Pennywise Stories

Stans mind already plays tricks on him. Pulling him deeper and deeper down. But will the thought of his old friend bill pull him out?

This is a story in which the reader becomes part of the losers club. It is mostly based in the 2017 movie. Also: the pronouns for y/n are she/her (sorry if you're not)

When Richie Tozier comes back home after staying with his dad in Derry all year, he brings his best friend Eddie Kaspbrak with him. This is a Stranger things and IT fanfiction book In this au Richie Tozier and Mike Wheeler are siblings. If you don't like that then do not hate, just leave. NUMBER 1 IN #REDDIE 12/15/2025 Ships: Elmax, Jancy, Stanbrough, Benverly, Jopper, Hinted Henclair, Byler, Reddie, Vennywise (Vecnussy x Pennywhore <3) Also Ik that it is kinda dead but who cares.

I left Derry a year ago with half-packed boxes and a promise to myself that I'd never look back. California was supposed to fix everything. New school. New people. A version of me that didn't flinch at raised voices or mistake intensity for love. For a while, it worked, until summer came, and Derry pulled me back like it always does. Now I'm home for the summer before senior year, living in the same house I swore I'd never return to. The town hasn't changed. The memories haven't either. And the boy I told myself I hated, Henry Bowers, still lives right next door. We haven't seen each other yet. But in Derry, distance has never meant safety. This summer is quiet, tense, and unfinished. Full of near misses, buried truths, and a past that refuses to stay buried. Because no matter how far you run, Derry always remembers and some people never really let you go.

TEDDY URIS x FEM!OC What happens when Derry's golden girl meets its lurking darkness? || Cinderella "Cindy" Sterling isn't just popular, she earns the crown. The Sterlings own the town's famous bakery, designer clothes, and the local TV brand, making her both admired and envied. Crowns, cameras, and cupcakes. She has it all... or so it seems. welcome to derry fanfic. © dearestcarmie, 2026

A Story about angst, sadness and fear.. The Clown is back and so the Loser Club, and a little help from 2 Hunters and an angel. Will they finally kill IT...? (A Crossover between IT x Supernatural)

Meet y/n l/n a misfit, a "Loser", she had never had...a great life but she's had her best friends the losers until the terrifying summer of 84 when she runs away from everyone and everything and finds herself in Hawkins Indiana...changed. What will happen? Read to find out...if you dare. First-time writer be warned SLOW UPDATES IT Chapter 1: ✓ ST Season 2: ✓ ST Season 3: in progress... ◌ ST Season 4: 𝕏 ST Season 5: 𝕏 IT Chapter 2: 𝕏

new and reworked story of they horror icons yearning for your love

Oh I, I just died in your arms tonight It must've been some kind of kiss I should've walked away, I should've walked away

A group of friends refuse to accept that social cliques have separated them over the years. In the spirit of camaraderie and friendship, they keep their monthly tabletop roleplaying group alive and well. That is, until the silence sets in. The small town of MarshStone prides itself on being completely and utterly normal. At least, that is the mask that the town wears in the southern sun. The demons of their past come back to haunt them, targeting the sound that had been stolen from them. Sly the Story Telling Mime stalks the town over the course of one horrific weekend. There is no need to fear what goes bump in the night. But the silence between is another story.

A Reddie Fanfiction "We have to keep it a secret." I do not own the collage on the cover, I just added the text, credits to whoever made the collage! It's beautiful :)

It's the summer of 1991 in Derry, Richie and Eddie learn how to record on Richie's dad's old camera. While recording, they don't realize they are documenting the progress in their relationship, will what started as an innocent blog become proof of their blossoming romantic relationship? Will it all go up in flames? Read and find out!

