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Trewhella’s Institution for Wayward Boys wasn’t shy about its real purpose and motives.
While all the students were technically of age, swiped from one corner of the world or another or sold to pay off some amount of debt, the uniform of small sky blue shorts and cropped sailor shirt gave the image of perverse school children rather than the adults that they were. Matte black mary jane loafers were buckled onto their feet, and the colored scarves knotted around their necks denoted their rank and grade.
While Trewhella’s biggest export, its pride and joy, were the hundreds of trained sex slaves that graduated every year, it also worked with wealthier clients to provide customized orders.
Still, it wasn’t uncommon for a professor to pick out a favorite student and recommend them for a particular study track. And it was even less uncommon for the same student to mysteriously end up in the same professor’s ownership after graduation.
Stafford Abhorson, the head professor of Pain and Punishment classes, very often recommended students for the pain pig track. If you caught the eye of Osric Bullen, the straight-edge professor of Chemistry and Aphrodisiacs, you were most likely going to end up training to be a permanently denied maidboy. Alonso Vaux, despite being the head of the Bondage Department, very often recommended boys for muscle bottom jock service.
So it was with great delight that Cassius Mowbray now had one boy in particular standing in front of his desk, squirming as he awaited punishment. A boy that he had been keeping his eye on for a while now.
Puck, since none of the boys were allowed to have too much of an identifier and numbers could get confusing, was a fine specimen. Gym classes and a highly regulated diet kept all of the boys in good shape, skinny and thin, until a study track was chosen for them and muscle and weight could be added to help them fit their new role.
Puck was taller than most boys, all gangly legs, and Cassius would put good money on the fact that Puck could have been a runner when he was a free boy. Now, his skinny thighs and knobby knees stuck out of the too-short hem of his shorts, the front bulge showing off the curve of a chastity cage and his plump balls.
He kept his hands folded politely behind his back, but Cassius could sense his fear and nervousness. The boy wouldn’t even pull his eyes away from his shoes, even though he stood still like he had been taught.
“Do you know what I called you to my office?” Cassius asked, finally breaking the silence between them.
The way his deep, smooth voice made Puck jump had Cassius’s cock twitching in his own slacks, eager to see the boy ruined.
Puck cleared his throat, still not looking up from the floor. “I do, Sir,” he said, voice clear and formal as he addressed a superior. “Because I missed a homework assignment, Sir.”
Cassius was impressed.
Puck was clearly well-trained, and from his marks in other classes, it was obvious that he was studious and obedient. It was pure luck that landed him in Cassius’s office, and the man wasn’t about to look a gift horse in the mouth.
He was going to take full advantage of the opportunity.
“You did,” he said, keeping his tone stern so that Puck wouldn’t be able to tell how excited he truly was. “And would you care to explain why you missed the assignment of--” Cassius tugged a paper out of a file, dragging a finger down Puck’s class and assignment list until he found the one marked in red. “One hundred strokes of a toy in your hole?”
Like most of the boys’ lives, language and their bodies were kept neutral until a more specialized schooling was chosen.
To Cassius, Puck was nothing more than a cunt on two legs that happened to have a couple extra holes to boot, but he couldn’t let the boy know he thought that.
To his surprise, Puck finally did look up, eyes wide and brimming with tears.
“I did complete the assignment, Sir!” he said. “Please! You have to believe me! I just didn’t have the video to turn it in!”
Cassius raised an eyebrow. “You do know that homework is to be completed in your bed, correct?”
Each of the bunks was set up with a camera that was almost constantly recording. Boys were stripped naked and bound spread eagle while they slept, and clients liked to watch their cocks strain in their cages as wet dreams and fantasies took over their sleeping hours.
However, the cameras also allowed the boys to complete certain homework assignments--mandatory hours wearing nipple clamps or writing lines, reciting chants and mantras while kneeling in front of the blinking red lights, and, in Puck’s case, bouncing on a dildo to train up his hole.
“I do know, Sir,” Puck said, cheeks flushed an embarrassed pink. His eyes darted back to the floor. “I, um, completed my assignment in the library.”
