Sideshowbob Stories

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...

(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...

♡ 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. ♡

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...

idk

A/N Thank you for everyone who enjoys this fic. I wrote YEARS ago it in high school so it's not perfect or free of cringe, but that's okay. It was fun to write! Thank yo...

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 is extremely stupid and probably the only PG and non controversial thing I'll ever write on this account, Anyway, HOPE YOU ENJOY!

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...

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

Um things you probably wont read.

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...

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

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...

"Rakes. My old arch-nemesis."

you'll have to see!

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...