Howard gave a caller the chance to play the Celebrity Prison Game, in which he names a celebrity and three criminal charges--and the caller has to guess which charge they went to prison for.
Three out of five takes a cash prize.
Martha Stewart: stock fraud, tax evasion or DUI. The caller guessed tax evasion--the right answer was stock fraud.
Lil Kim: assault, conspiracy to commit perjury or cocaine possession. The caller guessed cocaine possession, but the right answer was conspiracy to commit perjury.
Gary Glitter: committing obscene acts with a minor, DWI or domestic violence. The caller again guessed incorrectly--the right answer was committing obscene acts with a minor.
Howard let the caller have the cash anyway: "If you get three wrong, you win on this show."