Owen Wilson has never been married. The 53-year-old has been in numerous relationships with several A-listers, including Gina Gershon and Demi Moore. He has also dated singer Sheryl Crowe and actress Kate Hudson. Owen and Kate met in 2006 while making the movie You, Me and Dupree.

Ben Stiller says things are looking up for his longtime pal and frequent costar Owen Wilson. “He's doing really well,” Stiller, 41, tells Ellen DeGeneres on her show Friday. “I sort of like to protect his privacy, 'cause I feel like it's his own thing,” says Stiller. “But he's a really good friend of mine.

He first became a father to son Robert Ford Wilson, now 11, with ex-girlfriend Jade Duell in 2011. His second son, Finn Lindqvist, now 8 years old, came along via ex Caroline Lindqvist, followed by 3-year-old Lyla with ex Varunie Vongsvirates.