Work Text:
“Put it on.”
You blink, staring at the sex toy sitting on the table between the two of you, a lewd accessory of metal, leather, and silicone. A strap-on, one with a large dildo already chosen out and attached, stared back at you, tauntingly. “What?”
“Have you gone deaf?” Jester sneered, baring teeth. “I said put it on. Now. Don’t make me tell you again.”
You’ve learned never to question the Jester, at least not any more than you already have, a painful lesson that has left physical scars. Not wanting to anger him anymore, you follow his order and rush to tug the strap onto yourself. The Jester had already ordered you to strip, and the strap only covered your shame. Yet despite that, the strap on was more lewd than when you were still nude.
With a single finger extended and not a word spoken, he beckoned you closer to him. You follow his silent order, coming to a stop in front of him, awkwardly pushing your hips back away from him to avoid the dildo from brushing against him lest it offend him. His hands move to your neck, pulling away after a moment and leaving a collar with a chain leash attached. A familiar feeling, he always liked you being on a leash.
Jester pulls hard on the leash, tugging you behind him as he leads you to his bed. Your cunt pulses with your fearful heartbeat the closer you get to the bed where he’s made you suffer and climax countless times before. A second sharp tug forces you to your knees before Jester, so close to him as he sits down on the bed.
“Strip me,” he orders, and you obey.
You start with his boots, unzipping one before the same foot slams into your shoulder. “Is that the best you can do? Entertain me.” His teeth flash white again. Taking that new order into consideration, you work slower, trailing your hands up his calves until they meet the end of his boots. Your breath is hot against his knee, trembling as you struggle to appease his indirect command.
One boot is removed, followed by another, without you earning another punishing blow. His jester cap follows next. You take great care to let down his hair without tugging on a single strand. When you move to his gloves, he swaps the hand holding the leash to allow you to remove them. As your hands trace worship lines up his arms, you can feel the lean muscle underneath and remember how they looked with a whip in hand.
His jacket is next, and you barely even see the instinctive flinch when your hands get too close to his neck. You ignored it because Jester knows you saw it, and if you dared to bring attention to it, you’d surely be castigated for your folly. A smart choice, as Jester allows you to continue in your work unharmed.
Finally reaching his pants, it’s a bit more of a struggle to get them off with him still sitting. After a bit of a struggle, Jester clicks his tongue; his free hand grabs a fistful of your hair and shoves you aside. He removes his pants and underwear without your help and only throws them at you to fold them nicely with the rest of his clothes.
With the two of you now naked, save for the strap-on still hanging heavy between your legs, the leash tugged you back to the Jester’s reach. “I’m going to make this very clear and you’re going to listen. None of what is about to happen is for you; it is to fulfill a need I have. You are just my toy to do so,” he stressed, staring into your eyes, making sure you understood every word.
Then Jester crawled back onto his bed, dragging you along with him until he was laid back on the bedsheets and you were between his legs. Your brain was short circuiting, you weren’t so dumb that you didn’t know what was coming next, not with the leather around your waist chafing against your skin. But you couldn’t comprehend the idea that Jester wanted you to, wanted you to fuck him with a strap-on.
The leash hanging from your neck snapped as Jester dragged you back to reality, a finger extended to point at the familiar bottle of often-neglected lube. It’d be getting used this time, when the one getting fucked wasn’t you, when more mercy was being granted.
You are once again quick to obey, taking the lube and applying a generous amount to your hand. You reach forward, reaching for Jester’s anus to prepare it because surely such a large dildo needs preparation beforehand, only to earn a second hard kick to your thigh this time. “Just the dildo.”
“But it’s, it’s kinda big, shouldn’t I help you relax so I don’t hurt you?” you try to reason. A yelp almost escapes as your thigh is kicked once more in the same space.
“I don’t need such useless pampering. I won’t break like you would,” Jester snarls. So you obey, spreading the lube across the shaft of the dildo, Jester’s gaze observing as you prepare the length. It’s not a small dildo by any means. You can’t fully close your fingers around it and it’s longer than your hand, palm to fingertip. It’s hard for you to believe that he really wants to take it all, only lubed up and with no preparation.
A sharp tug on the leash tells you when you’ve added enough lube, leading you to press closer to him. With a guiding hand, you bring the tip of the dildo down against Jester’s entrance, glancing up for approval. Jester doesn’t even flinch at the size of the dildo pressing against him; his legs only shift to lock his ankles behind you.
Despite your nervous energy, you push your hips forward, nudging the tip against Jester’s anus. The muscle doesn’t give way before the dildo slips and you have to readjust it to try again. You try pushing it again a second time, then a third, each failed attempt frustrating Jester even more.
