hi omg i loved stalker!reader, she's literally me with penny lol i'm that level of unhinged for him ⋆. 𐙚 ˚🤭
but could i request a pennywise fluff oneshot idea?
like maybe it follows stalker!reader, and he saves you from a scary situation involving ppl in town, allbeit begrudgingly, but then carries you home and makes sure you're okay, and he holds you as you fall asleep ⋆˚꩜。♡💋🥺
i think it could be an interesting challenge to write him being sweet to reader, but in his own way, while keeping him as in character as possible
It Keeps You Safe.
pun intended
Pennywise x fem!stalker!reader
☞ fluff & comfort, snuggles, townsfolk prick, catcalling, possessivess, vague mentions of canon violence, Penny being Penny-yay!
This fic is directly linked to my Adoration Headcanons, where stalker!reader made her first appearance 🩷
Hope you enjoy, lovely moot!
Alertness.
It's the kind that goes under the skin, a subtle shift in the air when someone is watching you too long.
You're just walking home, shoes a little muddy from the Barrens, head full of things you shouldn't love this much.
You've been out too late again, too close to the drains. Too close to him.
The town is half-asleep, streetlights humming low and orange.
And then someone whistles.
Your stomach drops.
The sound follows... Sloppy footsteps, lewd laughter. Some guy from the pub, or maybe he just looks like someone from the pub. You don't look long enough to find out.
You walk faster.
He calls something after you.
Something that's supposed to sound flattering but drips instead, thick and mocking and objectifying.
When you don't answer, he gets bolder.
Boots scuff the pavement.
You turn a corner and that's when the air goes wrong wrong.
The wind dies entirely and the lights flicker momentarily.
And from the gutter comes a balloon.
Crimson like wine—or blood.
It bobs once, twice.
The man behind you laughs, nervous now.
"The hell is that—"
You don't have to see what happens next.
You just hear it... Garrulous laughter. Not human...
Then the man is gone. Just gone.
Running, screaming something about a clown.
And suddenly, everything's quiet again.
Not peaceful though.
You're shaking, clutching your own arms, trying to remember how breathing works.
Then a huge shadow moves in front of you.
Pennywise steps into the streetlight like a nightmare unfolding.
Ruffled collar, too many teeth hiding behind a smile that's only now turning back to gentle. His eyes are gold, fixed right on you.
"You're trouble" he says, voice low and lilting. "Little thing wandering around my streets… collecting attention that doesnct belong to you. Oho..."
You swallow hard. "He—he followed me."
His head tilts, curious.
"I noticed... *sniff* You smell like fear. Not yours anymore, though. His."
He giggles.
Your pulse stutters.
You open your mouth to thank him, to say something sane, but then he's crouching, face inches from yours.
His gloved fingers trace a smear of dirt on your cheek.
"So fragile" he murmurs, almost to himself. "Soft little thing, all cracked china and heartbeat."
You forget to breathe—again.
He sighs dramatically, theatric as ever.
"Humans, humans... Always needing rescuing."
Then he stands, looming impossibly.
"Up up up!"
"What?"
Clawed hands slide around your waist before you can argue.
Effortless.
Like you weigh nothing.
He scoops you up against him, your shoes dangling, and the air hums faintly where his skin touches yours through fabric.
You cling out of reflex.
He chuckles, deep and sharp.
"Oh relax, little magpie. I'm not hungry tonight."
That shouldn't be comforting, but somehow it is.
The world blurs.
You blink, and then you're home...
His way of moving, reality bending to suit his whim.
He sets you down on the bed, surprisingly careful. His claws catch the blanket, tucking it under your chin.
"You—you scared him off."
"I do that." He grins, the corners of his mouth twitching wider than humanly possible. "Scaring is easy. And fun! You're… harder."
He studies you for a long moment then, gaze flicking from your eyes to your trembling hands.
Then, almost absently, he sits beside you, weight making the mattress dip.
The room feels too small with him in it.
His voice softens.
"Don't go walking out there alone again. Unless you want to see good old Pennywise go all angry."
"Mhm... I like seeing you" you murmur, half-asleep already.
He laughs quietly, an eerie musical sound. "Of course you do."
One gloved finger taps your forehead, then your collarbone, then he pokes your knee just because.
"Hmm. Still in one piece. Mostly."
You blink up at him.
"What'd you mean? Mostly?"
He leans closer, eyes glinting.
Now electric blue.
"No bite marks, no missing bits… Shame. You mortals bruise so easily. It's adorable!"
Then, without warning, he pinches your cheek like a nosy grandmother.
"Soft! See? Perfectly soft. Very snuggleable."
"You're mad." You say, entirely smitten...
He looks equally delighted.
"Awee... Compliment accepted."
