Pennywise Stories

The streets of Derry were quiet again, but the silence was heavy. Rain slicked alleys reflected the dim glow of streetlights, and the city seemed to breathe under the weight of what had happened. Y/N walked alone, careful, strong, but she had changed. She could feel it now, the presence that had haunted her for weeks, months... years. She didn't see him, didn't hear him, but she knew he was there. Pennywise watched from the shadows, just beyond reach, his yellow eyes glinting like knives. He had never softened, never needed to. He never would. He was chaos, he was fear, he was always hungry. But she... she had earned his attention in a way no one else ever had. A smile curved his painted lips. He could step forward, reveal himself, claim her, terrify her, play with her like he had with so many before. But for now... he lingered. Patient. Waiting. Watching. Because some monsters were meant to follow, to haunt, to never truly leave. And some humans... were worth watching forever. And in the dark corners of Derry, Y/N walked on, alive, aware, and never alone. Pennywise's laughter echoed softly in the distance. Ghostly. Eternal. IT x Y/N #1 rank for Pennywise #2 rank for Bill Skarsgard #3 rank for Derry

You finally return to Derry, Maine, after many years after the death of your cousin's father. Through the naked eye, the town seems completely normal, but what happens when you find out what really lurks beneath, inside of the shadows? This fanfiction takes place during Welcome To Derry.

Every twenty seven years , an evil awakes in Derry using the town as It's hunting ground to feed off the people causing a massacre with It's appetite for children. With every cycle there is always a gifted child in the mix of it's destruction. Each of these children posssess a paranormal ability - a SHINE that makes them stand out compared to other children in Derry. Now Miles Prescott is the latest Shining child in Derry and IT is after him along with his new found friends. Bill , Stan , Richie and Eddie being gay for the same guy

༄˖°.࿔*:･ ❝Thanks for the ride, Tozier!❞ ❝You're welcome, but I've always got something else you can ride too, you know❞ 𝐈𝐍 𝐖𝐇𝐈𝐂𝐇 Victoria Bowers befriends a group of losers that her brother bullies, but unexpectedly gets tied up in a mess that includes a murderous clown, lots of risks, and one irritatingly cute boy who can't seem to shut his mouth. ⋆˚࿔ {Based on the 2017 movie IT} {Richie Tozier x Fem!OC} {Credits to the IT franchise, I only own my OC and parts of the storyline.} ⋆˚࿔ #6 ⋆ Richie Tozier (21/1/2026) #4 ⋆ Mike Hanlon (24/1/2026) 𓍼 Started: 15th January 2026 𓍼 Status: Still publishing

vários pov's de todos da franquia IT a coisa, envolvendo: It: uma obra prima do medo, It a coisa, e it: bem vindos a Derry.

Y/n works in a cafe because why not everyone does and because that's the job every Y/N has, she remembers something from her past with her friends and has to go explore it to see if what she saw was real. { I have nothing to say. Just find out, and have fuuuuuun!}

Olivia Cortez never expected she would fall for Stanley Uris, but you can't expect anything in derry.

A classic trope of Richie fell first but Will fell harder. // Richie and the losers club are all living in derry when a new kid moves to town. They decide to invite him into the losers club, But he grows a close relationship with Richie Tozier //

Hi!! this is a story that takes place the summer after the losers defeat pennywise:) it is based on richie and eddie

Philip Malkin es un chico decidido a casarse con una alienígena para que sus hijo también sean unos, cuando de pronto un día sus planes se ven interrumpidos por la hermanita pequeña de Teddy Uris, su mejor amigo. Blair Uris. Una chica que solo desea hacer feliz a su familia y hacerse feliz a ella misma complaciendo a sus padres. Nunca se imaginó a sí mismo intentando conquistar a la hermana pequeña de su mejor amigo, pero ahí lo tienen, dando todo por recibir un poco de su atención.