The library--an open floor-plan room with a towering ceiling with pillars to support it all. It was filled with any sort of pornographic material imaginable, in case a boy needed to do research for a project, from clips and full videos to written and illustrated books. It was a highly regulated room with faculty always present to stop any boys from getting too involved in their studies.
“The library?” Cassius repeated, letting his disappointment drip heavily into his tone so he could watch Puck squirm.
“Y-yes, Sir,” Puck said. “I completed my assignment in one of the study coves. Um, Professor Hastings supervised me.”
Cassius almost snorted at that. Professor Hastings was known for “supervising” homework, promising boys extra credit as well as private tutoring that no one was brave enough to decline.
Instead, Cassius sighed, collecting the papers of Puck’s file and tapping them into a neat stack.
“You know the rules specify that homework must be submitted in a video format?” Cassius said sternly.
Puck blushed. “Yes, Sir. I know, Sir.”
“One hundred strokes of a dildo in your hole in the library,” Cassius said. “Sounds more like you were trying to masturbate rather than completing homework and studies, no matter if Professor Hastings was supervising or not.”
Puck’s head shot up and his wild, panicked eyes settled on Cassius’s face, trying to figure out if he was joking or not. His mouth dropped open, as if he were going to protest, but then he wisely shut it, biting his lip.
“Yes, Sir,” he said quietly. “It . . . it does sound like that, Sir.”
Cassius had to hold back his gloating. “And you do know the punishment of attempted masturbation, don’t you?” he said.
Puck fidgeted, and his cage twitched in his shorts.
It was always attempted masturbation at Trewhella’s, making it loud and clear to the boys that they were never allowed to touch their useless cocks and if they tried to get off in any other way, it would be unsuccessful.
“Yes, Sir,” Puck said, even quieter than before. His eyes darted to the window, which overlooked the courtyard of the school.
In the middle of the huge stretch of grass was a wooden stage as well as a half dozen set of old fashion stocks that could be adjusted to varying heights. No one was currently posted there at the moment, but that could change in a heartbeat.
“Public lashings in the morning and evening for a month,” Puck said, reciting the rule book that all Trewhella boys had memorized. “As well as additional classes in Cock Study, until we prove we know that only the cocks of our Masters matter and deserve pleasure.”
Cock Study also had a full semester project on ball spanking as well, and Cassius wanted desperately to see Puck with red, swollen balls. However, he also wanted the boy to look at him as a friend or, at very least, someone who gave him mercy. Cassius wanted Puck to feel indebted to him.
“I don’t have to report this,” Cassius said slowly, letting it seem like he was considering something drastic.
Puck was looking at him immediately, eyes flicking across his face, searching for any crumb of mercy.
“Of course,” Cassius continued quickly. “You have to make up the homework assignment, but I could recommend after school extracurriculars instead of reporting your gross breach of Trewhella’s rules.”
“Please, Sir!” Puck blurted. “I’ll do anything!”
Cassius couldn’t hold back his smile then. He had Puck exactly where he wanted the boy.
~~~~~~~
Cassius wasn’t tenured like some of the other, older professors at Trewhella’s, and while he was more than welcome to direct a boy to a certain study track, there was no guarantee of it being approved or that he would even get the boy after graduation.
Puck’s long legs and bashful eyes as well as his spacey personality that usually required physical rather than verbal correction made Cassius long to see the boy be pushed down the equestrian study track.
The boy would look gorgeous with the new diet and exercise program that would bulk him out and give his legs more defined muscle. Boys who became ponies were no longer caged either, so their perpetually half hard cocks could flop back and forth as they pulled carts or jumped through dressage courses. This didn’t mean they were allowed to cum, but a pony was to be proud to show off its body for a Master and their friends.
Cassius wanted Puck to be wrapped up in the intricate leather harnesses that ponies wore, arms bound behind his back and the strict posture collar keeping his chin up and proud. Puck was naturally a shy boy, and while ponies were meant to be show-off-y creatures, Cassius had no doubt Puck would blush and fluster no matter how much training was put into him.
