Robert Mitchum, 31
Where and when: Los Angeles, 1948
Arrested for: Possession of marijuana.
Outcome: Mitchum, seen here enjoying a cup of coffee in his cell, spent 43 days in jail, but the conviction was later overturned. The actor claimed prison gave him “the best sleep I ever got.” As for his reputation, Mitchum put it this way: “Booze, broads—it’s all true. Make up some more if you want.”