged flow of semen drip down Sweetie Belle's leg. He cut down the ropes of the strappado and the girl collapsed, all but catatonic. He squatted down beside her and used her hair to wipe his cock clean of cum and love juices.

"That was a mighty fine bit of lovemakin', Sweetie Belle," he cooed, "We're gon' be doing that a lot from now on..."

He stroked her hair, but already his mind was on the one girl who still needed her punishment...

Scootalose

Mac walked up to where Apple Bloom was forlornly licking at Scootaloo's thighs and pushed his sister away. "Go sit on Sweetie Belle's face," he ordered, looking at Scootaloo's pathetic figure. She hung limply from her arms, twitching and groaning. Mac pulled at a knot in the rope and let her drop to the ground. She hiccupped from the shock of the fall, crumpling down in a heap despite initially landing on her feet, her guts cramping up from the piss enema, her arms still bound painfully behind her.

Pushing her on her side, Mac stood over her and put his foot in her face. She whined but opened her mouth to meekly suckle his big toe as he admired her broken form. Her bronze skin bore marks from the whipping and her shoulders were not just swollen and red had but purple bruises starting to bloom. She had strained both of them at the very least and probably dislocated one. Her dark purple hair was plastered to her head with sweat, whole body glistening with perspiration, belly swollen from the enema.

"Open your legs up."

She did, but couldn't stop them from shaking. He could see her asshole clenching around the plug, and her pussy glistening with juices. Mac pulled his toe from her mouth, took out his belt knife and cut away all the bonds around her arms, making her cry out in pain as they flopped down, no longer secured in place. He shut her up with a slap and she snivelled, eyes scrunched shut, desperately trying to not make any noise or do anything that will incur more punishment.

He sat down next to her, then laid down on his back and told Scootaloo to mount him. She obeyed, trying to slide a knee over him, but he stopped her.

"Stand up and squat down over me."

Tears trickled down her face as she tried, spasms of pain going through her shoulders, her stomach cramping up, legs already exhausted from holding a stress position while she'd watched him rape her friends. She stood with her legs either side of his hips and started to bend her knees, letting out a whimper of terror as he lifted his cock, pointing it directly at her snatch. She flinched as if slapped when it touched her, biting her lip with tears running down her face as the cock began to spread her open. She grit her teeth to force the too hot, too hard head inside her, and though she wasn't dry there could never be enough lube to make a cock that thick feel comfortable. Mac gasped from the tightness while Scootaloo stood in place, partially impaled and unable to move down any further.

Mac grabbed her hips and pulled her down onto his dick. Her eyes went wide, mind too overwhelmed to scream, just coughing and zoning out. Her tunnel clung to every inch of him like hot velvet until he could feel himself bumping up against her cervix, with an inch of dick still to go.

"Git goin', slut," he barked, slapping her tits a few times to rouse her from her shock. She strained to push her legs up and lift off the cock, feeling every bump and vein on Mac's tool, then struggled to stay stable as she sunk back down. When she tried to rest for a moment, he poked a finger into her enema-swollen belly. She pumped up and down slowly, each movement straining her already-sore legs until she collapsed onto his chest two minutes later. He slapped and pinched her until she stumbled to her feet again, and got another half-dozen pumps before her legs gave out.

He abused her some more to motivate her but it was fruitless. Even when he put his hands around her waist and dug his thumbs into her swollen belly, all she did was scream and twitch her legs.

Mac rolled her onto her belly and climbed on top of her prone form. He pushed two fingers from each hand into her mouth and hooked her cheeks, pulling her lips back into a painful grin, then used this grip to pull her head up just enough to lean over and spit on her forehead. As the mucous slid down into her eye, he settled his hips over her butt and jabbed forward until he could feel himself pressing against her warm, wet snatch. Scootaloo gave a quiet sob as his cock spread her cunt open once more.

This position was pure bliss for Mac. It was supremely comfortable, his entire body resting on top of her prone form, the slightest flick of his hips enough to bury his whole length inside her, and its comfort was only matched by the suffering it put Scootaloo through. The poor girl was completely smothered underneath him, each stroke slamming down on top of her, making her piss-filled guts cramp up as she was compressed between his hard body and the hard floor.

Even though he'd had two orgasms already, Mac felt himself approaching the third. He loved what he'd done to Scootaloo. She wasn't protesting or screaming or even crying, all her usual vinegar and fire was gone, crushed out and ground into nothing. As her cunt squeezed tight, almost painfully tight, around his cock the only sounds she made were subdued bleats from each thrust pushing the air out of her lungs. Her whole body was quaking, but she was otherwise completely limp under him. Even as he increased his pace, smashing his hips into her ass and nipping her ear between his teeth, she made no protest.

Mac groaned as he came, filling her cunt with his seed. "I own you, whore," he growled into her ear. "You're mine forever."

He finally pulled out of her. His cock was coated in sperm and juices, tinged pink with blood, so he wiped this mess off and smeared it over Scootaloo's face, then stood up. He saw his little sister hugging and comforting Sweetie Belle, he saw Sweetie Belle staring off into space, and Scootaloo... was breathing at least. He drank from his bottle of water--he didn't want to get dehydrated after all that exercise--and walked over to the door of the barn to stick his head out.

"Y'all can come in, now."

Diamond Tiara and Silver Spoon walked into the barn with cruel, gleeful grins. Diamond had a camcorder running already and Silver Spoon took a camera out of her jacket pocket, and they began to document the atrocities. Apple Bloom's face of hurt, betrayal and misery, Sweetie Belle's disoriented and fearful expression, Scootaloos souless, deadened stare.