But Cassius wouldn’t mind. He liked his boys with a little bit of shame beaten into them
So he took great delight in the fact that Puck was going to be serving him after school hours every day of the week for three months, all so that Cassius wouldn’t report his failed homework assignment and attempted masturbation. Cassius was under-studying to eventually take over some of the pony classes offered at Trewhella’s, and he couldn’t wait for Puck to see one of the options for his future studies.
The only option for his future studies, if Cassius had his way.
Cassius was already at the barns the first evening of service, giving the main concrete floor a quick sweep and enjoying the soft clicks of hooves as the ponies shuffled and adjusted their weight in their stalls.
They were narrow closets. No need to waste the extra space that a typical horse needed, and it kept the ponies locked in an upright standing position. Their arms were kept in tight leather sleeves, laced up behind their back, and their bridles were locked with only a couple inches of give to their feed and water troughs.
It left them in an awkward, half-bent over position that had untrained ponies trembling and whimpering in minutes, muscles sore and protesting from the strain. After hours and days and weeks of the treatment, they quickly learned to adjust and even sleep in the upright position.
Cassius heard the door to the barn open, and he looked up, smiling when he spotted Puck.
He had sent a work uniform up for the boy to wear, and his cock throbbed at the sight of him wearing it.
The typical schoolboy clothes had been swapped for something much more inappropriate and adult. A leather harness looped around his hips and thighs, leaving his caged cock on display where it was normally tucked into his underwear. The straps continued up his sides, crossing over his chest and framing his tits before wrapping around his throat and connecting to the posture collar.
Puck was blushing horribly, a bright red, no doubt from the humiliating walk across Trewhella’s campus. While it was less busy this time in the evening, there were still plenty of students and professors who would have seen him. And gossip spread fast at Trewhella’s.
“Glad to see you wore the correct uniform,” Cassius said, setting aside his broom and motioning the Puck to step forward.
The boy jumped to obey, just grateful to be in a building instead of the outdoors. “Yes, Sir,” he said, presenting himself for Cassius’s inspection. “Thank you for providing it for me, Sir.”
Cassius hummed his approval, using the excuse of checking the buckles and locks to grope Puck’s ass and squeeze his balls.
Puck shuddered when Cassius’s fingers dipped towards his hole, still a bit wet most likely from the lube he used to complete his homework, properly this time, before heading to the barns.
“Have you ever seen the ponies?” Cassius asked, making idle conversation as he slowly worked two fingers into Puck, pumping them in and out as he worked the boy up for another.
Puck whimpered, clinging to him for support as his legs threatened to give out, gasping whenever Cassius hit a particularly sensitive spot inside of him. “ Hnn , y-yes, Sir,” he managed to get out. “Kind of. I, ah! , I’ve seen them from the classrooms, when they are running in the yard, but, hnnnmygod , n-never up close.”
Cassius grinned, popping a third finger into Puck’s hole. So sensitive and desperate to please. The boy really was made to be a pony and he didn’t even realize it.
“Then this will be a learning opportunity for you,” Cassius said, pulling his fingers free and giving them to Puck to clean.
Puck flushed red but obediently opened his mouth and sucked them in, wrapping his tongue carefully around each one to clean up any excess lube. He pulled off a moment later, even giving Cassius’s knuckles a soft kiss, before stepping back and keeping his eyes down.
“It will be, Sir,” he agreed.
Cassius’s cock was throbbing, and he wanted to bed the boy over and fuck him in one of the stalls, leaving him tied up for the night and earning even more punishments when he missed tomorrow’s classes.
But there was work to do in the barns, and Cassius wanted Puck to see exactly what was going to be his future if the professor had his way.
He led the way to the bins of feed, a coarse grain-like mix that was manufactured to provide the nutrients a developing pony needed. He passed Puck a large bucket and the plastic scoop, letting him get a good look at the feed as he measured out the portions to be distributed.
Cassius could see the thoughts spinning inside the boy’s head, his pink tongue darting out to lick his lips as he studied the food he was preparing. Probably wondering what it tasted like.
