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into-crazy · 1 year

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Derry's Secret Pt. 6

Pennywise x Female Reader series

Warnings- mature language, stalking, dark themes, NSFW, SMUT, choking, dirty talk, fingering, oral sex, penetrative sex, degradation, edging and orgasm denial, overstimulation, ages 18+

I'm baaaack!! Here is a long and extremely overdue part to the series. All I can say is.. heed the warnings. Oh, and have fun!

Other parts can be found RIGHT HERE and through the "Derry's Secret" tag🎈

That evening you decided to stay home. Gabby had texted you prior, asking if you wanted to go out with her and a few other girlfriends. You've hung out with them a couple times before, Gabby was friends with them before you had moved here and had introduced you to each other. They were going out to eat and have some drinks. You declined, stating you just wanted to stay home and catch up on some sleep. It wasn't true. You had your own plans tonight.

You've done quite a lot of thinking ever since you left that house on Neibolt street. Half of your thoughts consisted of you considering what Pennywise had said, and the other half was you scolding yourself for it. Ultimately, you came to a decision.

After a nice shower, you decided to binge watch one of your favorite shows. Lounging with no bra or pants, your ideal form of comfort. Nothing like an oversized tee with some panties to have you set for the night.

Walking into the kitchen, you grab a glass and pour yourself water from the fridge. You take a large gulp before shutting the fridge door. When you turn around, the cup instantly slips from your hand. The glass shatters as it hits the tiled floor below. Leaving the rest of the water to spill by your feet.

Pennywise stood a few feet before you, his stance almost ravenous. His golden gaze runs over your body, covering every inch of you. You don't move one muscle, you're like a deer caught in a beam of headlights.

"Miss me?" He mocks, smiling with that toothy grin of his.

You soon find yourself backing towards the fridge as he steps closer, with your heart rate increasing by the second. There's no escape this time. He's got you exactly where he wants you. Alone in your home, half clothed and completely vulnerable. With no one to come to your rescue this time.

What he doesn't know is that you're right where you want to be. Having known the risk of Pennywise showing up, you still secretly anticipated it. Or perhaps he does know, and that's why he's here. You can only ask yourself now- was this the right decision?

The clown speaks again, "in the time I spent watching you, I've found something quite captivating. Which I also find to be unexpected, as it is a first for me." He catches you staring at his lips.

You try to shy it off. "Would you um, care to enlighten me?"

"The entire time I've been on this world, I fed on nothing but the fear and flesh of life upon it. For so many years, it stayed that way. But you.. you seemed to have introduced me to a different craving." Drool drips down his plump lips. His breath grows feverish, and he needs a second to get himself together before continuing. "I've known there to be lust amongst humans. Though I never cared for it much as it was never meant for me. Until I smelt it on you." He could see it in your eyes, read it clear in your mind. "But you are closing it off," he frowns. "You won't give in, even though you want to very badly. Why?"

You turn your gaze to the broken glass on the floor. Briefly shutting your eyes to hide the embarrassment. "Because it's wrong," you answer. "I do want you. And I want nothing more than to give myself to you.." The desperate whine in your voice gets him to step closer. "I've thought about it, dreamt of it. But I-I couldn't get over the fact that I was ashamed of how much I want it. Of how much I want you."

Admitting this felt alleviating. Like a heavy weight had been lifted from your chest, no longer suffocating you in your own guilt. Instead it was entirely replaced with what you had tried to confine. The scorching feeling of this desire spreading through your veins like a wildfire.

"But I don't want to be ashamed anymore." You whisper, bravely turning back to him. Tightening the strength in your legs which are growing weak.

"Precious doll, trying so hard to deny your desires," he steps over the mess on the floor. The glass crunches under his steps, but he doesn't acknowledge it.

Him calling you doll sends goosebumps prickling across your body.

"Let go. Give in to me y/n.."

His long frame lurches over you. You watch as his gloved hand slides up your arm to your neck, giving it a light squeeze. You mewl at his touch, your hardened nipples poking through the white tee. His other hand goes to rub your left breast, earning soft sighs from you when his thumb brushes the sensitive bud.