You're soon drifting, warmth seeping through your limbs, safe in the strangest way possible.
Somewhere above you, the bed shifts, and you feel a heavy arm curl around your waist. Claiming.
He's really warm for something that shouldn't have warmth at all, or pulse.
Is It simulating all these things for you? Knowing humans find comfort in them.
The ruffles of his collar brush your neck.
His chest rises and falls slow and deliberate, like he's mimicking your breathing just to lull you.
Here's your answer. Even him breathing is intentional.
Long fingers trace patterns over your ribs, almost like he's mentally counting them.
You burrow closer anyway.
His laughter fades into something like a purr.
When you wake in the morning, he's gone. Only a single red thread is tied around your wrist, knotted neat.
Thank you for reading! You can support me by commenting, reblogging, and tipping!
I think I speak for all of us when I say that we also need to bring those Pennywise x listener audio thingies back.
You know, those audio recordings made by very talented VAs that can do spot on impressions of him with sound effects and stuff that were all over the place before the great tumblr purge. The well is so dry especially on the r/gonewildaudio subreddit.
You think there’d be a lot more nsfw pennywise x listener audios on there over time but nope. Barely anything with some even being deleted and broken links.
Like seriously I wanna hear Penny grunting and growling in my ear like an animal while I imagining him stretching my tight little pussy out with his huge eldritch monster cock and making me cum my brains out.
(Tho sfw audios on YouTube would also be really good. So I can listen to those when I sleep)
Notes/Warnings: First time writing smut, slight edging, fingering, unprotected piv
You're helping your lover undress and unwind after his performance.
You were sitting perched up on his lap, turned towards him while humming a melodic tune as you took his wig off and placed it on its stand. This was your private little ritual you and he did every night after each performance. When you turned back to face him, you ran your fingers through the thinning hair at his crown, a look of content on your face. Bob sat obediently, wearing a tank top and the bottom of his clown costume, like a golden retriever as he let you take his clown persona off.
Tonight felt much more calmer and intimate than every other night but you couldn't quite place your finger on it so you just shrugged it off. You dipped the towel into the bowl of warm water to gently wipe off the white and red paint off his face. His eyes fluttered shut as the towel made contact with his skin; a soft exhale leaving his mouth. You tenderly tilted his chin up to wipe the paint off from his jaw, too busy to notice that he had opened his eyes and was staring up at you as if you were his whole world, obviously alongside Ingrid.
"You're so kind to me," he gently murmured—"what did I do to deserve ya?" The edge of your lips twitched upward into a bashful smile at his words. "You're going to distract me." A wry grin was plastered on his face at your response, his hands snaking up to wrap around your waist to pull you closer to him. Each time you pulled away from his face to rinse the cloth, he couldn't help but to admire your side profile and how your brows furrowed together when you had set your mind on something.
As you turned your focus on wiping the red paint off his lips, his hands began drifting lower and lower until they stopped right on your hips. His breath was now getting shorter and hotter against your hand and you noticed a subtle shift from pure adoration into something darker in his eyes. You tried your best to dismiss that gaze but he kept making it known by the way he was leaning into the palm of your hand.
"Baby..." he softly murmured into your cradling hand.
You knew what that tone meant and you slightly pulled back to properly look at him and you knew that you could never deny him when he got needy. Your eyes glanced down to his lips for a moment before back up to his blue orbs. The air—once calm and warm—now felt charged. Without hesitation, he leaned in to capture your lips with a soft kiss; but not even a moment later it became more heated. With what started off as a gentle peck had now turned into his teeth nipping your bottom lip. His tongue swiped over where he had bitten as if asking permission to slip in between your lips.
The towel that was once in your hand had dropped from your hand and on to the wooden floor. Now that your hands were free, they reached up to cup his face as your tongues clashed with each other. The sudden thought of Ingrid made you pull back and break the kiss. "Ingrid," you managed to gasp out in between pants. "What about Ingrid?" His mouth curved with a hint of mischief, a streak of crimson red smeared across his lips in the aftermath of their makeout session. You could feel his hot breath against your neck as he leaned in to pepper kisses down to your collarbone. "She's having a sleepover at her friend's." He murmured, his lips skimming the side of your throat. As he continued his ministrations, his teeth slowly grazed your skin which caused you to suck in a sharp breath.
His hands never left your body, roaming your torso before moving down to your thighs and gripping them to yank you closer to him. His mouth immediately latched on back to yours while simultaneously lifting you by your thighs so your legs wrapped around his torso. The kiss between you and him never breaks, desperate to stay intertwined in some way all the while he gently lays you down on the small, makeshift bed in the back of the wooden trailer.
