Pee-wee Herman's Rise, Fall and Rise

Paul Reubens, a/k/a Pee-wee Herman
New Line Cinema / Everett

Comeback
After his arrest, Reubens took on minor roles in television and film and began making public appearances and conducting interviews as himself. In 2001 he landed a role playing a drug dealer opposite Johnny Depp in the film Blow.

Get the Latest Photos from Time.com
Get TIME photos and pictures of the week delivered directly to your inbox.