In Trouble | [s20e3] Double, Double, Boy

"Double, Double, Boy in Trouble" is the 423rd episode of The Simpsons , first airing on October 19, 2008, as a modern parody of Mark Twain's The Prince and the Pauper . After switching lives with wealthy lookalike Simon Woosterfield, Bart must survive Simon's murderous siblings while Simon experiences the chaotic affection of the Simpson home. AI responses may include mistakes. Learn more