5. Pee-Wee Herman, Beleaguered Self-Pleasurer, Is in on the Joke (1991)
Paul Reubens had a rough summer in 1991. He'd already taken a break from playing his most famous character, Pee-Wee Herman, for over a year, worried that his cult comedy creation had taken over his career. And then, after he was arrested for masturbating in a Florida adult movie theater that July, the fallout began. CBS pulled reruns of Pee-Wee's Playhouse, Toys "R" Us took his toys off the shelves and his mugshot became a pop-culture meme. But after a couple months of being on the receiving end of endless wisecracks, Reubens took the stage at the VMAs with five words that proved he still had a sense of humor: "Heard any good jokes lately?"