He was the brother of actor Sean Penn and musician Michael Penn. Noted as a skilled character actor, he was typically cast as a tough character, featured as a villain or a working-class thug, or in a comic role and had roles in such films as To Wong Foo, Thanks for Everything!

Penn plays Chez, the middle brother, who has a very short temper. Penn also sang a song in the film as his character. While the film was well received critically and Penn received an award for Best Supporting Actor at the Venice Film Festival for his excellent performance, The Funeral (1996) went largely unseen.

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Christopher Shannon Penn was born on October 10, 1965 in Los Angeles, California, the third son of actress Eileen Ryan (née Annucci) and director, actor, and writer Leo Penn. His siblings are musician Michael Penn and actor Sean Penn.