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how to unsuccessfully exorcise a demon while successfully being in love with your best friend: an extensive guide by dean winchester by virtuallyuseless
Fandoms: Supernatural (TV 2005)
25 Jun 2026
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“So, lemme get this straight,” Sam began from his position on the couch—now bundled under a heap of blankets, freshly dosed with Nyquil. The movie end credits were rolling in the background. “You guys thought I was possessed—“
“Well, technically it was Cas’ idea.” Dean interrupted, shooting a glare at the man in question, who was frowning at the television like it had personally offended him.
“—you guys thought I was possessed,” Sam continued pointedly, “all because I turned down a request to read poetry? Really?” He barked out a hoarse, tired laugh, eyes crinkling with clear amusement.
star wars, misunderstandings, and oblivious flirting. not exactly in that order.
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Karen knows how to wait.
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Karen realized some truths about herself when Keith proposed.
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Karen knows how to wait.
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When Dan chooses to abandon both sons, Keith arranges for Karen and Deb to meet.
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it’s just me and the dog (i need no one else) by cursedornot
Fandoms: Supernatural (TV 2005)
17 May 2026
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cas and dean end up in a cabin to recover from a hunt, and cas tries and fails to not jerk off to thoughts of dean as his dog
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Dick came home just needing his woman.
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Leroy comes home after a long day on base to see you in a short, silk, nightdress that leaves barely anything to the imagination. You can't blame him for what he does next.
Fem!Black!Reader
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fuck with me by porcelaindoll (blackcarlotta) for NOHARDFEELINGS
Fandoms: IT: Welcome to Derry (TV)
26 Nov 2025
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Whirling colors explode behind his eyelids and make him feel unbalanced. They begin to knit themselves together into something, a picture that’s real behind his eyes, and he’s seeing Leroy’s face just as he’s opening them, and then he’s staring at the wall again, standing in the middle of his room with his arms above his head.
Series
- Part 1 of devils hand in hand
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megalomaniac by sleepyheadexe
Fandoms: IT - Stephen King, IT: Welcome to Derry (TV), IT (Movies - Muschietti)
03 Jan 2026
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Derry is the kind of town that never forgets. It sits there in Maine, small and quiet, with its crooked streets and fairgrounds that smell faintly of rust and popcorn. People disappear here, sometimes for good, sometimes for long enough that it doesn’t matter. The town remembers them all.
Bee has never been scared. Not really. Not of the dark, not of the clowns, not even of the things that crawl through the sewers at night. Especially not with all the medication shoved down her throat.
And someone has noticed. Something that has been lying in wait beneath the streets, behind the drains, in the shadows that no one dares to enter. IT doesn’t just hunt fear—IT studies it. And Bee doesn’t have any.
Why would IT want to eat something that tastes so bad, and intrigues IT so much?
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Brace Yourself by Purpl3Sw3aters
Fandoms: IT - Stephen King, IT (Movies - Muschietti), IT: Welcome to Derry (TV)
18 Jan 2026
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“What the fuck,” you exhaled. He was so obscene, so large and bright, eyes wild and blue like the sea.
He made the hair stick up on your arms.
“Now, now, didn’t your mommy ever tell you not to use nasty language like that?”
His drool dripped onto your face, sickeningly warm. His breath wafted through the air, sweet like cherries yet stale like week old blood. Hot metal.
Oh no. You thought.
It would be even harder to sleep that night than you previously anticipated.
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Hopeful for a future outside of Derry after you graduate high school, you are trapped there for the rest of the year, devastated and restless.But before you can sulk any longer, your mind is flipped inside out by the fear feasting alien clown that stalks the town, teeth sharp and claws bared to consume you.
(You slowly start to lose your mind as Pennywise takes over your life) (Also you guys have sex)
Bookmarked by i77ysam
04 Jan 2026
Bookmarker's Notes
Omg Pennywise takes care of my anxiety he’s so kawaii
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Parasite (Welcome to Derry) by Merlyn_like_the_wizard
Fandoms: IT - Stephen King, IT: Welcome to Derry (TV), IT (1990)
02 Jan 2026
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(Y/N) is a young woman in Derry Maine in 1962. After a date with a local man she and her date find themselves holding hands by the quarry but soon her date starts to reveal his true and twisted intention.
Soon her date pulls (Y/N) into an open sewer with dark intentions. As he pulls her deeper and deeper into the tunnels she tries to scream and get away but then (Y/N)’s date realize their not alone in the sewers. IT is there watching.
(Y/N) finally gets away from her date and meets a very tall and imposing clown.
