• New article from the Springfield Shopper: Season 35 News: New promotional images for “The Tell-Tale Pants” have been released!
  • New article from the Springfield Shopper: Homer is obsessed with gratuitous gratuities this May!
  • Wikisimpsons needs more Featured Article, Picture, Quote, Episode and Comprehensive article nominations!
  • Wikisimpsons has a Discord server! Click here for your invite! Join to talk about the wiki, Simpsons and Tapped Out news, or just to talk to other users.
  • Make an account! It's easy, free, and your work on the wiki can be attributed to you.

Simon Woosterfield

Wikisimpsons - The Simpsons Wiki
Simon Woosterfield
Simon Woosterfield.png
Character Information
Male ♂
Age: 10
Hair: Blond
Relatives: Half-brother: Devan Woosterfield
Half-sister: Quenly Woosterfield
Father: Unnamed
First appearance: "Double, Double, Boy in Trouble"
Voiced by: Nancy Cartwright

Simon Woosterfield is a rich boy who looks exactly like Bart (who described Simon as a "nerd version of himself"). They found out about this in a bathroom and, after listening to each other's problems, they decided to switch lives.


Simon's older half-brother and sister, Devan and Quenly, wanted to kill him to inherit the entire Woosterfield fortune. Simon lived Bart's life the entire day, but he and Homer argued because of Homer's way of eating, and Simon was left without eating. However, he enjoyed Marge's loving upon going to bed. Lisa suspected that he was not Bart. Simon tells them of Devan and Quenly trying to kill him at the ski trip at aspen. After Simon's half-brother and half-sister almost kill Bart (and then try to kill each other thinking Simon is dead), they switch lives again. Homer asked Simon about his half-brother and half-sister wanting to kill him, he doesn't worry about that. Then, upon seeing their lives, Homer begs to come with Simon but the car drives off.