Luke Wilson was spotted enjoying a walk with his girlfriend Kendall Yates on Wednesday in Los Angeles.
The 54-year-old actor looked cozy in a baby blue sweatshirt and beige baseball cap, adding grey sweatpants.
Wilson wore an eye-catching watch and tucked a pair of sunglasses into the collar of his sweatshirt.
Meanwhile, 24-year-old Yates stepped out in an oversize white T-shirt dress and brown cowboy boots.
The Anchorman star and his much younger girlfriend have been enjoying an age-gap romance for at least three years.
Luke Wilson was spotted enjoying a walk with his girlfriend Kendall Yates on Wednesday in Los Angeles
The 54-year-old actor looked cozy in a baby blue sweatshirt and beige baseball cap, adding grey sweatpants
Before getting involved with his current love, he dated several famous women.
Wilson courted Gwyneth Paltrow for about one year in 2001 and Drew Barrymore from 1997 to 1999.
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In early 2022 Barrymore confirmed that she and the actor were together for two years when they were younger and revealed they had an ‘open relationship.’
‘When we first met, we were young and wild,’ the Charlie’s Angels vet said.
While speaking to Kate Hudson – who chatted about dating Wilson’s brother Owen – on her daytime talk show, she said: ‘I was dating him, but I think he was also dating other people.’
‘It was an open relationship,’ she added. ‘We were young.’
They met while filming the 1997 comedy-action flick Best Men and also starred together in the 1998 rom-com Home Fries.
‘We’re just young, we’re having fun, we’re all playing, acting, hanging out. You’re not taking it all so seriously, and it was fun and we had the best time,’ Barrymore said lightly.
What do you think about Hollywood couples with big age gaps—empowering or problematic?
Yates, 24, stepped out in an oversize white T-shirt dress and brown cowboy boots
The Anchorman star and his much younger girlfriend have been enjoying an age-gap romance for at least three years
Wilson at The 2025 Hollywood Christmas Parade in Los Angeles
Wilson was also romantically linked to About Last Night actress Joy Bryant in 2003.
He has a verified Instagram account, where he rarely posts to his 11,000 followers.
The entertainer’s latest upload was in October 2025 – a photo of a book titled Here Beside the Rising Tide: Jerry Garcia, The Grateful Dead, and an American Awakening.
He captioned the post, ‘Great book by the writer Jim Newton.’
Ahead of his 50th birthday in 2021, the actor said he was beginning to understand the term ‘midlife crisis.’
‘Thirty didn’t matter to me. Forty didn’t matter to me,’ he told People magazine. ‘I just steamrolled right through it, but 50 – I don’t know if it’s getting to me because I am sore when I wake up in the middle of the night, and I am forgetting the names of people I know.
‘It’s definitely one of those things that has had me thinking, oh, okay. So this is where the phrase midlife crisis comes from. I’m definitely starting to feel panicky about some stuff.’