"Poor little human, so stubborn. So touch deprived. I can make it worth your while." His breath is hot on your face as he licks up your reddened cheek with that long slimy tongue. "Pennywise can make you feel soo good."

"Mmm I-" you pant, grabbing onto the ruffles of his collar.

He chuckles into your ear, his soft coos tickling your skin. "What is it? Do you want it?"

You finally allow your body to push back against his. "Y-yes."

"Yes what? Say it. I want to hear you say it." He demands, his grip firmly holding you in place.

"I.. I want you." You breathe out heavily as if you're letting everything go. Letting go of everything that was holding you back. He pulls from your neck to look at you. Your lips are parted, your eyes are lust blown, and the top of your shirt is soaked from the wetness of his drool. Your chest is heaving with each heavy breath you take. "I give in to you. Please, just take me." You plead bringing your leg up to rub his calf.

He brings his hands to your hips and rapidly snatches you off your feet, your legs instantly go to wrap around his waist. You kiss each other hungrily, with desperation in your movements. He shoves his tongue into your mouth and gains control. The taste of his tongue engulfs your senses with those familiar scents and flavors from previous kisses. Your eyes flutter as you finally get what you've been missing.

You grind against him and he presses your back hard into the steel of the fridge. It stings since he is much stronger than you. "Ahhh, P-Pennywise.. the bed." You stutter in between short takes of air. "Take me to my bed."

Snarling at your request, he effortlessly walks with you in his arms into the room and tosses you on the top of the mattress. You scoot back into place as he crawls over your body, you watch as those monstrous claws tear right through the fabric of his gloves. The sight sends chills up your spine. Reminding you of a predator sizing up its prey, ready to sink its teeth in and devour. Perhaps that's what Pennywise intends on doing with you. One way or another.

He straddles you and takes ahold of your wrists, pinning them above your head. "Now, won't you be a good girl and keep your hands there. Do not move them."

You nod, showing him your compliance. He rubs his clawed hands down your arms to the collar of your shirt, tearing through the wet material to release your breasts. Good thing that wasn't one of your favorite tees. You deeply exhale as he kneads the round flesh, his large thumbs rubbing over your peaked nipples. A hypnotized look on his face while handles them, as if he's seeing such a thing for the first time. He's seen breasts before, right? You can't help but giggle at his focused face. At the sound of your amusement, his eyes dart straight up at you.

What a cute little frown. you smile to yourself.

"Cute!? You think I'm cute!?" He roars in your face, harshly grasping your cheeks.

"Damn right adorable." You amusingly jab back. So he is a mind reader. Not happy with your defiance, he sticks two clawed fingers into your mouth. Shoving them in far enough to gag you, effectively shutting you up. This sends a rush of arousal straight to your core.

"My, what a disobedient pet you are.." he calmly whispers stroking your chin with his thumb. Too calm, dangerously calm.

He looks even more irresistible when he's mad. It makes you want to provoke him further. Closing your lips around his digits, you begin to suck. Humming while casting your lust dead into his eyes with a look that screams- try me.

"Ohhh and an awfully naughty one at that." He huffs rather impressed.

Whether you're crazy, stupid, depraved or whatever the case- he doesn't care. But you are a brave one, that he'll acknowledge. Only to himself, for now. Removing his fingers, he tears the rest of the white fabric from your body. You wince slightly as his claws leave scratch marks into your skin. You're soon left in nothing but a black, lacy thong. He smirks at you knowingly and you reciprocate. After all, you've anticipated this.

"I'll show you who's cute. You made me wait for too long. So I will make you beg for me." The snarl in his voice rolls off his tongue. You hum struggling against his grip, which he scowls.

Pennywise moves slowly down your body, his red puff balls gliding roughly against your stomach. Using one hand to pin your hips down, he tears your underwear right off. Making you yelp when he does. He brings the small piece up to his nose, taking his time to inhale your scent. "Soo sweet," he softly confides then places them to the side. Having him up close and personal to your most private area makes you feel self-conscious. As you slightly squeeze your thighs together, Pennywise takes notice. "What's the matter, are you shy?" He coos kissing down your stomach.

"A little, yes." You shiver in his grasp.