“You have to ungag each pony,” Cassius explained, leading Puck down the row and showing him how to undo the straps on the bridles.
Puck’s fingers were shaking so much that he fumbled with the first bit for ten minutes. Without any clothes, Cassius could see the way his cock twitched and leaked as Puck stared down at the boy-to-animal in front of him. Puck’s face was flushed, and Cassius got to watch, amused, as the boy finally managed to ungag the pony and hurriedly dumped the designated amount of food into its trough.
The ponies were more concerned about getting a meal after a long day of training, since they didn’t get the lunch period that typical students did. As soon as Puck moved his fingers out of the way, they were licking up the grains and gulping it down.
Once all the ponies were eating, Cassius showed Puck how to sweep the floor and the cleaning fluid that could be used on all the toys that had been used that day. The boy flushed at the massive, oversized plugs that were shaped like detailed horse cocks, veins and all.
Cassius supervised, mostly so he had the chance to study the way Puck’s hands couldn’t even wrap around the bigger toys, straining to lift their weight. It was clear his mind was churning with ideas, imagining using the toys for himself, probably wondering how the ponies managed to fit the long, snaking lengths deep inside their guts and still prance and pull the heavy carts.
By the time the toys were clean, the ponies had all finished eating and needed to be re-gagged, and then Cassius led the way back to a washing area, where one last pony was tied up for cleaning.
It was stripped down to its hooves, towering even over Puck with the way it was forced up onto its toes, but it stood firmly, well-trained. It huffed when the half-door to the tiled bathing area swung open, unable to pull its head away from where it had been tethered to a shower head, but then it settled.
Cassius handed Puck a bucket of soapy water and a sponge before collecting the finer brushes for the pony’s hair.
“Um, Sir,” Puck said, keeping his distance from the pony and clutching his bucket tight. “Where . . . where do I start?”
Cassius smirked.
The pony was muscular and intimidating. The hooves forced a natural curve to its spine that made it look like it was presenting its ass, and its heavy, vein-y cock dangled between its legs, nine inches of fat, cut meat, paired with balls that were the size of Puck’s fist.
Even though it only had a couple inches of lead to its bridle, it still managed to glare over its shoulder, lips peeled back to bare its teeth, clearly unhappy with the situation.
“Easy,” Cassius said, stepping up behind Puck and grabbing his wrists.
Puck’s ass slotted perfectly against his hips, and Cassius was sure the boy was able to feel the throbbing curve of his hard cock through his slacks. Puck shivered, whimpering, and for a brief moment, he ground his ass back, rubbing his sensitive hole against the pulsing heat.
“You just have to get your sponge wet,” Cassius said, ignoring Puck’s attempt at seduction and acting as if he were just teaching. He used his grip on Puck’s wrists to direct his hands where to go, forcing him to plunge the sponge into the soapy water and pull it back out sopping wet.
With a nudge of his hips, Cassius moved Puck forward, the boy’s breathy whines turning to whimpers of fear as they got closer to the pony.
“You start with his fat ass and cunt,” Cassius explained, continuing to puppet Puck’s hands and slap the sponge down on the pony's upturned ass, sloshing suds and water across his skin.
Puck was still shivering with fear, but Cassius could feel him grip the sponge a bit tighter and starting to move a bit on his own. The water sloughed off with a slightly murky grime, taking off the layers of dust and sweat that accumulated throughout the day. Puck’s bright, curious eyes locked onto the swinging, pendulous balls between the pony’s legs, and Cassius felt Puck’s breath catch in his throat.
“See something you like?” Cassius teased, grinding his hips forward to rub his cock against Puck’s hole.
Puck flushed hot, stuttered through an excuse before he gave up the lie. “Y-yes, Sir,” he admitted.
“Ponies have big cocks, don’t they?” Cassius said.
He let go of Puck’s wrists, dragging his hands down the boy’s stomach and framing his own, barely-an-inch, caged cock, giving it a little shake. Puck whimpered, his hips bucking before he got himself back under control.
