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Tonight, You're Mine: Jester

Happy anniversary TFC! Thank you for inspiring my monster fucking writing skills. I hope everyone enjoys my take on Jester's monster form and personality. He's not as cruel as most depictions of him which I hope is alright.

Ao3 link Harlequin, Pierrot, Doctor

Word count: 2.7k

You've definitely bitten off way more than you can chew this time.

When you'd first met Jester and entered his purple tent on your second visit to the Freak Circus of Horrors, it felt as if you had stumbled straight into a lion's den. The show itself was masterfully done, with a tragic story and special effects that were a little too real for your taste; yet you barely paid attention to it. Your eyes were naturally drawn to the slender and elegant form of Jester laid atop the backdrop, his legs dangling and hands moving at every dramatic moment. You're truly a little embarrassed for ogling him so much, but you couldn't help it! His outfit, the way he moves, the way he speaks - all of it is so very attractive to you, so enticing that you happily ignored the alarm bells ringing in your mind. Glowing eyes and sharp nails could easily be chalked up to good makeup work, and the dangerous purr in his voice is just a part of the dangerous storyteller act. Jester is likely just a very convincing, smooth guy. Nothing to be concerned about really.

You could not have been more wrong.

"Look at you squirm," Jester's mocking voice tickles your ear as he examines his handiwork. Strong purple silk ropes bind your body in elaborate spiderweb-like patterns. A surprisingly soft rope traps your wrists together and stuck behind your head with a metal bar attached to the bed. A similar strategy has been deployed on your lower half, though instead of keeping your legs together Jester has opted for the far more compromising position of spreading you as far as you're comfortably able to. Each ankle is chained to another bar that you have no hopes of freeing yourself from without assistance.

Jester has made sure you are entirely at his mercy - and you love it.

This position does not scare you; neither does the looming figure tracing his very sharp claws down your thighs. Each touch, each whispered degrading comment only makes you more needy and excited for what he will do to you. It's a very strange concept to Jester. You confused him. It would be so very easy for him to torture or end your life right now. He had originally lured you back here for a little pleasure and a meal for himself, but now… hm.

The circus is quiet tonight and he's been in need of some stress relief as of late. You do look rather tempting trapped in his web like this. Under normal circumstances, he would never allow himself to even consider revealing his bare body to a human free of his hold. Yet you, submissive and deliciously open to his touch, are making it difficult to stick to his values. This was not meant to last more than a few minutes; a quick fuck, hypnosis if you were good, then he'd eat you. But when was the last time he had a few hours to himself like this? When, if ever, will he come across another submissive and beautiful human like this one?

Just this once, I will indulge. Let's see if Harlequin is right about these dirty creatures.

"Are you sure you are not a performer, darling? You move and sing so well for me." Jester nips at your earlobe as he teases you both verbally and physically. You knew he was definitely inhuman a few minutes into your steamy encounter and yet you're still caught off guard by multiple spider-like appendages that fold out and move with hypnotizing smoothness. A shiny purple and black shell covers the majority of his body like a carapace which only adds to the feeling that you've been captured by a giant spider. The tent is a little too dark for you to be able to see the exact shape and number of these appendages, the shadows (unfortunately) hiding most of his monster form from you. His four dark purple horns, glowing eyes and sharp fangs are the only things you're really able to focus on anyway as your mind is swiftly overwhelmed with several sensations.

Like a puppeteer, Jester has taken full control of your body and its pleasure. A vibrating toy buzzes against your sensitive clit while something thick and ridged keeps your hole full yet agonizingly understimulated. It's just enough to bring you pleasure but not nearly enough to bring you anywhere close to the edge. He knows it too, the cheeky fucker. Glistening white teeth twist into a malicious grin as he watches you uselessly buck your hips as much as your bindings allow. All you can see when you open your eyes are his own glowing violet ones focused entirely on your face. His predatory stare captures every shift in expression, every shaky breath you take, and of course his favorite: your pleading mouth.

"Please, please! Need- mm! More! Please, sir, please! I need it!"

Ah, music to my ears.

"More, little butterfly?" Jester's voice oozes with malice and pure delight at your groveling. "You'll have to be a little more specific, darling. What do you need? What do you wish your master to do to you?"

