Sideshowbob Stories

♡ A place where you can request one-shots and imagines for any character from the Simpsons universe. Requests are always open, and this book is also on quotev. ♡

(Y/n) moves to Springfield with her parents and starts attending Springfield High. She moves next door to The Simpsons, where friendship blooms between You, Lisa, and Ba...

Art made and owned by Mr_flamingprincess Check her Wattpad out! Background and text editing made by me on Canva Sideshow Bob, an old and powerful vampire, has been lonel...

After Jack Lassen, Bart's former teacher, got fired, he began a new job as jailer. In Springfield's prison he meets Sideshow Bob who hates the Simpson Kid just as much a...

You are a young opera singer who meets sideshow bob when he comes up to you after a show and asks you for coffee. This is set before him robbing the quickie mart. Being...

Robert Underdunk Terwilliger jr was given a second chance at life and the help he was forced to go into. He is now recovering in an apartment next to yours. But it seems...

TW for death, killing, violence, suicide attempt, gore, and light swearing (censored) Krusty x Bob Sideshow Bob finally succeeds in killing Bart, but the events that fol...

This book will be for the Simpsons oneshorts where i mostly will be doing the male characters, and an male reader, i will also be doing scenarios and headcanons.

One-shot After those angsty stories, you definitely deserve some sibling bonding time. Bob and Cecil mourn the loss of their father together. CW for slight parental i...

Headcanon of when Bob, Cecil, and Mel go to the movies. Cover is not my art

16 residents from Springfield are trapped in a killing game with barley any memory of each other. Lisa Simpson just wants to know who her brother and parents are, but...

This take place where Lassen and bob meet in jail. realize they have the same hate for bart simpson, they make a deal, kidnaps bart. they can't kill him in springfield b...

Sideshow bob kills Bart

I couldn't find a better cover photo lol This story is centered around Cecil, but also involves Bob. TW for angst, possible violence, and probably venting, also injuries...

Ok so in this story your are a vampire, but like from wwdits, so basically crazy and gay. And Bart is your familiar, and then you meet your familiars enemy

This is just pictures and the names for my all time favorite gay ships. Ive kinda become addicted with shipping ppl and finding new ships so.....theres no knowing how th...

"Rakes. My old arch-nemesis."

This a series of one shots of a female reader getting shipped with some random characters from The Simpsons. Enjoy.