How the Princess met the Punk

, , , , , , , ,

#69 of Commissions

Even trust fund babies with a line of sugar daddies & mommies need hobbies. Jovi in particular has one desire he can't quite scratch when doing his normal subby routine. So to both spice things up and give back to the community, he hosts sissy classes. There he meets plenty of interesting people. Some of whom remain good friends. Others his playthings. One has the lucky spot to be both.

A commission for GreatBritainBill over on FA. You can find stories like this and more over on my Patreon or Subscribestar. Members get additional perks.


At first glance, Jovi didn't look like the dominant type and he knew it. The gold hoop earrings, his blonde braids, and the love of pink he would waltz around with on platform heels for his hooves made the zebra the stunning image of a sissy bimbo. No one ever considered the comical exaggeration of femininity could be on top.

Some people were right. Jovi loved getting on his knees upon command or being pushed up to the wall and rammed hard by a stronger dom with a hard cock. But there were others he didn't let that stereotype slide with. A niche group he took pride in reminding that looks can be deceiving. Which is why he changed his outfit for the bi-weekly classes he hosted.

"You'll see here that Rocky is tense." Jovi let his riding crop tap his hand loud enough for the attendees to hear. A wide variety of feminine boys showed up this time. Many returned for remedial lessons at the behest of their mistresses, masters, or play partners. Some faces were new. Those were the ones with the biggest blushes when their eyes set on the naked hyena femboy kneeling in the front of the class. Well, naked save for a tight chastity cage and a black leather collar he wore for the occasion. "Can you tell the class why you are tense, Rocky?"

The hyena snickered but pulled his attitude back at the last second. He promised to behave when demonstrating and if he stayed a good boy Jovi would reward him. "I'm just anxious for your hand, Mistress Jovi."

Oh the way he said it made the zebra's heart flutter behind the latex crop top. Long black gloves of the same material traced across the hyena's neck. "Like a good sissy should be. Many of you love the touch of the hand that tames you. No matter how bratty you play at, the desire to be caressed, held, or even grabbed forcefully is just unbearable." He demonstrated each on Rocky, letting the hyena shudder with satisfaction when he pulled his head back. For kicks, the zebra tapped his riding crop over his friend's cage. Not hard enough to hurt, this wasn't a sadism class. Just enough for everyone to hear the clack of metal and the jingling of the lock.

Their envy was as clear as a cloudless day. If not from the way each pretty boy or girl gulped, then from how their thighs moved from their kneeling position atop the colorful yoga mats. Some even sported erections in their tight exercise gear. A shame if Jovi had anything to say about it. He believed good sissies, even ones on top like himself, should stay caged. That's why he didn't wear a thong with his outfit, preferring the golden-tube chastity cage hung free for all to see. His black cock pulsed behind the heart-shaped holes.

"Now I'm sure some of you like to be bratty, believe me, this one made a career out of it," a few giggles echoed through the room, some from Rocky. Jovi tightened his grip, "And while many daddy's and mommy's like a little rebellion, you should always let it be known that you are on the bottom and enjoying it. If not, why are you here?"

"Passing time mostly." Someone called out. Jovi frowned, narrowing his eyes to pinpoint who spoke. The other boys and pretty girls turned their heads to each other in confusion, eventually looking back to find the source of the jeer. A short lioness stood at the back of the class. Stood being a relative turn as they leaned against the wall, blowing pink bubbles that popped before being lapped back in. Piercings decorated their ears and a leather jacket two sizes too big for them was held by hands stuffed into its pockets. The mesh shirt underneath and slight bulge in the denim hotpants had Jovi ascertain they were in the right class. It made the pink hair tuft cuter too.

Jovi stared for a moment as he tried to process the smirking face. Pictures had to be submitted before attending his classes, not to judge just for the zebra to know who he had to deal with before each class. This lion didn't spark any memory. He'd need to check. "That's quite rude. Care to introduce yourself to the class in your apology?"

