Film: "O Brother, Where Art Thou?"
Character: Everett
Year: 2000
George Clooney has always been the suave, charming bloke, but he shed that persona in 2000's "O Brother, Where Art Thou?". Playing escaped convict, Everett, Clooney hit the nail on the head with his witty and oh, so dirty turn.
He was so great, and under-appreciated, in this rare comic role.
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