"Uh-uh," he waves a finger, "there's no need for that pretty thing. Open up for me now, hm. Show me your sweet little pussy." Taking ahold of each thigh, he spreads you open upon your avail. Exposing your sex to him, slick with arousal and clit throbbing in excitement. Heat floods into your cheeks, tinting them a shade of red. He lets out a low growl, "such a delicate, wet flower." He licks from the middle of your inner thigh up to your entrance. When he was about to reach where you need him most, he purposely pulls away. Leaving you to whine and squirm with disappointment. While he chuckles in delight. "Use that filthy mouth and beg for it."

"I need your mouth on me, p-please," you plead. "Please Penny."

The sound of the nickname you give him rumbles throughout his inhuman body with pleasure. Giving a satisfied grin, he licks a long strip over your wet slit. Getting that first taste of you, making you shudder when he runs over your clit. "Tasty, tasty treat.. and all for Pennywise, all mine." He deeply huffs before latching his mouth onto your pussy. Running his slimy tongue around your folds and lapping your sweet bundle of nerves. Slurping up your juices which are all so pleasing to him.

You ball your fists above your head, trying so hard to stay how he wanted. But that magic tongue of his has you squirming around uncomfortably. "Uhm, Pen-Pennywise, could I move my hands?" You ask in the most innocent tone able to conjure.

"Since you asked nicely, yes you can." He confirms before going back to it.

Your arms go to your side, so your elbows can hold your weight to provide better support. His nose pushes against your bud while he sucks onto you, making you moan unabashedly. His tongue working it's rhythm in you while he's swallowing down all your juices. His eyes roll to the back of his skull, completely whitened out. A terrifying sight which you found oddly endearing. You moan in awe at how lost he is into you. His makeup wasn't even smearing, staying perfectly intact. You had thought by now it'd be a runny mess by now, with large amounts of that red and white transfering onto you. But his clown paint didn't falter once, and there's not even a trace on you. His orange hair dropped down his face, tickling your thighs. How you want to grab a handful of his locks.

Should you dare try?

You gently place your right hand over his head. Palming around his soft hair to test the waters. Maybe he's too far in to notice. Once he gives your clit extra attention, you grab onto him and tug lightly at his hair.

He snaps back into focus with a growl that sounds angry as he pulls away slightly.

"Oh fuck. I'm sorry, I-I didn't mean to." Fearfully thinking you might've crossed the line, you retract your hand.

But he doesn't move and his growling subsides. "Put it back."

"Huh?"

"Put your hand back. But no tugging." Pennywise insists, and you listen. Running your fingers through his soft locks.

He hums before bringing his hand to his face. You notice his claws are gone and the gloves are back. Which doesn't matter, because he rips the article off with his teeth, revealing his bare hand. To no surprise, his regular hand is the same white as his face. He inserts two fingers into you, setting a slow pace before he picks it up. His finger strokes feel amazing inside you, rubbing in all the right places. Although you think about how his cock would feel. To have him inside you.

Which raises the question- does he have one? Or any form of genitals? Those are actually some really good questions.

He sucks and licks on your clit all while working his fingers inside you. It's one of the most pleasurable things you've felt im your life. You can feel your release fast approaching. "Oh fuck, I'm.. I'm gonna-" your lewd moans get him moving faster. Just when you were about to fall over that ledge into pure bliss, he stops completely. Halting the movement of his fingers and removing his mouth with a loud slurp. This earns a groan of displeasure from you. "No! Why did you stop? I was so close!"

Pennywise chuckles darkly at your whines, "I told you I was going to make you beg, earthling."

Tears prickle the corners your eyes at the loss of your orgasm. It hurts. It was right there, but he cruelly ripped it away! "Please," you cry softly, "you want me to beg? I'm begging, please- let me cum!"

Satisfied with your pleading, he decides to reward you. "Mm, that's better. Now that wasn't so hard, was it?" He places his slicked fingers back into your pussy. Alternating between stoking your walls and curling them in that spot that makes you scream. His tongue adding more pressure on your clit than before.

"Yes, yes, don't stop! Please, don't stop!"

