Madonna was 'genuinely in love' with Sean Penn, according to the director of her iconic 'Material Girl' music video. The pair ...

Over-the-hill Lothario Sean Penn’s latest girlfriend is three years younger than his 33-year-old daughter, Dylan, Knewz.com ...

Once upon a time, Sean Penn had Madonna’s heart as the pop icon was “genuinely in love” with the actor. At least that’s ...

Tom Cruise got nervous on a $35M Sean Penn movie set, where even keeping your job felt like a battle. Pressure was real.

Despite their turbulent marriage, the director of the music video that brought Madonna and Sean Penn together claims that the ...

Amber Duke and Kevin Walling weigh in on actor Sean Penn criticising the Academy Awards for snubbing "The Apprentice," a new ...

Sean Penn and Valeria Nicov were first spotted together in September, two years after his divorce from Leila George, who was 32 at the time ...