Oh, how he absolutely adores the little pout that appears on your face once your flustered mind processes what he's said. It delights him to watch you open and close your mouth with quiet, anxious attempts to voice your needs. You don't manage to get the words out, you can't; it's far too embarrassing, especially with him staring at you like that!

So he decides to give you a helping hand.

With a flick of one of his extra limbs the toys between your legs gain a burst of energy, the intensity ramping up so abruptly that you have no time to brace yourself for the onslaught of pleasure. A splash of lube aids his spindly apendages in driving your body to the brink of orgasm once, twice, thrice, making you cry out pitifully every time he pulls away just as you're about to spill over the edge. In your opinion, he's being unnecessarily cruel and mean; yet you don't stop him. No safe word is uttered - not because you feel like you can't, but because you love this. Being at another person's mercy, having your pleasure be managed by someone else in a way that leaves you unable to do anything but to take every little thing they want to do to you, is something you cannot get enough of. You've always wanted to be with someone who was willing to push you like this, who could handle your body and pleasure so well that you didn't have to anything but to feel. None of your past partners were able to fulfill that desire of yours for one reason or another, much to your frustration. For years you'd given up on finding someone as freaky as you who was willing to take the dominant role you craved, and now that you've found that person? There's no way in hell you're checking out unless you absolutely have to.

"Fuck, fuck, okay! Please! Jester!" Pleas for mercy spill from your lips as Jester's limb drags the vibrators away for a fourth time, leaving you dripping and absolutely desperate to cum.

"Yes, darling?" The question oozes with condescension and false concern. He knows damn well what you need, and he refuses to give it to you so easily. "Use your words, darling. What do you want?" The monster has the audacity to tease your entrance yet again as he looms overtop you so that his forehead leans against yours, forcing you to meet his blazing gaze.

He is seriously going to make me beg?!

"I wanna cum! Please, Jester, lemme cum! I'll be good! Please, please just give it to me-!"

"As you wish, darling."

The toys push forward again and again, filling and rubbing against you faster than before. Jester silences your noisy cries with his sharp tongue and teeth dominating your mouth at the same speed as his limbs between your legs. It takes barely half a minute for an orgasm to finally spill out of you - but he's not done. It's never that simple with him. You can feel him smirk against your lips as wave after wave of intense pleasure crash over your body. Sensation becomes all you can process, the world fading and leaving behind only him. Only when your hips weakly try to twitch away from the buzzing toys does he finally relent, his limb shutting off and discarding the toys without a glance.

"Good girl~ Such a well behaved little thing." If you were a little more aware of reality you'd probably be surprised to hear such soft praise come from the usually judgmental monster. You're far too gone in joyful bliss, however, so instead you simply bask in the brief afterglow. The silk bindings make you feel wonderfully weightless against the soft sheets, like the most luxurious web you've ever touched. Everything is taken care of for you, and it's so hot and wonderful. You don't even have to lift your head much to drink the water he offers you! His limbs do the work for you, the dextrous appendages easily lifting you up by the base of your skull to drink without choking. He watches you drink with a look that is almost fond and his claws are far gentler than they've ever been with a human as they run through your messy hair. If anyone had seen him like this and asked about it, he would of course deny it. But you are so beautifully mindless and incapable of piecing your thoughts together, so he has no need to worry about you remembering this soft moment in full detail.

"There we are. You humans are so much more tolerable when you're mindless like this." A single sharp claw gently boops your nose and trails down to your throat with deadly gentleness. A sharp exhale of air is forced from your lungs as he wraps his hand around your neck and leans so close that every breath you take comes from his lips. "Let's see how much more your fragile body can take, hm?"

You meet his dominant gaze with a confident submissive one as you nod the best you can. "I can take it, Jester. Do your worst."

A wicked far too wide grin spreads across his face at your challenge. Welp, I'm not gonna be able to walk tomorrow. Ah well, who needs functioning legs anyway?

"Such a bold little thing. You truly want to lose your mind, darling? Huhum~ This will be fun."

