Sweet Apple Discipline

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...