"Gonna cum on my hand, babydoll? Do it, do it now. I want it all!" He commands pressing down onto your clit, sending you over the edge. Your back arches off the bed, crying out as your sweet release finally takes over your body. Pennywise watches you ride out your orgasm, intoxicated with the way you looked- so dirty, beautiful, and entirely under his mercy.

It took a lot of power in him to hold back his teeth from turning to sharp fangs. His cheeks were barely starting to split until he had to make sure that they wouldn't. Because in that moment of ecstasy which he gave you, he experienced an awakening of his own. Apparently feeding off just your mixed up mash of lust and fear wasn't going to cut it. It wasn't enough to satisfy this new hunger. He craves to feel you closer. Much closer.

Once he finished licking up your juices, he removes his fingers. Crawling back up your body as you're coming down. He keeps eye contact while obscenely sucking the remainder from them. The vulgar sight makes you whimper. He brings his face to yours and you pull him in with strength that surprised you both. His wet tongue slithers into your mouth and you taste yourself on him. You hungrily suck his tongue and push your hips up to him, rubbing your bare self onto his still clothed body. Pennywise starts grinding into you. As he does, you could feel something hard under his pantaloons.

That must be his member. It has to be.

You moan each time it brushes against your pussy as he dry humps you into the mattress. He starts panting, which is only turning you on more. Extending a hand down, you palm the hard member below causing it to twitch upon your touch.

Oh yeah, that's his cock alright.

Pennywise snatches your hand away. "What do you think you're doing?"

"I want to feel you." You throw your hips back up.

His hand tightens around your wrist as he laughs tauntingly at your request, "ohh angel, I don't think you're ready for that."

"But I am," you whine. "I want to feel you inside of me."

"Is that so? Does my little doll want something like.. my cock? You want my cock sweet thing?" He grinds down into you harder, catching you in a silent moan. "Need me to fill that needy hole of yours?" He's teasing the hell out of you, and he's throughly enjoying it.

"Yes! I need you to fuck me!" You wail desperately.

A rumble vibrates within his chest before he pins your waist down into the mattress. Holding you in place as his other reaches for his trousers. You watch as he works them, but his eyes are fixed on you. His large cock bounces free from the pants, and it is unlike anything you've ever seen before.

It's got the shape of a penis, yet has a deep shade of purple. Strange, other-worldly, and intimidating are what you would use describe it in this moment. And had you been in your right mindset, there would be no way you'd let that appendage near you. Let alone go inside you. But currently, you don't find it in you to care. You're far too gone. Far too absorbed in the pleasure this eldritch being is bestowing upon you. Right now, you want to feel all that it is. Questions and concerns can wait until later. If there is one.

To say Pennywise's member is intimidating may be an understatement. As he lines himself up with your entrance, you notice just how huge it really is. You knew he was big, but you didn't know it was that big.

"Will.." you gasp, "will it fit?"

His face snaps up to look at your worried expression, the fear in your eyes. His smile only widens and he rubs his thick head along your folds, the stimulation making you writhe. "Isn't this what you wanted, pet? For Pennywise to Fill. You. Up." He punctuates each word with a torturous roll of his hips against your heat.

"Fuuck," your eyes squeeze shut, "I do- oh fuck yes, I really do."

"Sweet thing," he shushes you. "You are ready. All you need to do is let me in." He grabs ahold of your thighs to spread you more. Displaying your cunt before him in the most obscene way. Walls throbbing with your juices practically flowing down, ready to be filled with his cock. A sight arousing enough to send another glob of drool dribbling down his chin. He's ready to bury himself into your hole and claim you as his. "I will fit, I will make it fit. Don't you worry about that. Now open up for me."

Wide eyed, you watch without further protest as his tip goes back to your entrance. You wanted this- want this.

Pennywise coaxes you by your chin to face him, "Eyes on me y/n. Look at me as I enter you." His raspy voice an intoxicating mix of low, sweet and demanding. Him calling you by your name calms your nerves and only makes you want him that much more.

He advances and you grip onto him. Dropping your jaw to release a deep groan from being stretched wide, wider than you've ever been before. Doing your best to keep your eyes open for him as your vision grows blurry with tears. He slowly pushes into your tight heat inch by inch. It hurts, you expected it would. But you need him to keep going. You dig your nails into the fabric of his costume, urging him to continue.