As he settles down between your legs, you could feel him press his hardening length against your covered entrance. A faint shade of pink dusted your cheeks in response. Unlike the tender kiss shared between the two of you earlier, his lips crashed down to yours for a frenzied kiss as he demanded entry to your mouth to which you happily obliged.
Simply just making out could not satisfy his hunger for you; he needed more and he needed it now. The sound of jingles from his suit echoed through the trailer while his hips were grinding fervently against yours. "I've had such a tiring day today," he mumbled against your lips. "Be a doll and help me unwind, hm?" Small, needy whines left your throat in response which caused him to smirk.
His hands pushed the edge of your nightgown above your head to yank it off and toss it aside; your hands mirror his, fumbling to unbutton his silver clown pants and letting it pool around his ankles. His left hand tilted your chin up to claim the fleeting warmth of your lips whilst his right slipped under the waistband of your panties.
He let out a grunt as his fingers skimmed against your folds, already feeling how soaked you are for him. "All it takes is a few kisses to get ya to melt, eh?" he teased, sending a jolt of pleasure to your core. Now you were desperate for him, hips writhing against his fingers as they tried to get more friction. "Yes, please..." you moaned. A tsk escaped past his lips before slowly easing two fingers into your heat as foreplay. The tips of his fingers curled against the spot that made you moan and arch your back off the bed whilst his other hand slipped down from your chin to grope your breast.
It only took a few strokes from his long digits to turn you into a moaning mess against his lips to which he would happily swallow.
He would tease you—stroke your sensitive bud with his thumb that lacked the right amount of pressure you wanted—before bringing you right on the brink of an orgasm just to stop his ministrations, causing you to groan.
After a few more tormenting rounds of teasing and edging you, he pulled his fingers out, now coated in your wetness. His gaze was locked on to you as he brought his digits up to his lips and sucked on them, as if taunting you, his tongue swirling around each finger to make sure he thoroughly cleaned them. The musky taste of you caused his cock to twitch against his stomach, beads of precum had already began to trickle down his length.
"I can't wait to bury myself into that tight cunt." he grumbled.
The bed groaned as he moved to toss your left leg over his shoulder, getting a good glimpse of your glistening slit. It was driving him crazy. His hand wrapped around his dick, stroking it a few times before nudging just the head into your entrance and then pulling out again. It was a maddening cycle and you made sure you were vocal about it by whining.
Halfway through one of your complaints, he thrusted into your tight heat, bottoming out in one go which caused your whines to quickly turn into choked moans as you clawed at the bedsheets. He also let out a moan as he felt your hot walls clench around his hard length at the unexpected intrusion. For a moment he stayed in that position to let you adjust to his size before starting off with slow, shallow thrusts.
It wouldn't take long before all self-restraints were tossed out the window and he was now fucking you deeply into the mattress. He couldn't get enough of how perfect you felt around him, it was almost as if your cunt was meant just for him. The air was filled with grunts, moans, and the sound of skin slapping against skin; the wooden trailer groaned as it swayed side to side from his thrusts.
As he was plunging into your hole, one of his hands came down to give your swollen bundle of nerves some attention—rubbing it with the pad of his thumb. The overwhelming amount of pleasure from the stimulation from your clit and from the way the head of his cock hit your cervix made your eyes roll back and see stars.
"Look at ya, such a good girl." He rasped in a low voice, watching his cock disappear into your drenched cunt. The way your walls involuntarily clenched around him at his praise doesn't go unnoticed by him, instead he deepens his thrusts. Your thoughts start to blur together as your orgasm neared. He, too, was also close from the way he was getting more vocal. His moans made the heat in your core to bloom even more. It took a few more rough rams before his balls tightened and he emptied out inside of you—spewing hot webs of release—as you moaned and arched your back off the bed.
His eyes softened with tender amazement as he looked down at you; you looked divine to him with your hair splayed across his pillow. He dropped his sweat sheened forehead down to yours as he tried catching his breath, letting your leg slip down from his shoulder. After staying in that position for a minute, he leaned his lips down to nip your earlobe before making their way down to the nape of your neck. "You okay, babe?" He whispered softly against your skin as he turned soft and pulled out of you. You nodded your head yes, the mix of both of your juices slowly leak out of your slit.
A tender smile tugged on his lips. He shifted off from above you to lay down next to you, wrapping his arms around his waist to pull you close to cuddle. Your body instinctively curled towards him to mold perfectly against his.
"Mmm, y'did so well." He breathed out, his lips pressing a gentle kiss against yours.
With one of his hands, he reached down the bed to pull the blanket over the both of you to cover your entangled limbs. Even after having a long, demanding day of performing, he still prioritized caring for you. Wrapped in between each other's arms, you both let the world fade away and slip into unconsciousness.