Derry, Maine. End of summer, 1992. Birds migrate when life turns harsh: seeking warmer skies, more food, a chance to begin again. Some people from Derry do the same. Those who have the courage, at least. Like the Losers, and Aimee Jones. But Derry never lets anyone leave, not really. It just patiently waits for its seven birds to come back. (I do not own any of Stephen King's characters or settings; I only own my original characters)

"I'm Pennywise the dancing clown. I know you're name and now you know mine. So that means we're friends, Icarus." Pennywise threw his arms in the air then bowed. "Mr. Pennywise sir you said we're friends right?" I looked behind me, their yelling getting louder. "Why yes I did!!" Pennywise happily chipped licking his lips. "What have I gotten myself into?" "I love you."

Eddie Kaspbrak is the finest of Derry High. Straight A student and the perfect example to everyone of the ideal person to be. Eddie has his whole life planned ahead of him. Specific moves that are intricately structured with the perfect opportunities to lead him to the top. Eddie is the fucking poster boy of perfection. But unfortunately, nobody is perfect. And when a certain someone threatens the spot on top that Eddie has reserved for himself, the ugly side of him unleashes, and things get... messy. Let's just say that Eddie Kaspbrak would do anything for his reputation. And that includes befriending a complete moron, despite it's challenges. And it's challenges... are a fucking lot. But he's willing to get his hands dirty for the deed. As they all say, keep your friends close, and your enemies closer. Or, alternatively: Eddie Kaspbrak is a know it all, and believes he has battled heroically through all the high school classes he needs to ace in order to succeed in life and to know what he's doing all throughout. And he does know what he's doing, for the most part, up until Richie Tozier comes along, and fucks everything up. Eddie has to soon realize that life isn't just dots and dashes and letters and numbers. People are people, and life is bigger than he's ever known before. Now, if there's one class Eddie hasn't taken that he desperately needs a lesson in, it's Ethics 101. hopefully this sounds interesting, welcome to Ethics 101 amazing ass cover art by @ missoreginality on Instagram, arranged and designed by me

In which a Witch meets a Knight as a clown devours the residents of Derry... ~ Welcome To derry: Season One Rich Santos × Fem!OC

When the Loser's club discover Pennywise's presence in 1988, another group of misfits from 1961 do the same. And in an attempt to track down the clown, cross paths. They soon realise that together they can destroy the clown once and for all. First-ever fanfiction. I will make a chapter a day, so stay tuned. If I miss a day, it is most likely because of basketball training, etc. Enjoy.

i guess us kids are crazy. m!oc ╱ f! oc. ﹙ it ⦂ welcome to derry ﹚ © ykkhao, 2026.

a story about how y/n first meets eddie, join the losers club and well you know the rest 😉

----------- : ꒰ 𝓡𝓲𝓬𝓱 𝓢𝓪𝓷𝓽𝓸𝓼 ꒱ ‧₊˚♪ 𝄞₊˚⊹ ╰┈➤ˎˊ˗ Rich Santos is what you would call a "hopeless romantic". Day after day, he does anything he can to capture the heart of stone-cold Hannah. From writing poems on the inside of his shoes, to sketching her eyes in the back of class. Rich is in love, head over heels. He and Hannah are complete opposites, however. Rich is bubbly, lively, and outgoing. Hannah, on the other hand, is timid and keeps to herself. She finds comfort in music and books to fill in the emptiness of not having friends.

In which, Violet Denbrough ( Bill's adopted sister ) joins the Denbrough family before Georgie's disappearance. He's missing, not dead... right? Will she survive the clown known as Pennywise, or will Violet die a painful death? | ANOTHER LOSER ( Stanley Uris x Fem Oc ) Started: 29/12/23 Finished: 7/4/24

Richie Tozier x Reader ITS TRASH but read if you want. :) (UNFINISHED) ⚠️ There might be mature subjects but I'll leave warnings ⚠️ I do not own any of the characters in this book, or the plot!! (Except my additions to the story of course)