He pushes in, wiping the fresh tears that fallen down your cheeks with his thumbs. "That's it, ease into it." He huffs at the pleasurable feeling of your walls around his length. All warm and snug around him. "Ohh yessss, good girl.. so wet and warm, soo good."

You bite your lip as he begins to move. Pulling out slowly before pushing back in at the same rate. Doing this a few times to get you used to the stretch. After all, he doesn't want to break you. Not anytime soon, at least. He gradually picks up the speed of his thrusts, and soon you're begging him not to stop. The room is filled with the sounds of wet, slapping flesh and the noises from each of your mouths. You're a whining, moaning mess. Fully given in to the pleasure. While Pennywise grunts and occasionally groans, taking his own pleasure from your body.

"Oh ho ho, look at you. You're certainly enjoying this, aren't you?" He chuckles darkly when you give him a small whimper. Only to become impatient when you can't find the words to answer. He grips your face to look you in the eyes, slowing to move in and out of you at a languid pace. "Come on. Tell me, my pet. How does it feel being fucked by a monster? By the Eater of Worlds?"

"It- ah- it feels amazing. Oh fuck, you feel so amazing!" You're able to answer through short pants.

He grins widely to display a mouth filled with razor sharp teeth. It's both a frightening and enticing sight which leaves you staggered. Then before you know it, he snaps his hips against yours at a pace so fast and hard you start seeing stars. Unable to control the wanton moans spilling from your mouth as he fucks you into the mattress.

"Ohh! Yes, yes- ahhh!" You keen intensely from his violent force. It's too much, yet you can't get enough of it. Your walls contract tightly around his cock, the need to climax again is approaching fast. The monster above you senses this too. Larger globs of drool drop from his grisly mouth and down onto you. Your entire body is slick with a mixture of your sweat and his saliva.

"You want to cum, huh? Such a dirty girl, wanting to cum on my cock," he sneers. His thrusts do not falter one bit, making it difficult for you to respond.

"Y-yes, please, I wanna cum on your cock." Your climax is fast approaching, building in the pit of your stomach. Quickly becoming tighter, and growing more intense as it gets closer to being released. Your hips buck rapidly against him, trying to reach it. Hoping that he doesn't deny you this one like he did with the first one.

His hand moves between your bodies to find your clit. He rubs it hard, making you scream. "Then do it. Cum all over my cock like the good little slut you are."

With that, you do. Crying out as your orgasm gushes out all over his cock. Pennywise growls and chuckles lowly at the feel of your cunt pulsating around his member. This is something it's never felt before. It took a few seconds for your climax to subside, enough for you to realize that he's still ramming into you with full force. You're exhausted, weak, and overstimulated. All you are able to do is lay there and moan while Pennywise takes you as he pleases.

He grips tightly onto your hips and starts to lightly pant. "Again. I want another one."

At those words, you feel your heart drop. You don't know if you are even able to cum again. "I.. I can't."

He snarls harshly at your words. "You can, and you will." His thumb is back pressing roughly on your clit, while his other hand moves up your chest to wrap around your throat. His grip around your throat squeezes, restricting your ability to breathe. "Cum. Now." He growls powerfully right before slamming into you one last time, digging his claws into the flesh of your hips as he fills you with his hot seed.

You feel yourself cum at the exact moment he unloads inside of you. Your back arching all the way up from the bed, and your hips still rocking as your final orgasm violently crashes down on you. It was a lot for your body to handle. Your vision quickly became blurry, and you began to slip out of consciousness. Making it difficult for you to make out Pennywise's ghastly features. Panic quickly sets in when you realize that your sight isn't coming back. Nothing is coming back to you! Your strength or sight. Even your hearing is fading. Everything is fading. You can't move, you can't talk. Can't even make out the clown's features anymore. You're scared. It's all going black.

Soon, it was completely dark. Pennywise's dark laughter being the last thing you heard right before passing out.

End of Part 6.

#Derry's Secret #pennywise #pennywise fanfiction #pennywise imagine #pennywise x reader #pennywise x you #pennywise x female reader #penny posted

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