Mac forced each girls' legs apart, showing off pink-and-white tinged pussies and Apple Bloom's sore, puffy asshole. Silver and Diamond held their noses as they recorded Mac pulling the plug from Scootaloo's ass, rousing the first real sounds from her since she'd been raped, the poor thing howling from cramps as the enema drained out into a bucket beneath her. Every mark and bruise on their bodies was carefully examined and photographed.

They arranged one final position. Mac laid on his back with his legs spread. He pulled Apple Bloom between his legs and pushed her face into the crack of his ass, he ordered Sweetie Belle to suck his sweaty balls, and forced Scootaloo's mouth over his half-hard cock.

As the trio tepidly licked and sucked, Diamond looked at the three miserable girls through the video camera and said, "Girls, say 'thank you Mac for correcting us'"

By now, all three knew better than to take their mouths off him.

"Thmp yuhh Mhhk fuh crhktn uff..."

Happy Ending

In the new partition of the Sweet Apple Acres farmhouse, built for the soon-to-be expanded Apple family, Mac was sitting in his armchair after a hard day's work. At the bottom of his chair knelt Scootaloo, massaging his feet. The irony that spunky, punky Scootaloo had become the most thoroughly tamed of the trio was not lost on him. Fearful of punishment and desperate to please, she seemingly spent half her mind and all of her body trying to anticipate Mac's wishes. It wasn't hard to see why, after all, her shoulder would twitch in pain if he so much as raised his voice.

The first thing she had asked for once her shoulders healed was to be allowed to join him in his bed, a body pillow for her new owner. His raised eyebrow would cow her, and his hand on her hair made her melt. He found her terror adorable, in a way. The first week living at the farm, she had dropped a mug of his coffee, and immediately begged to be allowed to lick his asshole to apologize for it, crying that she'd do anything, just pleading him not to give her another enema. At the time, he'd chuckled and told her to clean up the mess while he decided what to do with her, but he had no intention of such a harsh punishment. She'd cried with joy when he told her that her punishment was having no dessert after dinner that night, though he still accepted a rimjob as a token of her gratitude. Now, the thought of needing to punish her with an enema seemed ridiculous, not least because of her swollen, seven-month pregnant belly.

She was such a good girl.

In the kitchen, Sweetie Belle sung softly along to the radio. Of the three, she had changed the least, completely adjusting to her new role as servant-wife and brood mother. She cooked and sewed and helped Applejack with the farm's paperwork, she sang and read books and occasionally talked to the few townsfolk who would lower themselves to speak to the trio, and when Mac pinched her ass or groped her tits she'd kneel down before him and suck him dry, swallowing every drop with a wink and a grin. He'd stopped fucking them late in their pregnancies out of concern for their health, and Sweetie Belle was the one who had actually seemed disappointed by this.

He had high hopes for this one.

His sister walked into the farmhouse, flushed and sullen-faced, carrying a bundle of firewood that she'd been chopping up outside, bare-chested to avoid working up a sweat. Apple Bloom was a real hellcat, and Mac loved it. She was the only one of the three who dared voice discontent at their new roles, the only one who would point out the barbaric cruelty of their treatment and how it completely outweighed their offenses, and as such she was the only one who was still regularly punished. She made Mac chase her around for the first few weeks but eventually she would take it, approaching him with loathing in her eyes, stripping her jeans and underwear off, and laying across his lap to be spanked until she cried herself hoarse.

She was pregnant too, though less visibly than the others, only five months in. They'd grown tired of having to punish her so often--as entertaining as tying her to a fence pole, pissing on her, and leaving her to wilt under the hot summer sun with his cum drying on her face was, it took away a valuable working member of the farm. Mac had wanted to impregnate her early to make her a little less rebellious, but Applejack had talked him out of knocking her up himself--she was an Apple, after all, and they needed strong breeding stock.

So instead he'd got thirty of the strongest men in Ponyville, trussed up Apple Bloom with straps, belts, and buckles, suspended from a beam in the barn at hip height, and let them have a crack at her. She'd lost her virginity that night, and they'd stopped counting how many times she'd been fucked after she reached the first hundred. Mac had set up a doggy bowl underneath her for sperm to drip out of, and once the men were done she'd shown her gratitude by drinking down the pint of collected jizz.

The last time Mac had needed to properly punish her, she'd been going through morning sickness. It had been trivial to get the thirty men who impregnated her to jerk off with her mouth, filling her belly with jizz until she inevitably threw up, and then forcing her to lick up everything she'd spewed. She had to drink it all over again three times, with new loads here and there as her audience got bored and hard again, and after that she was close enough to broken for Mac to be satisfied. No more running, no fighting, no real dreams of a better life, just mean glares and harsh words that begged for the good, kind brother she once knew.

She put the firewood down and fed the fire, walked through to the kitchen without even glancing at Mac, and returned with a cold bottle of beer. She clicked the bottle open and passed it to him, before kneeling at his feet the opposite side to Scootaloo.

He took a swig and asked, "Fed the pigs, lil' sis?"

"Yes, big brother."

"Mulched the cider apples?"

"Yes, big brother."

"Gave the garbage man a personal thank-you for the extra collection he did?"

Her face scrunched up, and she shuddered. "Yes, big brother."

"Mighty fine work, lil' sis. Now, I don't want a blowjob 'til after we've ate," he cupped her chin in a massive hand and placed his thumb on her lip, "but I'd sure like to see you practice your technique while we wait for Sweetie Belle to finish up."

She stared off at nothing and opened her mouth, taking his thumb inside and sucking it like a cock. Mac relaxed, luxuriating in the sensations from both his sister and from Scootaloo's footrub. He could smell dinner and hear Sweetie Belle's soft singing. Three teenagers, fresh and young and servile. He couldn't help but feel a glow of pride within his chest.

He'd made the three girls who they were, after all.