King of Ponyville

Shop Class is different now. No more ‘this is how you make a shelf over eight weeks of lessons’ crap. New shop is much less practical.

And much more fun.

All my classes at Ponyville High are for senior-year colts only now, but that doesn’t mean that the filly seniors don’t play an important part. There’s half a dozen teenage mares installed in the workshop right now. Scootaloo is bound up in a portable glory-hole, stretching her mouth a few millimeters further than a pony jaw can safely go, traces of cum still clinging to her tongue. Diamond Tiara is strapped into a sci-fi looking thing with clear plastic tubes leading to her nose, ears, mouth and sealed goggles, so that the next time she’s strapped into the urinals, she’ll be able to breathe while being utterly immersed in urine. Ruby Pinch is in some of the strictest bondage I’ve seen, hindlegs splayed out behind her and bound to the floor with steel manacles, forelegs pinned to her sides, her mane tied to a rope and pulled backwards so tight that her spine is bent at almost a ninety degree angle. Her face is wet with tears, from the strain on her back and the ludicrously powerful vibrators inside her ass and pussy, and she’s whimpering around the apple-sized ball gag in her mouth.

Those ones were just previous projects, though, kept fed and clean by student volunteers and wheeled out of the workshop for their roles between classes. The two subjects for today’s lesson are laid out on a tarp in the center of the class, on their backs in identical hogties. Cherry Fizz and Cherry Blossom, two sisters with identical pink coats and lush red manes, their mouths taped shut, their green eyes sullen and defeated. The rest of my fellow classmates leered at the pair, several already hanging out of their sheathes. Snips walked over to avail himself to Scootaloo’s glory hole. The sounds of her choking on dick matched up with the sounds of our teacher’s hooves as he trotted into the room.

“Today’s lesson is about anal sex,” said Mr Woodcock—don’t ask about the name, it was like that before I took over—as he walked to the tarp. “There are two important components to satisfying anal sex. First, if the mare is not well-trained or well-restrained, her struggles can make it difficult to keep a good rhythm. Second, anal sex makes your cock dirty, and it is highly unhygienic to walk around with a dirty cock. Today, I will demonstrate how to solve both of these issues.”

Mr Woodcock unzipped his bag of ropes and tools and began to work. He levitated a cane with his horn to discourage the fillies from moving between different ties, and undid the hogties on the younger sister, Cherry Fizz. He rolled her onto her belly, pulled her forelegs behind her back until she gasped in pain, and bound them together at the fetlock and at the elbow with ropes.

“This filly has the less developed, less impressive rump, so she’ll go on the bottom,” said Mr Woodcock. “She’ll do most of the cleaning, but her ass will also be available if needs be.” His speech was punctuated by a loud groan and gagging noises as Snips blew his load into Scootaloo’s unwilling mouth.

After re-tying Cherry Blossom in an identical fashion, Mr Woodcock struck her rump with the cane, eliciting a squeal of pain behind the tape on her mouth. “This filly has a lush, fuckable rump. I expect you all to use it for stress testing at the end of the class, so don’t spend yourself entirely,” he said, glaring at Snips.

Mr Woodcock lifted Cherry Fizz by the mane, dragging her on her hind legs to stand over her sister. He positioned them face-to-end, so Cherry Fizz’s rump was positioned over her sister’s head, and her head was over her sister’s groin. With a slap on the cutie mark, he forced Cherry Fizz down so that her body was flush against her sister’s, and their faces were mere inches away from each other’s crotches. They wriggled and struggled, but a few well-timed strokes of the cane put an end to that.

Cherry Blossom’s hind hooves were bound together behind her sister’s neck, so that Cherry Fizz’s head was trapped between her sister’s toned thighs. “The position of the other slut’s hooves will put strain on this filly when laying on her back, unless she pushes her face upwards into the pussy. Since fillies should always look to put on a show for colts and stallions, this bondage provides an added bonus of encouraging a bit of filly-on-filly,” said Mr Woodcock.

He rolled the pair over, causing the younger filly to grunt at the pain of lying on her bound forelegs, and her sister’s bound hooves digging into the back of her neck. She lifted her head to lessen the strain, but still tried to keep a whisker of separation from her sister’s slit. Walking around the fillies, he bound Cherry Fizz’s hooves over her sister’s neck, which caused no strain but kept Cherry Blossom from moving her head.