“Nothing like this little thing,” Cassius teased, rubbing a finger around the small bit of skin that peaked through the metal at the tip of the cage. He pulled his finger back, admiring the string of precum that stretched between him and the cage. “But I think you are just as pent up as the pony is.”
Puck gasped. “ Hnn , yes, Sir. I-I think so, Sir.”
“You know what else is interesting?” Cassius said, pulling his hands away from Puck’s cock and smirking as the boy let out a pathetic whine.
He stepped away from Puck, crossing the room to a small storage cupboard and opening up. He collected a couple of bottles and a fresh pair of latex gloves before turning back to the pony and boy. To his delight, Puck had started washing the Pony again, bravely scrubbing up the front of its chest and circling its nipples quickly to get them clean.
“Both you and pony have been disobedient,” Cassius said. “That’s another thing you have in common. And you both need to be punished.”
Puck shivered, dunking his sponge back into the water and dragging it up the insides of the pony’s thighs, getting dangerously close to its balls.
“I-I thought helping you with the afterschool program was my punishment,” he said, busying himself with his work so he wouldn't have to look up and meet Cassius’s gaze. “I-I mean! Sir, if it’s okay if I speak so boldly, Sir!”
Cassius let the question slide, pulling on the pair of gloves and making sure they were pulled tight up his wrists. There was no way he wanted to get this concoction on his own skin. He popped open the first bottle, squirting a thick line of the pale yellow paste onto his palm.
Puck had stopped washing the pony for the moment, unable to tear his wide, terrified eyes away from Cassius’s hands.
“Helping me in the barns is far from your punishment,” Cassius explained. “That’s just so that I won’t report your attempted masturbation to the other professors. You still need to be punished for breaking the rules.”
Puck whimpered, jumping out of Cassius’s way when the man gestured for him to move.
He clutched his sponge to his chest, his breath caught in his throat as he watched Cassius stoop down behind the pony and brace one hand on the base of his spine to hold him in place. With two fingers, Cassius spread the pony’s ass cheeks apart, and then with his paste-coated fingers from his other hand, he stuffed the pony full with two, pumping them in and out to work the paste as deep as he could get it.
The pony’s hole shuddered around his fingers, clenching tight in an attempt to push them out. It really only sucked them deeper, and the pony was quickly moaning, rocking on its hooves as it struggled to fuck itself on Cassius’s fingers.
It only took a moment before the paste began working, and the pony yelped as burning heat began to gather in its hole and on its rim. It squirmed, trying to pull off Cassius’s fingers then, but the man wouldn’t let it escape that easily.
He hooked his fingers, smearing a glob of paste directly over the pony’s prostate, and the animal howled as the potent juices soaked in quickly and the itching burn took over its senses.
“Ginger paste,” Cassius explained when the pony paused its yowling to catch its breath. He pulled his hand back, reapplying another layer of the paste before beginning to work that in as well. “Mixed with the juice of a couple peppers. Their seeds are dried and then ground into a powder that is mixed in as well. The juice from poison oak is the secret ingredient actually, and all the effects will last for hours .”
The pony was stomping its hooves, shaking its hips as the paste continued to be absorbed into its body. Its defiant glare and cold attitude was gone in a moment, tears streaming down its face as it dug its teeth into the bit gag and hissed its pain.
Puck was squirming, the cage around his cock twitching desperately. The insides of his thighs were wet with his precum, and he watched Cassius work nearly panting with his own pleasure, eyes starting to glaze over at the pony’s struggling.
“Originally, ginger was used to make ponies a bit livelier than they usually were,” Cassius explained, pausing to study the flushed red entrance to the pony’s hole.
The rim was swollen into a fat red donut, bulging out between the pony’s cheeks and quivering every couple seconds as the pony clenched around nothing. Inside, Cassius knew the pony’s walls were nearly on fire with all the components of the paste, desperate to be touched and scratched even if the relief was momentary.
“But at Trewhella’s,” Cassius continued. “We used it to discipline our ponies.”
He gave the pony’s tortured hole one last loving pat before standing and turning to Puck. The boy looked up at him in horror, eyes dropping to the gloved hand that was still dripping with the paste.