“Can’t you even do this one-”
Your fourth attempt succeeds; the tip of the cock slides in abruptly. Jester’s words are cut short, ending with a loud whimper that tapers off quickly. His hand flies up to his mouth, clenched and trembling as he tries to stabilize himself. You’re expecting him to berate you, but after a couple of moments, he wordlessly tugs on your leash, bidding you to continue.
So you do, inching your hips further, watching the silicone cock disappear inside of Jester until you’re completely bottomed out inside him. You study his face as you do, attuned to every little micro-expression that flashes by, terrified of making him lash out again. Glancing a little further down, you can even see his stomach where the dildo presses into his organs, creating a small but notable bump.
Without Jester stopping you, you push your hips back and forth, keeping the pace slow and gentle. Your hands land on his hips, using his waist as a point to balance on as you fuck the dildo in and out of him. Despite the size of the cock inside him, Jester’s head tilts back, neck bared and relaxed with his eyes closed. He’s enjoying this, even if it’s you between his legs. You wonder if he’s picturing anyone else or if he is happy that it is you there.
“Faster.” The order is abrupt and simple. “Quit treating me like I’ll break.”
“Yes, Master,” you nod.
You pick the pace up, fucking into him as you watch pleasure consume his face. You’ve seen what he looks like when he fucks you; all expressions of sadistic delight as he watches you tremble in fear. Now with the roles reversed, the expression is completely different, one that is barely concealing pleasure. Even as you pick up more speed, thrusting into him hard enough your hips slapping against his is audible, the mask he wears to hide his pleasure slowly breaks away.
There is a blurred line between sadism and masochism, two concepts that cannot exist without the other. Jester is a sadist; that much is clear when you think back to how he’s tortured you so, but to say he is completely devoid of masochistic tendencies would be a lie; not with how much he’s enjoying being split open this time. He holds onto the leash to your collar like it’ll negate the dynamic shift between the two of you, so he can pretend you’re just a mindless toy for him to use without shame. Like you won’t remember what happened after this. You know that if that’s truly what he wanted, he’d have used a Fool instead of you to get what he wants.
You’re a good, obedient pet, so you lean forward, laying closer to him as you put all you have into filling him up over and over. Every thrust has him wincing, his stomach reddening where it’s repeatedly jabbed from the inside, but he never tells you to stop. No, he wants you to continue; that much is clear as his legs wrap around your waist and pull you closer.
Jester’s grip on the leash slips, his arms reaching up and wrapping around your neck as he pulls you down. His claws dig into your back, his arms trembling around you, making him almost appear fragile to you; but you know better than to think something so ridiculous. Every thrust has him panting and whining; the harder you thrust, the louder he is until he’s almost crying out. Small words you don’t understand, ones that sound like pleas, slip from his lips, filling the air with his need. You are so close to him that with every thrust, you can feel his cock grind between your stomachs, twitching.
His fingers press bruises into your shoulders, your stomach being splattered with his hot seed soon after. You slow your hips to a crawl, then a stop, letting him breathe. Jester’s afterglow doesn’t last long, his grip snapping to grab you by the hair before throwing you off him, the dildo leaving him with a wet pop. You hit the ground with a heavy thud, wincing at the growing number of bruises on you.
“Stand up,” he orders, and you obey. His eyes tear into you as he sits up, body still shaking from his orgasm, wet smeared between his thighs. “Take it off.”
Your hands fumble with the belt straps, quickly removing the strap that’s still dripping with lube and letting it drop to the ground. Fearfully, you watch as Jester reaches out with two fingers, scraping his fingers up your stomach and collecting some of his own cum that splattered on you. Then his fingers dip lower, slipping between your legs where your cunt is dripping with arousal. The two fingers slip in easily, your cunt welcoming them in like an old lover despite the lack thereof, pushing his cum into you and swirling it around.
“Did you really enjoy this that much? Disgusting. This wasn’t for you, you selfish pest,” Jester sneered. All of his prior softness disappeared like cotton lit on fire. He pulls his fingers out, bringing them closer to you, so you can see how wet his fingers are with the mix of both of your fluids. “Suck.”
You bend over and close your lips around his fingers, tasting the lewd concoction of sexual fluids on his razor-tipped fingers. You’re sure to clean his fingers well, a thoroughly whipped pet, obedient as ever.
In a flash, his claws snap around your tongue, pulling the muscle from your mouth until it almost feels like he’ll tear it off. “You will forget this, all of this, and tell no one. Disobey that order and I will not hesitate to cut you down, pet.”
Even with your tongue caught in a sharp vice grip, you nod to show your understanding. That’s enough for Jester, because he releases your tongue before his claws give you a tongue piercing. “Good, now get out. You have work to do.”
You obey, because that’s all a toy does.