Chris Jackson - WPA Pool / Getty Images 25.Jack Nicholson was raised by his grandmother ... is actually her daughter — in Chinatown. 27.Sean Penn was once in jail with the infamous Night ...

Jack Nicholson has built his reputation off of ... like in the underseen The Pledge. Sean Penn's strongest directorial effort came out with a whimper upon release, but Nicholson's performance ...

Sean Penn / Ph. FIFM Penn continued this trajectory with The Crossing Guard (1995), directing Jack Nicholson, and achieved worldwide success in 2007 with Into the Wild. In between, he directed The ...