6 Works in Sideshow Bob/Original Character(s)
Listing Works
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Springfield Sugar Life by Author_chan666
Fandoms: Happy Sugar Life (Anime & Manga), The Simpsons
29 Sep 2025
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Summary
Raised by a hedonistic woman and abandoned by a brother who never truly cared, Bob never understood what love was. He knew, though, that what his family showed him wasn't love. It wasn't the right way to raise a child. He didn't want that for anyone else. That's what ran through his head when he first set out to be a children's entertainer. While he made children laugh and feel appreciated, he traversed the town, longing to find out what love was. To have a family and raise a child. He never once felt attached to any of the women that sought his heart. His boss was a drunken waste of a man who abused him to the point of severe injury. Just when his life was spiraling out of control, he met her. A little girl who saw his suffering and wanted to help. Now that he has her, he refuses to make the same mistakes his mother did. And with a dark figure from the girl's past threatening to rip them apart, he refuses to let his little girl get hurt. He will protect her by any means necessary.
Note: my OCs as they are presented here aren't how I would normally depict them. This is an AU for characters I haven't even written a story for yet! Just leaving this here for when I do eventually publish that story.
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A Long Time in The Making (A Simpsons Fanfiction) by CharlesLittlechild
Fandoms: The Simpsons
07 Aug 2025
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Summary
My first ever fanfic upload on AO3!
Taking place in 2008, USA, Springfield, and the Simpsons Universe! This fanfic occurs around nine years from the current Simpsons' Timeline. Robert Terwilliger - previously known as Sideshow Bob - is living a regular life as a university professor of English Literature, teaching at Springfield University. Robert's life had been far from steady, but for the past eight years, he has managed to finally find a place where he belongs, and a job he loves. And for seven of those years, the only true constants in his life have been Janet Smith, a close friend and co-worker, and his son, Gino, who is now 10 years old.
After a tragic accident turns Bob's life upside down, only one of those constants remain. The steady life he has built now feels blown to pieces. As the dust settles after the accident, Bob has to find a way to go on - with his co-worker and friend, Janet, still beside him. -
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Summary
Reader is a musician who moves to Springfield in search of a more interesting life. She's enjoying her time in Springfield - until she meets a man named Sideshow Bob. Sideshow Bob is extremely intelligent, but also a bit of a psychopath. Reader knows he's unstable and violent, but unfortunately finds herself falling for him. Sideshow Bob returns the feelings and has an intense, almost obsessive romance with the reader. Can the reader keep her life and sanity in check - or will this whole thing end in a ball of fiery flames?
( Sideshow Bob x female! reader ) -
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Famous popstar Maya Simpson was the older distant sister of the simpsons family due to various concerts and hangouts with her friends. But when she moves back to Springfield with her bandmates and falls in love things go south for her.
- Language:
- English
- Words:
- 170
- Chapters:
- 1/?
- Kudos:
- 3
- Hits:
- 90
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Scritta per la challenge badwrong su Lande di fandom
Jack è una guardia del carcere, che trova divertimento nello spiare le scappatelle di Bob durante la notte
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Summary
Two brothers, a woman , her revenge, his love and his obsession.