Mr Woodcock spent the next five minutes checking the ties and caning the sisters in various places to check their movement was properly restrained, and then demonstrated the exact methods of tying for the rest of the colts in the audience. While this happened, two colts used Diamond Tiara’s urinal contraption, and Snails stood over Zippowhirl’s crate and had her lick his sweaty balls clean. I found Sweetie Belle in the corner, bound up in a simple set of stocks on shopping-trolley wheels, and moved her over to the demonstration area so that she could rim me while I watched. As her tongue lapped at my asshole, Mr Woodcock began the next stage of the lesson.

“The anal sex portion is complete,” he said, “and both of their asses can be fucked at will. Hygiene, however, is still important! If these recalcitrant fillies are going to be efficient cleaners, their mouths must be kept open for use.”

He pulled a selection of gags and blockers from his bag, and went over them in detail. “A ring gag is a classic standby,” he said, pointing to a circular rubber contraption, “as Scootaloo could surely tell you.”

The class laughed at the pegasus on the gloryhole as she moaned in humiliation, her tongue still coated in Snip’s foul, thick jizz.

“However, the ring gag is unsuitable for today’s purpose. It prevents the mare from using her lips properly, and there is less space for the tongue. The same goes for fishhooks through the lips and wire, or dental dams, or spider gags,” said Mr Woodcock. He pulled out a pair of tiny metal contraptions. “These little babies are molar jacks. Allow me to demonstrate.”

He ripped the tape from Cherry Fizz’s mouth and forced the two pieces inside. She struggled, but stopped after they had been installed. We crowded around to look as Mr Woodcock’s horn shone a light inside her mouth. Both pieces of metal were propping her upper and lower back molars apart by an inch, keeping her mouth open.

“They are adjustable, but there’s not much range so it is very easy to dislocate the jaw if proper care is not taken,” he said, turning tiny gears on the side of each piece of metal. Cherry Fizz squealed as her jaw was forced open wider, her face stuck in a rictus of pain. “There are small magnetic spikes at the bottom of each jack that hurt the slut if she keeps her tongue still. This makes sure she uses her tongue effectively during cleaning, and also ensures that she keeps producing saliva. It’s important to keep these mares hydrated—water is best, but clear urine will do the trick.”

He walked around and applied the same devices to Cherry Blossom. I watched in bliss as Sweetie Belle made out with my asshole and licked up and down my taint. Soon, both sisters were restrained in a near-69, drooling uncontrollably, and moaning from discomfort. They were stripped, strapped and ready for reaming.

“The fillies are technically ready, but we’re going to go the extra mile for extra credit,” said Mr Woodcock. He pulled out two buttplugs and four binder clips. Cherry Blossom saw them out of the corner of her eye, and whimpered. “A rebellious filly will only give their best effort if they’re trying to take their mind off something else. We’re going to give them something else to take their mind off of.”

He slathered each plug in chilli paste and pushed them into the sister’s vaginas. They grunted at the violation, and then began to struggle and squeal at the heat of the chillies. “Capsaicin, found in chillies, can be absorbed through all mucous membranes, as these two are now discovering. By plugging up their pussies, it makes their intended purpose more clear.”

They outright screamed when he attached the binder clips to their teats. “These are very tight, and need to be loosened every hour to restore blood flow, so they should only be attached while the sluts are in use. When they are being stored, switch to looser clothespins.”

He backed away, and proudly displayed his creation to the class. Two sisters bound in a sick sapphic sixty-nine, prepared for an anal reaming and ass-to-mouth action, wailing in pain from the strictness of their bondage. Even I was impressed.

“Now, for the stress testing,” said Mr Woodcock. Grinning wryly, he added, “And of course, as your senior and as the workpony who built it, it’s only right I take the risk of testing it first.”

He swaggered over to Scootaloo’s glory hole, his full-grown stallion-sized dick swinging beneath him. “Always lubricate before anal sex. Saliva is a good start, but it isn’t enough,” he said, pulling out a bottle of unflavored lube. He squirted the clear gel straight into Scootaloo’s mouth, and she squealed and retched at the vile, synthetic taste. It only took a moment for Mr Woodcock to line up with the hole and ram his cock inside. With a few thrusts he battered past her tonsils, the mixture of tongue action, throatfucking, and desperate spluttering coating his dick quite nicely. After screwing her face for a minute he pulled out, leaving her to heave and whine. His dick dripped throat-slop and lube onto the floor as he walked over to the sisters.