“Bend over,” Cassius ordered.
His helpful-teacher tone had shifted into something darker, more demanding, and Puck jumped to obey the order, knowing that now was not the time to protest. He set his bucket and sponge aside, lining himself up next to the pony and bracing his arms on the cool tile. It took him a moment to gather himself enough to spread his legs and push his ass back, mimicking the pony’s stance and giving Cassius full access to his cunt.
“Your punishment,” Cassius explained, squirting an even larger amount of paste onto his palm as he stepped up behind Puck. “Will be the same. You will report to my homeroom before the first morning class, and I will apply a fresh coat to your hole.”
He smeared his fingers up Puck’s bulging perineum and over his hole, giving him a first taste at the itching burn the paste would provide.
Puck gasped immediately, clawing at the smooth tile as his body jerked in alarm at the sudden pain that set his hole on fire. It felt as if a million ants were crawling over his skin, sinking their mandibles into his very nerves. It felt as if a steaming hot fire poker had been pressed against his skin.
Puck’s howls of pain were added to the pony’s as they both lost themselves in the sensation.
“You will attend class and continue your studies as you normally would,” Cassius said, plunging two fingers into Puck and finally forcing the paste inside of him. “And I expect top marks from you as well.”
Puck was babbling nonsense, tears streaming down his face as he made every promise in the world to Cassius, bouncing on the balls of his feet as he failed to hold still.
The pony’s pained wails had quieted to guttural moans at least, the pony pressing its sweating face against the cool tile, both for support and for literally any sensation that could offset the fire that was now ablaze inside its cunt.
“I expect that the itching will last the entire day,” Cassius said, scissoring his fingers to open Puck and then leveling the tube of paste up to the opening. He squirted a dollop directly into the boy. “But it will keep you focused, and remind you what happens when you miss homework assignments. Do I make myself clear?”
“Yes, Sir!” Puck exclaimed, squealing as he clenched too hard and smeared the paste deeper inside of him. “Yes, Sir! Clear, Sir! Top marks, Sir!”
Cassius smirked, leaning back to study his handiwork.
Puck’s hole wasn’t as swollen as the pony’s--he didn’t take toys as big as the animal did--but their rims were both the same shade of bright red, clenching and quivering as the itching made their muscles shudder. Puck’s perineum was flushed as well, soaking up the first layer of paste as well.
With one last squeeze of paste into his palm, Cassius reached down and gripped Puck’s balls, grinding and squeezing them like dough as he worked the ginger into the plump, denied organs. Puck’s knees twitched inward, clearly desperate to clench closed on Cassius’s hand and hump his fingers for relief, but the threat of getting the paste on his thighs as well as everything else had Puck spreading them back open obediently.
“Good slut,” Cassius said, setting the tube aside and peeling off the soiled gloves.
He quickly dumped them, rinsing down the pony and being careful not to let the water trickle down the crevice of its ass, not wanting to give it even a second of relief. He then unhooked the pony’s reins, keeping a tight grip on the lead to keep the pony from bucking.
“Come along,” Cassius said to Puck, waiting until the boy shakily pushed himself upright with a sniveling sob. “We need to put the pony back in its stall.”
Puck was chewing desperately on his bottom lip, eyes quivering as he held back his tears. His hands were clenched into tight fists, shaking at his sides as he fought to not immediately put his fingers on his balls or hole to scratch the burning itch that was settling deeper and deeper into his skin.
“Y-y-y-yes, Sir,” Puck slurred, staggering a little unsteadily as he stepped forward to lead the way back to the main barn area.
Cassius got the pleasure of following him, admiring the sway of Puck’s hips and the mincing steps he took as his ass cheeks slid over his rim and his balls brushed his thighs. The pony’s desperate panting washed over Cassius’s knuckles where he held its reins, and he got to enjoy both the boy and the pony’s pathetic whimpers as they made their way back to the stalls.
It was going to be a good three months.
And after that, Cassius would recommend Puck for the pony study track, citing the boy’s extensive experience and understanding gained from his “volunteer” work under the professor. Puck really would look good in the pony leather.