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#pennywise art
alcinaslittlemaid · 2 months
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Naughty Little Lamb~
Pennywise 2017xFem!reader
•Warnings: Smutty smut, degradation, spanking (a lot), angry sex.. and much much more, Mild DD/LG (tiny bit) uses of pet names
(I’m not great at writing buts it’s the red hour 😳🌶️)
Come join the clown~
🎪🎈🤡
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The hour was very late, you had struggled to get to sleep and Pennywise had gone out hunting. You felt a familiar throbbing in your underwear, by god you were missing him so much, your hand slipped down between your silky thighs and coating your fingers were your own sinuous juices.
You smirked and began pleasuring yourself, grabbing your vibrator imagining penny’s long slippery tongue slurping your insides out, your toes began to curl as you bucked your hips in submission, your mind travelling further, now imagining how smaller tentacles would slither out, gripping your thighs to keep you in place, long slimy tentacles restricting your movement, as his long, hard alien-like tentacle is forcible pushed into your tight hole, the ridges of his length hitting your clit as he completely ruins you.
Trying to get his entire length inside your tight, little cunt, you were getting close, finally going to be rid of your need for him (until tomorrow that is) you were almost riding your vibrator with pleasure
“Dooonnnt youuuu Dareeee~” that taunting voice in your head rang out like a bell you had recognised all too well
“Fuck…” you whined “Watch your mouth little slut” the voice growled, it’s raspy voice grunted in your ear as you slowly peeked up at the darkened side of your room, there…two golden orbs stared back at you, dark red circles rimmed it’s golden stare
“Oh my~ look at the filthy mess you’ve made, you dirty little slut” pennywise barked, stepping towards you “my! Dirty little sewer slut” he grinned before sitting down
“Come” he snapped patting his lap “But you said I couldn’t-“ you attempted a joke, but the state he gave you was stern, cold and deadly
“I said…COME!” He snapped, before dragging you roughly over his knee, your ass now presented to him like his next meal on a silver platter “Ah! Ow your hurting me! Penny what the fu-“ you were soon cut off by his to clawed fingers “Good little girls should be seen and not heard” his fingers were almost in your throat, you hadn’t a clue what was happening.
“You’ve been such a naughty, filthy little lamb Y/N” he teased before hiking your skirt up higher, his tentacles keeping you tightly in place as his hand slowly lifted behind your rear
“Now, we’re gonna play a little game~” he began, you shook your head at his silly games, but he was having none of it
“your gonna count every time I spank that little ass” he continued “and if you mess up or miss a number, they’re gonna restart and be even harsher…got it?” He hissed, you squealed and tried to squirm out of his grasp
“Ohhhh you wanna play hide and seek? Okay! If hide and I don’t find you in under 2 minutes I won’t punish you! We can doooo whatever you want~” he had crossed his fingers behind his back while saying that. You nodded and took off running, trying to find a hiding place he hasn’t seen yet, meanwhile the clown began to the countdown to your demise
“1…..2……3”
“Shit” you winced
“4…..5….6”
“Fuck fuck fuck!”
“7……8….9…”
You finally found a spot, sliding into it and shutting the door behind you ever so silently, you sunk beneath the piles of sheets and bedding
“10! Ready or not little bunny! Mr wolf is coming to find you hahahah” He cackled maniacally and began searching for you, his boots thudding against the ground in desperation. This was horrifying, he could do anything to you…you could hear doors opening and the disappointed sigh when you weren’t there “Oh my little lamb you are clever..” He then opened the door to your linen cupboard “but not clever enough- oh! Oh fuck where on earth is that little girl?” He slammed the door shut and began walking away…or so you thought
As soon as you heard a door downstairs creak open, you poked your head out and began sneaking back to your bedroom thinking you had won.
You were suddenly pinned to the ground by his clawed glove “You! You are so gullible…you think I couldn’t smell that throbbing, aching slit? Hahaha oh little one, you fell for the oldest trick in the book! You are a fly in my spider web” he giggled maniacally in pure pleasure, before dragging you back to the bedroom, a thread of drool trailing behind and a sinful, sadistic look in his eye.
@sootrootdoot
@pennywise-fucker
End of part 1🎈
Lemme know what y’all think and I’ll write the next part!!
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sootrootdoot · 2 months
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sum pennywise doodles. he is voicing a fanfiction
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rhosmaryyn · 1 year
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i wanted to draw its little clown suit but tbh it just reminds me of a frilly dress lol
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bananakiller-art · 5 months
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Oh, how I love this redrawing >:)
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tippett-in-a-robe · 8 months
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A Chucky and Pennywise fusion I did for the hell of it! XD
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funtimeisparty · 4 months
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Classic Pennywise
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fruitiebee · 6 months
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PENNYWISE☝️‼️this is a redraw I did I have like 3 older ones from 2022,2019 and 2018
I rewatched the movies recently and forgot how much I used to be obsessed with them
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This is the one from 2018 for reference😵‍💫😵‍💫
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madzzwhirl · 4 months
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⚠️First post, wooweee,
[ tap on the images to see them fully.]
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Love some good ol' Penny and the Wise
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Certified hater.
Anyways, these were drawn on a Magma with my friend and screenshotted so the quality sucks but I hope u enjoy.. smooches ur head....
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terracebatman · 6 months
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Pennywise cosplay
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saitaymaart · 1 year
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🎈 Happy Halloween 🎈
🦇💀🎃🦇💀🎃🦇💀🎃🦇
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alcinaslittlemaid · 1 month
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That one meme but the hottest horror clowns of tumblr
Art by me! Tag me if you reblog please!
The fact this drawing took over almost two weeks is astonishing😭🙏
Kudos if you know the meme
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sootrootdoot · 6 months
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helloioooooo!?!?
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rhosmaryyn · 1 year
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o ye i also drew this a bit ago maybe i could post it here
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bananakiller-art · 9 months
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Again, some kind of picture, I was cheering myself up again, and what could be better than a Pennywise with a cup of cocoa🤎☕️.
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tippett-in-a-robe · 11 months
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Just a little random thing I did: ⬆️
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funtimeisparty · 4 months
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Cute Pennywise
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