"Apology for what, the truth?" The lion kicked up his boots, "Don't stop on my account, teach. I'm just enjoying the show. Always a win to see a yeen put in his place."

"That explains the misplaced bravado," Rocky chimed, earning a hush from Jovi. Unlocking the hyena's restraints he asked his assistant to take over class for the moment

Jovi nodded. "I'm just curious. Just run them through basic stretches."

"Ok, just don't kill him." Rocky cackled.

Jovi, rolling his eyes, strutted across the room with one hand at his hip. This lion, whatever his name was, must have been the runt of the litter. Jovi stood at least a foot and a half taller than him in heels yet their height difference didn't sway the twink at all. Rather he looked pleased. Itching to accept the coming challenge. "What's your name?" Jovi asked, tip of his crop underneath the lion's chin.

"Knox," he said without missing a beat.

The zebra tilted his head. That couldn't be his name. No matter, he'd find it in the documents. "Well, Knox, your rudeness has earned you a trip to a private discussion across the hall. Follow me."

"Not gonna say please?" Knox egged on as Jovi turned.

"I don't do requests, dear, not with pretty boys like you." That earned a quick flash of red over the lion's face. Jovi smiled. Whoever this brat was, he at least had the right type of sass for the class. Who sent him was another matter entirely.

Jovi didn't have an office in the center. He had pulled a few favors (all sexual) to let him use a second room for private affairs. Mostly one one-on-ones or storing documents in an old wooden desk with enough metal to make noise at the hinges. He'd need to strap the owner down for a good spanking next time he saw the wolf, just for an upgrade.

"So, what does detention warrant?" Knox's irksome smirk made the zebra clench his fists out of sight. "Do I sit in the corner with a dunce cap? Hold a water bucket for an hour? Write out an apology a hundred times on a blackboard?"

His blonde dreads whipped with his turn. In seconds Jovi pinned Knox to the wall. Not with his hands, one was sure to press against the wall. His presence enough made the lion boy's shell crack for just a moment, revealing the soft blush of a pretty boy demanding to be not only punished, but directed.

"We gonna kiss now?" Knox snickered, trying to diffuse the tension he'd built up.

"Disrespectful bois don't get my lips," Jovi propped his crop against Knox's cheek to keep him from turning away, "And you are a very, very, disrespectful boi. Let me guess, you consider yourself a brat, right? Egging people on and on until they have to deal with you, drinking in their frustration. I know the type. You might get along with him." Jovi shook his head the more he thought about it, "Actually no, I think you'd both hate each other."

"If it's the hyena you were topping, yeah." Knox's tone told the zebra there was more to his words than he let on. "But in any case, teach, if we're about to do detention then we best get on it."

Delighted the lion wasn't a runner, Jovi rubbed the crop against the tan-colored furry cheek. "Oh, we're not in detention. Knox, is it? Tell me, what do you do for a living?"

Every effort to look away was met with failure and the sting of Jovi's crop. "I dabble in locksmithing," he said finally. "Well, dabble isn't fair. I can break out of any restraint."

Any restraint? Jovi's next idea gave him delightful goosebumps. "Well, how about we test that theory?"

"Oh?" Knox leaned in till their snouts were scarcely touching, "What do you have in mind?"

"Five minutes," Jovi said, "Every five minutes I'll add a restraint to you. If you can't break out, then I can do whatever I please in the meantime, so long as I'm not impeding your attempts beyond adding more restraints. No forceful holds or anything."

Knox stared off, running the idea through his head with an absent nod. "Ok, and what if I get out?"

Now Jovi leaned his crotch against the lion, dragging his golden tube cage against the troublemaker's pants, "Whatever you want from me for an hour. My cock, my ass," his hands slipped past the lion's pants, idly stretching just above his cock, "my touch. Do you want that? To prove yourself a big boy to your teacher?"