VERY SLOW UPDATES A tribute to a very gorgeous and beautiful man. Taking requests for both Nic and Henry imagines. Started: March 4, 2018 Ended: Ongoing #1 Nicholas Hamilton Imagines [3/26/18]

Camilla Carrington had a softness about her that people noticed before anything else. It wasn't just the way she looked-though her neat, dark curls framed her face perfectly, always somehow falling just right- it was the way she felt to be around. Warm. Easy. Safe. She smiled like she meant it, spoke gently even when she didn't have to, and carried herself with a quiet kind of grace that made people lower their voices without realizing why. If you were lucky enough to be someone she cared about, you'd know just how sweet she really was-how she remembered the smallest things, how she checked in, how she made the world feel a little less heavy.🐢 | | Rich Santos had a softness that made people feel at ease the moment they were around him. He was gentle in everything he did-his voice, his actions, even the way he looked at people, like he truly cared. Kindness came naturally to him, and he never hesitated to offer it. But beneath that quiet sweetness was real courage. Rich was the kind of person who would put himself in danger without a second thought if it meant protecting his friends. He didn't act brave for attention-he just was. Soft, kind, and quietly fearless when it mattered most.🐑 (oc x rich santos ) (Oc x will Hanlon)

"The balance of sanity and insanity is the dividing factor that will either make or break this relationship." In which the reader finds an interesting taste in men, along with the author as she writes what is desired. SLASHER ONE-SHOT BOOK READER INSERTS ONLY SEE INSIDE FOR REQUESTS (Closed)

Red balloons. Silver eyes. A clown that waits in the shadows, feeding on fear. In Derry, Maine, children disappear without a trace. Tommy and Margie saw it first-a nightmare in ruffled clothes, teeth too sharp, and a grin that could split your soul. Decades later, the terror returns, and their children stumble into the same horror. Shadows move. Whispers call. Every step could be your last. Can love and courage survive when fear itself comes alive? Or will Derry's streets be soaked in terror once again? Pennywise is back... and he's hungry.

This is inspired by the book and movies IT. A romance between the characters Richie and Eddie, and Stanley x Bill

what if richie tozier had a little sister, what if everything changed, maybe if georgie didn't go missing

𝙿𝚊𝚞𝚕𝚊 𝚂𝚝𝚊𝚗𝚝𝚘𝚗 𝙸𝚜 𝙿𝚊𝚝𝚝𝚢 𝚂𝚝𝚊𝚗𝚝𝚘𝚗'𝚜 𝙵𝚛𝚊𝚝𝚎𝚛𝚗𝚊𝚕 𝚃𝚠𝚒𝚗 𝚂𝚒𝚜𝚝𝚎𝚛...𝚜𝚑𝚎 𝙳𝚘𝚎𝚜𝚗'𝚝 𝙻𝚒𝚔𝚎 𝚃𝚑𝚊𝚝 𝙷𝚎𝚛 𝙷𝚎𝚛 𝚂𝚒𝚜𝚝𝚎𝚛 𝙸𝚜 𝙼𝚎𝚊𝚗 𝙱𝚞𝚝 𝚂𝚑𝚎 𝙲𝚘𝚞𝚕𝚍𝚗'𝚝 𝚂𝚊𝚢 𝚃𝚑𝚊𝚝 𝙾𝚞𝚝 𝙻𝚘𝚞𝚍.... 𝚂𝚊𝚖𝚞𝚎𝚕 𝚖𝚊𝚕𝚔𝚒𝚗 𝚒𝚜 𝙿𝚑𝚒𝚕𝚕𝚒𝚙 𝚊𝚗𝚍 𝚂𝚞𝚜𝚒𝚎 𝚖𝚊𝚕𝚔𝚒𝚗𝚜 𝚘𝚕𝚍𝚎𝚛 𝚋𝚛𝚘𝚝𝚑𝚎𝚛 𝚠𝚑𝚘 𝚍𝚘𝚎𝚜𝚗'𝚝 𝚛𝚎𝚊𝚕𝚕𝚢 𝚑𝚊𝚟𝚎 𝚝𝚑𝚎 𝚋𝚎𝚜𝚝 𝚐𝚛𝚊𝚍𝚎𝚜 𝚊𝚗𝚍 𝚑𝚎 𝚝𝚊𝚔𝚎𝚜 𝚊 𝚕𝚒𝚔𝚒𝚗𝚐 𝚒𝚗 𝚋𝚎𝚒𝚗𝚐 𝚊𝚗 𝚊𝚜𝚝𝚛𝚘𝚗𝚊𝚞𝚝.

Read it to find out