(Quick note I uploaded it a few minutes ago but when I was trying to fix a note I deleted it and this is a reupload of the same story!)Bookmarked by i77ysam
04 Jan 2026
Bookmarker's Notes
Sounds like real smut that I won’t predict how it goes, DIVE IN IT
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Cosmic Blunder by cerebralfluids
Fandoms: IT - Stephen King, IT (Movies - Muschietti), IT: Welcome to Derry (TV)
25 Mar 2026
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Any sensible person would avoid digging holes and most sensible people wouldn't climb down in them. You're a sensible person, aren't you? Sure are. Your friend isn't though, so you should totally help him.
Oh, and, don't mind the clown.
This is going to be a big waste of PTO.
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A story where the Losers defeat IT, but not quite, and a true crime content creator and his friend go looking for real trouble.
Bookmarked by i77ysam
04 Jan 2026
Bookmarker's Notes
Slow burn or surprise smut? Idk but they say to expect non smut
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Your Alchemy: Sequel to Your Chemistry by LuciferaBlack
Fandoms: IT (Movies - Muschietti), IT: Welcome to Derry (TV)
21 Feb 2026
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Your new, otherworldly romance with the entity continues. It uses its Pennywise form more and even pushes the boundaries by showing you and telling you about some of its alien features.
It uses its Bob form to fit in and not call attention to itself in public, and when It senses you're in the mood for Bob rather than Pennywise.
The connection you share is a combination of you embodying Its favourite scent, and It fulfilling your fantasies.
Series
- Part 2 of Your Connection with It
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Kinstugi Flesh by Ambrioletteels
Fandoms: IT - Stephen King, IT (Movies - Muschietti), IT: Welcome to Derry (TV)
20 Jan 2026
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Fear tasted like a salted steak from the finest cattle while love smelled like the aftermath of stale vomit. Pennywise had no desire to feast on any iota of love drenched meat, but then you move to Derry with a straying husband that you love oh so dearly- and your devoted love smelled surprisingly sweet- he thinks your fear would smell heavenly in comparison, but he’s infuriated, intrigued, and downright obsessed with the fact that your fear is the total opposite; the rancid quality spoiling his palette for other potential meals. His curiosity at this first occurrence in all his centuries gets the better of him, and you’re none the wiser… until weird things start happening of course.
Bookmarked by i77ysam
04 Jan 2026
Bookmarker's Notes
Pennywise making the 30s and 60s something a woman could actual survive without killing herself
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Give Me Your Fire, Give Me Your Fear by xxdevildancingxx
Fandoms: IT - Stephen King, IT (Movies - Muschietti), IT: Welcome to Derry (TV)
14 Jan 2026
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Some people would call you crazy for going urban exploring at one of the scariest, most talked about places in town - Neibolt house. You weren't afraid, though. Not until you encountered...him. The man who referred to himself as Pennywise. This is your rememberance of that fateful night.
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The Clown's Little Jester by ChaoticStanley
Fandoms: IT - Stephen King, IT: Welcome to Derry (TV)
22 Dec 2025
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A resident in Derry works as a jester for the local carnival. He plays the carnival fool, entertaining kids and adults alike by being the butt of every joke. No one takes him seriously and to say he'd be anything close to intimidating would be laughable. Which makes him the perfect fool for a hungry clown...
Intended to take place before the events of Welcome To Derry: Chapter 1
DISCLAIMER: The reason I tagged this as both OC and reader insert is because the way I wrote him may end up alienating those looking for a true reader insert. However, he doesn't have a real name since he's called his job title or his jester character's name. As well as having other attributes of a typical reader insert, he felt too vague to be a proper OC or even a self insert for me. I don't mean to unnecessarily cross tag but it can be read as either or. If that bothers people, let me know so I can remove the reader tag. Tagged as primarily M/M since the Pennywise form is male presenting.
Bookmarked by i77ysam
04 Jan 2026
Bookmarker's Notes
Sex with Pennywise can get steamy, rough, violent, hot, be prepared
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Blow the Grounsils by Sinister_exaggerator
Fandoms: IT - Stephen King, IT: Welcome to Derry (TV), IT (Movies - Muschietti)
21 Dec 2025
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Calliope music was carried over on the wind, and a dark sky reflected in the puddles at your feet. Uproarious laughter bounced off multifarious, peaked canopies—insubstantial as paint swirling in water—until the scene inexplicably changed: the only remaining object, a circus wagon with the visage of a clown painted on its side.
You had a thing about clowns.
As if by magic, the wagon would vanish into thin air, only to be replaced by a black, undefinable void.
It was as if time and space themselves were being manipulated, gravity breaking its own universal law. You stood motionless—or were you floating?
Series
- Part 1 of Down with the Clown
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Bookmarked by i77ysam
04 Jan 2026
Bookmarker's Notes
Neurodivergent ME with the Shining? Holy peak x Pennywise