"Yes," Knox all but stammered out. Regaining his composure with a deep breath, the lion slipped out from the zebra's kabedon, "Yeah, yeah, sounds good. You'll regret it. I'm gonna parade you in front of your class. Make you bounce on my cock in front of them." He thrusted his hips. Suddenly Jovi noticed something a bit off about the bulge. It looked artificial. Not stuffed, just ill-fitting.

"Lose the jacket." The metal clang of Jovi's desk drawer opening and closing rang out through the room. Unraveling a bundle of rope in his hands the zebra smiled to see the bratty lion casually toss his jacket aside. The smirk of his would be so sweet when corrected.

"Rope, huh?" Knox held his hands out, clapping the hands together in a form of prayer, "Alright, I love a challenge."

"How adorable."

Knox snickered, "I try."

"No, not that." Jovi twisted around the lion and pulled his hands back, "It's the idea you think I'll let you choose how I tie you up. Utterly precious." Looping the rope into small cuffs he latched the punk's wrists tight behind his back. The baggy jacket perfectly hid how scrawny his arms were, but not his precious bottom. Bottom-heavy sissies were a rare treat, with more room to make red if he felt like it.

He just might later.

"Five minutes." Jovi set up the timer on his phone, pulled out a chair, and crossed his legs. "Begin." Knox wasted no time in trying to slip out of the tie. Jovi had predicted this though and used a knot that got tighter on one side the more someone tried to squeeze out. Knox had dainty wrists for a guy so he had to make them extra tight just to be sure.

For the entire five minutes, he watched the little punk fail to escape. Knox yanked at his arms and even tried using a claw. Jovi had made sure not to leave the rope close enough for that. Besides, if he lost that bundle of rope there would be hell to pay. At the buzzer the zebra grabbed more rope, tying the lion's elbows together for a single sleeve of purple nylon bondage.

"H-Hey, my arms have enough trouble," Knox argued, though his tone betrayed any discomfort. Like an actor failing his lines.

"A challenge is a challenge, Knox. I'm not gonna go easy on you." Jovi whispered softly as he leaned in, "You wouldn't on me, would you?"

Next came his legs, forcing Knox to squirm on the ground like a worm. A worm covered in studded piercings, but a worm all the same. He spent another five minutes watching the pearl-shaped lion flail about, delighted when the timer pinged and he could coil another loop of rope. This time around his maw to keep him silent. A shame he left the gags back with Rocky in the class.

At that point he stopped resetting the timer. Knox didn't seem bothered. In fact, the lion's struggles grew less aggressive and more pleasing. The heavy breaths escaping his nostrils carried the hesitant heartbeat of someone aroused. Jovi peered at the lion's crotch and saw no erection, which meant one thing.

"My classes are expensive, you know." Jovi's hoof gently pressed against Knox's forehead, stifling his struggles for just a moment. "My students often have a sugar daddy footing the bill. Sometimes two without the other knowing. I make sure to go over who's attending before each one and I didn't see you." His hoof tussled Knox's head side to side, "You wouldn't happen to have done something bad like sneak in for a free class, would you? I can't say I like freeloaders this much." The lion's moans made his statement a lie.

And they were good moans. Knox's voice pulled the zebra closer. He wondered how the lion would sound with a real gag. How he'd scream. How the room would echo with cries for more through clenched teeth, desperate to keep up the act of a brat. Taking his crop, Jovi decided to find one of those noises and snapped it across the lion's flank. Thanks to the denim, Jovi could go a little harder.

The gagged squeal danced divinely around his ears. Jovi stepped up and kept his foot down on the skull. "Bad boys need to be punished, Knoxy." His crop clapped down again and again, snapping across the air with the gagged cries of the lion. Yet Knox didn't run away. He did struggle, swaying his ass to avoid the blow but it was too slow to actually dodge. Jovi felt his own cock stir in the golden tube. A playful little masochist.