Jester leans back so that you have a good view of his body, clearly wanting you to see exactly what you've signed up for. The carapace on his pelvis shifts to allow his cock to spring free. It's not as monstrously big as Doctor's nor as long as Pierrot's but more than makes up for it with soft ridges along the sides and a tapered tip that looks able to pierce your womb if it so desired. He could breed you if he truly wanted to, and holy shit is that hot. As if he can read your mind, Jester chuckles as he presses his length against your drooling entrance.

"Don't worry, little mouse. Our species are incompatible for that sort of thing. I can fill you as much as I wish and you won't have to worry your little head about anything~"

I'm definitely not walking tomorrow.

Jester doesn't bother wasting any time working you up - his extensive teasing earlier prepared you well enough. His length sheathes fully inside of you with only one thrust, your slick walls welcoming him in with pleasurable ease, earning a groan from both of you. The ridges you'd noticed earlier seem to stretch out a little inside of you, scraping deliciously against your sensitive nerves with each sharp thrust. Jester is not a gentle lover. Every thrust is firm and deep, his hips smacking into yours without care for how bruised your sensitive human flesh may be by morning.

"Look at you. You take it so well, don't you my little toy?" His claws curl a little more around your throat as he hisses against your neck during a particularly harsh thrust. "So tight, so wet, so perfect. You might just be the best toy I've ever owned." Your hole clenches around him at his possessive dirty talk, though you try not to think too hard about his words. This feels way too good for you to ruin it by questioning his slightly concerning words. Right now you don't mind being owned by Jester. If being his pet means getting to hear his praise and degradation every day and getting treated to sex this good, then you will happily put on a collar and bark for him. Freaky loves freaky, after all.

"Please, please, sir- oh- my fucking- gonna- AH!" Your noisy cries are once again cut off by him, though instead of his mouth he uses his claws to keep you quiet as he hammers into you so hard that you hear the bed creak underneath you.

"You're gonna cum, aren't you? Hm, I suppose you may. You have been oh so very obedient for me. Go on, little mouse. Show your master how much you need his touch."

White hot pleasure shoots down your spine like lightning. Everything fades once again, reality shattering along with your mind as your eyes roll back and you shakily whimper his name. His grip tightens fractionally enough to stop you from screaming in pleasure, though he takes care to keep it loose enough for you to take ragged breaths and let out pitiful mewls. He doesn't stop, either. Why would he? The fun's only just begun, after all.

Those extra appendages snap forward and slice through the silk ropes with terrifying ease. He slips out of you for a moment to flip you over and position you exactly how he wants you. You're trapped again in a matter of seconds, his limbs working together to hold you down with your hips raised so he can continue to ram into you. This new angle makes you scream into the pillows, his dick reaching so deep that you're convinced that the tapered tip is definitely hitting your cervix. You feel him getting closer to filling you as he uses you for his own pleasure, your body the perfect toy for him to take his stress out on. Only hisses and snarls leave his lips now as he is seemingly too focused on fucking you to degrade you any further - not that you would have really heard it anyway with how mindless with pleasure you are right now. The heat and scent of sex fills the room, wrapping around you like a cocoon to keep you high on pure bliss. Time and space melt and blend together in your mind. Nothing is real except for him, his hips, and his ridged cock moving rapidly in and out of you.

You don't know (or care) how long he's been fucking you, you just want more. You need more of him. You don't know if you can survive without ever feeling this again; it's too good, too wonderful, too perfect.

You're near the verge of passing out when he jerks his hips for the last time and buries himself as deep as he can. His cock seems to lock in place deep inside you, the tip easily piercing into your womb to directly dump its load inside. The ridges shift and ooze with what you'd later learn was a numbing agent to make the pierce painless, locking himself firmly inside of you. All of it combined sends one last colossal wave of pleasure over your body, giving you such an intense orgasm that your overwhelmed body practically reboots to try and process it all. You try to hang onto consciousness as long as possible, but it's no use.

"No need to fight, little mouse. I'm impressed you handled this much. Most humans pass out at least twice by now." Jester's whisper sounds almost proud as he tilts your head up so your eyes meet his. A purple haze falls over your vision, sending you to sleep with ease. Unconsciousness comes in seconds and you accept it with open arms. Your body is bruised and a little cut from his claws, but you don't care. Those same sharp claws stroke your body with unnerving possessiveness as you go limp against his limbs.

I should make her a collar once she wakes up. You're mine now, little pet.

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