Leonardo DiCaprio shocked the world by hanging out with Gigi Hadid, 27, although he has been mocked mercilessly for never dating a woman over the age of 25. The 47-year-old actor probably had something to prove to all his detractors. For him, even a gap of two decades is an improvement over a dating history filled with very young women.
But when it comes to Hollywood romances with huge age gaps, DiCaprio is hardly alone. Celebrities are notorious for going after much younger love interests, a practice that’s common with men but which some women have participated in as well.
Warren Beatty and Annette Bening – 21 years
One May-December love story that has stood the test of time is that of actor Warren Beatty, 85, and his wife of 30 years, Annette Bening, 64. The pair may have a 21 year age gap, but they’re largely considered a true Hollywood success story.
Bening told Parade in 2010 that because she’s married to a much older person, “there are times you just have to address it because you’re at different stages of life.”
“You need a foundation of fundamental love and mutual respect and understanding,” she continued. “There are so many different kinds of relationships, so it’s sort of difficult to define what is considered normal. My husband and I have very similar backgrounds even though we’re years apart. So there are a lot of things that we basically share.”
Ryan Reynolds and Blake Lively – 11 years
Blake Lively is another beautiful blonde who took a turn dating DiCaprio, back when she was the young age of 24. Now the 35-year-old actress just announced she’s pregnant with her fourth child with husband and fellow actor Ryan Reynolds. The pair have been married since 2012.
Their age gap of 11 years is not the biggest on the list, but it is notable that the Canadian born actor has typically opted for younger women. His ex-wife Scarlett Johansson was 8 years his junior.
Olivia Wilde and Harry Styles – 10 years
Olivia Wilde is a full decade older than her current paramour Harry Styles. Wilde also has a lot more personal drama currently as she battles ex-fiance of 7 years Jason Sudeikis for custody of their two children. Styles also has a role in Wilde’s new film, “Don’t Worry, Darling,” which has caused even more controversy in the Hollywood community.
The couple began their relationship on the set of the film in 2020 and tried to keep it quiet but failed. Now they’re openly dating and ignoring that large age gap.
Back when he was cast in “Don’t Worry Darling, Wilde, 38, said of Styles, 28,
“To me, he’s very modern, and I hope that this brand of confidence as a male that Harry has—truly devoid of any traces of toxic masculinity—is indicative of his generation and therefore the future of the world. I think he is in many ways championing that, spearheading that.”
“It’s pretty powerful and kind of extraordinary to see someone in his position redefining what it can mean to be a man with confidence,” she continued.
Catherine Zeta-Jones and Michael Douglas – 25 years
Rumors are circulating that Catherine Zeta-Jones, 52, and her husband of 22 years Michael Douglas, 77, have split. But so far nothing is confirmed.
The couple has one of the biggest age gaps in Hollywood but they’re also seen as a shining example of relationship goals. Zeta-Jones and Douglas have addressed their age difference before, if only to say it absolutely doesn’t matter to them.
“My husband is 25 years older than me; that’s not a secret. With any relationship, it wouldn’t be normal if there weren’t any ups and downs,” she told The Wall Street Journal in 2021.
“The constant is love and respect. We’ve never, ever lost our sense of humor, and we enjoy each other’s company.”
Priyanka Chopra and Nick Jonas – 10 years
It doesn’t seem to bother musician Nick Jonas that his wife, Priyanka Chopra, was born a full decade before he was. Jonas, 30, and his 40-year-old wife even like to tease each other about it. They’ve been married since 2018.
“He showed me how to use TikTok, for example, you know, and I showed him what a successful acting career looks like,” Chopra quipped in 2021, per Elle. “I’m from India, a country rich in culture, in music, in entertainment, so clearly the Jonas Brothers didn’t make it over there.”
And the jokes didn’t stop there. “One of the things I love about my husband is how much we have in common,” the actress also said. “You know, for instance, we’re both totally, completely, wholly obsessed — and I mean obsessed — with Nick Jonas. We love Nick Jonas, both of us! He’s our favorite.”
“I wouldn’t want to be married to anyone else, guys, I’m serious,” Chopra explained, per Daily Mail. ”Unless, of course, Chris Hemsworth suddenly became single. Might change things.”
Alec Baldwin and Hilaria Baldwin – 26 years
Actor Alec Baldwin was a full-grown adult when his future wife, Hilaria, 38, was born. The pair wed in 2012.
Previously, the “30 Rock” actor was married to fellow actress Kim Basinger from 1993 until 2002.
Of their gap, Baldwin, 63, has said it’s been challenging especially when it comes to how they parent their six children.
“We do not always agree,” he told Today in 2020 on the issue of raising kids. “My wife prevails, if you will, but we do not always agree because I’m still much older than my wife.”
“My goal wasn’t to marry a much younger woman,” Baldwin continued. “I met a woman I fell in love with and she was a unique person. … I come from a time, my dad was a very tough guy, and he would just look at you with that look. … We were terrified of my dad. He was a really tough guy. With me, my wife lectures me more than my children. My wife is like, ‘Don’t look at them like that, Alec! That look is not good.’”
“I hit the jackpot as far as that’s concerned, because I wound up having a lot of kids with a woman who’s a great mom,” he concluded.
Harrison Ford and Calista Flockhart – 22 years
“Indiana Jones” star Harrison Ford, 80, has been married to a woman more than two decades younger than he is since 2010. The legendary actor wed actress Calista Flockhart, 57, and never worried too much what other people thought about it.
“It doesn’t faze me,” Flockhart told Hello! Magazine in 2003. “Sometimes I even say, ‘Wow, I keep forgetting that he’s  years older than me.’ It doesn’t factor into our relationship at all.”