Sean Penn Makes Another Memorable Late-Night Appearance The actor recalled working with Steve Bannon before he was hired and fired by the White House.
Sean Penn Says He Still Loves His First Wife, Madonna, 'Very Much' The actor revealed there's nothing but love between him and his ex during a stop by 'The Late Show with Stephen Colbert.'
Sean Penn Says He Loves His First Wife Madonna ‘Very Much’ He opened up about Madge on ‘The Late Show’ with host Stephen Colbert.
Sean Penn Chain Smokes and Says He's on Ambien During 'Late Show' Interview The two-time Oscar winner stopped by 'The Late Show with Stephen Colbert' on Monday to promote his first novel, 'Bob Honey Who Just Do Stuff,' and got extremely candid.
Sean Penn Smokes Several Cigarettes on ‘The Late Show,’ Says He’s on Ambien: Watch! The 57-year-old actor was very laid back during his interview with host Stephen Colbert.
Sean Penn Says He's 'Not in Love' With Acting Anymore The Oscar winner sits down with 'CBS Sunday Morning.'
Brad Pitt Spotted at Dinner With Sean Penn and Bradley Cooper in Los Angeles The actors dined together at Giorgio Baldi in Pacific Palisades, California.
Sean Penn's Son Hopper Reveals Past Meth Addiction and How Dad's Tough Loved Saved His Life Hopper Penn is opening up about his darkest days.
Madonna Vogues AND Twerks in 'Carpool Karaoke' Teaser -- See the Clip! It's all about to go down with Madonna and James Corden on Wednesday's 'Carpool Karaoke!'
Madonna Jokingly Offers to Remarry Sean Penn for Charity: 'I'm Still in Love With You' The 58-year-old singer also twerked with Ariana Grande at the charity gala she hosted on Friday night.
Sean Penn Steps Out With 24-Year-Old Rumored Girlfriend Leila George Penn and George showed up to an event in Los Angeles, California, on Thursday night, just days after their romantic rendezvous in Hawaii.
Sean Penn Makes Red Carpet Debut With 24-Year-Old Rumored Girlfriend Leila George The 56-year-old actor showed up to an event in L.A. after a romantic rendezvous in Hawaii.
Sean Penn Spotted Making Out With 24-Year-Old Actress Leila George in Hawaii The 56-year-old Oscar winner packed on the PDA with the blonde beauty while on vacation in Oahu.
Sean Penn Makes Out With Vincent D'Onofrio's 24-Year-Old Daughter -- See the Steamy Pic! Penn was spotted showing major PDA with actress Leila George in Hawaii.