Penn was born in Los Angeles County, California, the son of Leo Penn, an actor and director, and Eileen Ryan (née Annucci), an actress. He has one living brother, musician Michael Penn. Another brother, actor Chris Penn, died in 2006. His paternal grandparents were Jewish immigrants from Lithuania and Russia. Penn's mother is a Roman Catholic of Italian and Irish descent. According to Penn's Read more...

Penn appeared in a 1974 episode of Little House on the Prairie as a then blonde-haired extra because his father, Leo, directed some of the episodes. Penn launched his career with the 1981 film Taps, followed a year later with the comedy Fast Times at Ridgemont High (in the role of Jeff Spicoli), and has since starred in over forty movies. In 1983, Penn turned in one of his best early performance Read more...

Penn was supposedly engaged to actress Elizabeth McGovern, his co-star in 1984's Racing with the Moon, after which he dated Susan Sarandon. Penn's personal life began to attract media attention when he married pop star Madonna in 1985. The relationship was marred by violent outbursts against the press, including one incident for which he was arrested for beating a photographer. It is also suggested Read more...