Sean Penn might be the best actor of his generation. Perhaps that's what Scarlett Johansson sees in him, as these two started dating in early 2011.
Rating: 5.0 / 5.0
Sean Penn and Charlize Theron broke up unexpectedly last week. Now, sources are saying Theron cut Penn loose in particularly brutal fashion.
Rating: 3.0 / 5.0
Sean Penn is an outspoken actor. He has fired back against critics that cynically think his focus on Haiti is purely image-based.
Rating: 2.6 / 5.0
Sean Penn is one of the greatest actors in the world. His political views have often overshadowed his talent, however.
Rating: 2.6 / 5.0
Charlize Theron and Sean Penn don't make many public appearances. But here they are at the 2014 MET Gala.
Rating: 2.2 / 5.0
Sean at a charity event. This guy always looks like he wants to to punch somebody.
Rating: Unrated
Sean Penn is a renowned smoker. It's done a lot of things for his looks too.
Rating: Unrated
Sean Penn and Charlize Theron in happier times. The couple broke up after 18 months of dating.
Rating: Unrated
Madonna posted this throwback photo of her and Sean Penn in August 2015.
Rating: Unrated
Sean Penn sure knows how to dress to impress. This is him on the red carpet mind you.
Rating: Unrated
No one doubts the acting ability of Sean Penn. Some take issue with his political stances, however.
Rating: Unrated
Sean Penn and that mustache ... wow. Quite the look. Up or down, whaddaya think?
Rating: Unrated