Less than a month after Robin Wright filed for divorce from Sean Penn, the actor was spotted numerous times with model Jessica White in New York City.

On The Tyra Show Wednesday, White, a former guest judge on Tyra Banks' America's Next Top Model Cycle 13, was grilled about dating the movie star.

Posted in: Sean Penn

Mickey Rourke revitalized his career with an Academy Award-nominated role in The Wrestler. He was beaten out for Best Actor, however, by Sean Penn in Milk.

They're two of the best in the biz - but how does their sense of style stack up? Which of these actors will win more acclaim for his appearance at the Oscars?

Posted in: Celebrity Fashion

Rapper and actress Eve was arrested on suspicion of driving under the influence after she crashed her gold Maserati on Hollywood Blvd. around 2:45 AM this morning, when she hit the center divider, totaling the front of her car.

Posted in: Sean Penn

The Hollywood Gossip is proud to bring you Tale of the Tape, in which we break down prospective matchups within the celebrity world that you might never have considered. Because they are pointless, and above all, not real.

Our inaugural edition is a rare three-person showdown of Sean P's. Who will emerge victorious when Sean Preston (first spawn of Britney Spears), reggae / rap star Sean Paul and actor Sean Penn collide in a 10-category battle? Let's take a look:

Sean Penn Biography

Sean Penn Pic Sean Penn. He's an actor. Wearing a tux in this pic. He loves smoking and used to be married to Madonna. More »
Full Name
Sean Penn