Luke Wilson is coming into the spotlight once again, now as he confronts renewed interest in his dating history.
The actor was spotted hanging out with model Kendall Yates just this Sunday, as rumors of a fling between them continue to emerge. Wilson, 52, was spotted with the model, who is in her 20s.
The two were seen in casual clothing, looking all cozied up before they shared a hug and went back over to their car, the Daily Mail has reported. Images of the same have since sparked interest in the actor's past relationships.
From Drew Barrymore to Gwyneth Paltrow, we're taking a look at the actor's dating history.
From Drew Barrymore to Gwyneth Paltrow: Here's what we know about Luke Wilson's dating life
Drew Barrymore
Luke Wilson famously dated Drew Barrymore from 1997 to 1999. During this time, they worked on two romantic comedies, Best Men and Home Fries. Speaking with People Magazine back in 1998, she said of her then-boyfriend:
"From the moment I saw him, I realized he was the most incredible person I'd ever been so fortunate to meet."
When the two broke up, they remained friends, with Wilson even working on Charlie's Angels with Barrymore at the turn of the century as Cameron Diaz's love interest. In 2022, as reported by People Magazine, Barrymore revealed that the two were not serious about each other:
"I was dating [Luke], but I think he was also dating other people. It was an open relationship; we were young. "We're just young, we're having fun, we're all playing, acting, hanging out," she said. "You're not taking it all so seriously, and it was fun and we had the best time."
Gwyneth Paltrow
Paltrow and Wilson co-starred in 2001's The Royal Tenenbaums, which is where they met for the first time. Not long after, the two began dating, and while at the time, they kept their relationship under wraps, Paltrow described her ideal man to Harper's Bazaar:
"He's tall and thin, but muscular, to start with the superficial. A gentleman," she said in the 2001 interview with the outlet, as reported by People Magazine. "Someone who's well educated, funny, witty, artistic, and has a lot of integrity. He doesn't have to grab all the attention in the room. A good kisser."
Not much else is known about their bond, such as why or when exactly they broke up a year after they began dating.
Joy Bryant
A year after his breakup with Gwyneth Paltrow, Luke Wilson began seeing Joy Bryant. The American actress and former fashion model began her acting career in 2001, though the two only began dating each other in 2003. Not much else is known about their relationship.
Luke Wilson is also rumored to have been in relationships with Alison Eastwood in 2005, Audra Lynn in 2004, and Jennifer Walcott.
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