Flipping the lion to his back, Jovi took a quick seat over the pretty punk's face. Hands crawled down his mesh shirt, gleefully twisting nipples before snaking the belt away. Expecting a packer Jovi dropped his mouth at the chastity cage locked around the lion's cock. One of the see-through models, it was clearly too big for Knox. "Oh my god, this ring choice is terrible. You could slip this baby off with just sweat."

Knox didn't agree, especially after Jovi's attempt to lift it free. Luckily the zebra always carried around a bottle of lube, next to his hand sanitizer. A few more complained grunts and the cage slipped right off, leaving a short, if thick, erection.

"O.M.G, that is so cute." Jovi dropped his dominant demeanor for a second, giggling madly as he prodded the nubby erection. With just two fingers he could pump the entire thing. "Gosh it's no wonder your cage didn't fit. Bet you didn't have the courage to buy a small one. Maybe a super small cage with this cutie."

Ignoring the tied comments muffled by his butt, Jovi leaned forward. Brushing his hair aside, he kissed the tip of Knox's cute cock. There wasn't much he could do with it as he sucked the short rod, his tongue lathering it with warm saliva. Knox didn't seem to hate it, judging how much he humped his hips into Jovi's waiting mouth. "Hey, stop that." Jovi punctuated his command with a squeeze of the lion's nads. "You don't get to cum until I say you do. If at all. Besides, sissies don't cum by stroking their clits."

Getting off, the lion's gagged gasps for air were cut short when Jovi flipped him onto his stomach. Raising that bum up the zebra then pulled his cute shorts down, revealing through spread cheeks a hole begging to be destroyed. Sadly for it, Jovi was not a destroyer. He was a lover, a teacher, and a teaser. Something Knox should be well acquainted with by now. And if not, he'd learn. Jovi was sure of it now.

First came a hot kiss against the pucker, wet with his tongue that licked the hole. It took little force to sink his skillful tongue inside though the pitched moans were a surprise. "Oh?" Jovi giggled as he pulled away, pooling another dollop of lube across his fingers, "Has someone never had anything warm up there? Don't tell me you're a toy-only virgin."

Gagged grunts that sounded like swears surprised the zebra. "You? A virgin? With that attitude? I guess not enough guys are up to the challenge of breaking you in. But don't worry, cutie, I'm more than up to the challenge." Given how he'd already won it was more of a victory lap than a challenge.

Dexterous digits slipped past the lion's loosened pucker, spreading lube all around the sensitive inner walls. Knox took deep nasal breaths, keeping his backside relaxed right up until Jovi's middle finger prodded the prostate. "Ah, ah, ah," Jovi signified his words with three distinct slaps on Knox's ass, "Keep relaxed, cutie. Else there might not be a next time."

As one finger poked, two stroked. Three if he included his thumb to get a better grip. Knowing how to read people came in handy for the zebra, specifically in denying the lion until he was a sobbing mess who pleaded for an orgasm.

"I don't know if you've earned it." Jovi mulled aloud. Knox, still gagged, assured him he did with frantic head shakes and grunts. It wasn't until Rocky slipped back in to tell Jovi the class was over did the zebra realize he needed to end things soon. "Rocky, be a dear and go fetch me the item in the bottom drawer. The small and pink one."

The item was a small, one might say micro, ping cage with a metal ring that was coincidentally tight enough for the lion's sack. With enough lube anyway. "Once I lock this pretty thing over your special little buddy, you're mine. You won't be made to bow or worship me like others, I'm not much of a dominant unless it's with little bitches like you. But I think we both know how much you like it." That the tiny erection needing an ice cube was proof enough.

Knox didn't resist. Sure he gave some quick breaths when Jovi squeezed the cage over, but that hardly compared to the dry orgasm hitting his nerves at the end of it. "Can I cum now?" Knox whined with his question once free from the gag.

Jovi pretended to think about it with a long hum. "Nope." He said. "We need to get something special for that. How do you feel about orgies?"