He served 32 days in jail in 1987 for hitting an extra.
He and Robin Wright Penn lived together from 1991 until their marriage in 1996. They had two children before their marriage.
They lost their home in the Malibu fire in November 1993.
Appeared with his brother Chris Penn in At Close Range (1986), in which their actress mother, Eileen Ryan, played their grandmother.
Listed as one of twelve "Promising New Actors of 1984" in John Willis' Screen World, Vol. 36.
Ranked #76 in Empire (UK) magazine's "The Top 100 Movie Stars of All Time" list. [October 1997]
Brother of actor Chris Penn, son of Leo Penn and Eileen Ryan.
Brother of musician Michael Penn.
Moved to Marin County (North of San Francisco) to avoid raising his kids in Hollywood.
Daughter, with Robin Wright Penn, Dylan Frances (b. 13 April 1991).
Son, with Robin Wright Penn, Hopper Jack (b. 6 August 1993).
His son is named after two family friends, Dennis Hopper and Jack Nicholson.
Brother-in-law of Aimee Mann
Quit smoking (or at least cut down) on his 40th birthday for health reasons. Prior to that, he was known as one of Hollywood's heaviest smokers, smoking at least four packs a day.
Dated musician and actress Jewel Kilcher for a time. He directed the music video for her song "You Were Meant For Me" in 1997.
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