Cherry Blossom groaned in pain as the cock pressed against her rosebud, and simply sobbed as it penetrated her. Mr Woodcock revelled in the warmth of her tight filly asshole and began to screw her. His thrusts put strain on their bound legs and on their nipple teats. Between their pained cries and Sweetie Belle’s tongue inside my ass, my dick was drooling precum.

Mr Woodcock seemed almost angry as he fucked the older sister, ramming her so hard that his hips cracked against her ass and biting her neck and shoulders. Her squeals turned to dull grunts turned to odd hiccups as a dick went far further in her ass than any dick should go. Her head went limp and she drooled, open-mouthed, onto her sister’s pussy.

With a shout, Mr Woodcock came. He didn’t stop thrusting as he climaxed, pouring seed both deep in her ass and close enough to the anus to leave it slick for the next ‘tester.’ As he pulled out, sperm dripped off his dick and onto Cherry Fizz’s face. He lined up his cock with the younger sister’s open maw.

“Eat a dick, bitch.”

Cherry Fizz gagged and thrashed as she sucked Mr Woodcock’s filthy penis, milking out the last drops of sperm and cleaning away the streaks of lube and dirt. Her sister wailed as the thrashing pulled at the clips on her teats, her gaping asshole contracting uncontrollably as seed spilled out. Mr Woodcock thrust inside over and over, loving the feeling of the whore’s tongue rubbing his shaft, her tonsils bumping against his cocktip, his sweaty, smelly balls mashing against her nostrils.

He kept screwing her face long after he was clean, until her eyes were gummed shut by the amount of spit and slop that had dribbled from her mouth. He only withdrew when his cock was too sensitive to continue. As he walked away, cum seeped out of Cherry Blossom’s ass and dripped into Cherry Fizz’s waiting mouth.

“The bondage held up nicely, as you all can see,” said Mr Woodcock. “I invite you all to take a turn now. After class they will be displayed in the school reception for general use by students and guests, so have a go now before their holes are too sloppy.”

I looked at Rumble and nodded, and we both stepped forward for the first round, my ass separating from Sweetie Belle’s tongue with a *schlep* sound. Mr Woodcock took my place, and had his ass eaten by a mare the third of his age while his dick retreated into his sheath.

I stuck my cock straight in, reveling in the warmth and slickness of Cherry Blossom’s well-fucked asshole around me. She had no time to squeal, as Rumble forced his thick cock into her mouth to lubricate it. He quickly lined up with Cherry Fizz’s even-tighter asshole and began to rape her. She just sobbed. I jiggled all four of the teat-clips with telekinesis, and Rumble and I let out a simultaneous moan as their asses tightened from the pain.

We fucked their mouths before we came, because they made very interesting noises and faces when we forced our filth-covered dicks into their mouths, especially Cherry Blossom who evidently didn’t expect much of that treatment. It had the added advantage of keeping our dicks nice and slick. By the time Rumble and I finished, making out with each other as we did, they were in outright hysterics. They cleaned cum, shit, and the tiniest trace of blood off our dicks for the last time, and we let others take our place.

It was an hour before everyone had finished, and they were a mess. Their faces were almost unrecognisable between the strain of the bondage and the sheer volume of cum and saliva that covered them. Their pussies were bright pink and inflamed from the additives on the plugs, their bodies spasmed in pain from the bondage, and sperm flowed out of Cherry Blossom’s gaping ass and onto her little sister’s face. They hadn’t cried for a while now, the only sounds they made were coughs and hiccups.

I sat on Zippowhirl’s face and wiped sweat from my brow as she lapped at my balls. A few pairs of colts were ready for a second round with the two Cherries, and the rest were entertaining themselves with the other displays. Half the class had used Diamond Tiara now, who burbled under her piss-mask as Rumble availed himself to her cunt. Mr Woodcock was using Sweetie Belle again, this time from behind—I think he had almost as much of a crush on her as I did—while she rimmed Shady Daze. Snips and Snails were railing Scootaloo from either end, and she was putting up one hay of a fuss, she’s bad enough when you just use her mouth but she goes outright crazy if you fuck her pussy, doesn’t like it one bit. I think she might be a lesbian or some shit.

I thought about taking another go with the Cherries, or maybe bringing Pipsqueak in to make him lick their holes clean, but I decided to give it a pass. History class was next, and I kinda wanted to go. We were doing a history of brothels, with live re-enactments.