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From May to December: 15 Celeb Relationships With Big Age Gaps

Relationships with Age Gaps May December Relationships
Source: Shutterstock (4)

Apr. 29 2020, Updated 8:08 p.m. ET

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As Aaliyah famously sang, “age ain’t nothing but a number,” a sentiment clearly shared by more than a few celebrities. With more than a few years between them and their partner, some celebs have proved that true love can prevail even with the occasional massive age gap. That being said, this is still Hollywood, so even true love may be fleeting.

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Some celebs have dated much younger partners on multiple occasions, and believe it or not, they’re not all men. Every now and again, it’s women who also date young stars. Obviously J.Lo can get any man she wants, age gap or no age gap.

MORE: Celebrity Cougars Who Date Younger Men

Keep reading to see celebrities who have dated people younger than them!

Wladimir Klitschko and Hayden Panettiere – 14 Years

Wladimir Klitschko and Hayden Panettiere Relationships with Age Gaps May December Relationships
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The Heroes star and the pro boxer had a 14-year age gap between the two of them. Regardless, they still went on to tie the knot and bring a daughter, Kaya, into the world. But age wasn’t the only discrepancy between the towering Klitschko and the diminutive Panettiere. Panettiere would say of their first meeting on The Ellen DeGeneres Show, "I said, 'You're huge.' And he said, 'You're tiny.' And that was it."

Matthew McConaughey and Camila Alves – 14 Years

Camila Alves in a silver dress and Matthew McConaughey in a grey suit
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The True Detective star has been “all right, all right, all right” with the Brazilian model since 2006. After six years together, they married in Austin, Texas, subsequently welcoming children Levi, Vida and Livingston into the world.

Jay-Z and Beyoncé – 12 Years

Jay-Z and Beyonce Relationships with Age Gaps May December Relationships
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The Carters are so legendary that they might as well be ageless, but that doesn’t change the decade-plus between them. They met at the turn of the century in 2000 and would later pose side-by-side on the cover of the 2001 music issue of Vanity Fair. In the interim years, the world has witnessed everything from duets to tours to three adorable children.

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Stephen Moyer and Anna Paquin – 13 Years

Anna Paquin in a black dress and Stephen Moyer in a tux
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Just like Bill and Sookie, True Blood brought these two together in 2008. Two years later the couple had a beautiful Malibu wedding, and before long, the world was introduced to twins Poppy and Charlie. “We’re each other’s best friends,” Paquin would say in an interview with Us Weekly. “We’re incredibly lucky that we found each other.”

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Brian Austin Green and Megan Fox – 13 Years

Megan Fox and Brian Austin Green Relationships with Age Gaps May December Relationships
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Before rocketing to superstardom with the Transformers franchise, Megan Fox enjoyed a brief stint on the show Hope & Faith where she would kindle a romance with former Beverly Hills 90210 heartthrob Brian Austin Green. Despite Fox being only 18 at the time, the pair would waste no time starting a family with a 2010 marriage and three children of their own.

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Courteney Cox and Johnny McDaid – 13 Years

Johnny McDaid and Courteney Cox Relationships with Age Gaps May December Relationships
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“He’s my guy, he’s the one,” the Friends star would say on Jimmy Kimmel Live!. In 2014, Cox and the Snow Patrol musician became engaged but didn’t get hitched right off the bat. In 2016, McDaid would tell People, “I don’t know if you can put a label on what makes us work, but I know that I’ve never loved like I love this woman, so if that’s enough, then that’s enough.”

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Michael Douglas and Catherine Zeta-Jones – 25 Years

Michael Douglas and Catherine Zeta-Jones Relationships with Age Gaps May December Relationships
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The iconic actors famously have a quarter-decade between the two of them and coincidentally share a birthday. But surprisingly enough, it was the Entrapment star’s prowess on the links that won Douglas over. The couple married in 2000 and, despite a somewhat turbulent road, are still going as strong as ever.

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Harrison Ford and Calista Flockhart – 22 Years

Harrison Ford and Calista Flockhart Relationships with Age Gaps May December Relationships
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Calista Flockhart became a seminal part of the '90s as TV’s Ally McBeal but also became Han Solo’s third wife. The pair met in 2002, and within a year, Harrison was gushing to Hello! Magazine, “I’m in love!” The couple made it official with a Santa Fe wedding in 2009.

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Olivier Sarkozy and Mary-Kate Olsen – 17 Years

Olivier Sarkozy and Mary-Kate Olsen Relationships with Age Gaps May December Relationships
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Former Full House sweetheart and fashion designer Mary-Kate Olsen was charmed by Sarkozy, a French banker and half brother to the former President of France. Despite their age difference, they tied the knot in 2015 after 3 years of dating. Olsen would also adopt his teen children, Margot and Julien.

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Robin Thicke and April Love Geary – 18 Years

April Love Geary and Robin Thicke Relationships with Age Gaps May December Relationships
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The son of actor Alan Thicke saw no “Blurred Lines” when he fell in love with model April Love Geary. After his divorce from Paula Patton was finalized in 2015, Thicke and Geary welcomed their very first little one. Christmas 2018 saw the Masked Singer judge pop the question, which they would reveal via Instagram alongside a photo of a pregnant Geary.

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Ryan Reynolds and Blake Lively – 11 Years

Ryan Reynolds and Blake Lively Relationships with Age Gaps May December Relationships
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The Green Lantern costars share a relatively small gap (compared to the rest of the list) at just over a decade. The actors met in 2010 and fell head over heels for each other, judging by adorable Instagram snapshots of everything from cooking together to the pair’s three children.

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Jason Statham and Rosie Huntington-Whiteley – 17 Years

Rosie Huntington-Whiteley in a black dress and Jason Statham in a tux
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The Crank star met the Victoria’s Secret angel on the set of Transformers: Dark of the Moon in 2010. After 6 years together, Statham would propose, and just a year later, their first child, Jack Oscar, was born.

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Cameron Diaz and Benji Madden – 7 Years

Benji Madden and Cameron Diaz Relationships with Age Gaps May December Relationships
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Cameron Diaz is no stranger to younger musicians, having famously dated Justin Timberlake for nearly four years. Eventually Diaz would find love with Good Charlotte guitarist Benji Madden, with the two eventually marrying in 2015.

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Adam Levine and Behati Prinsloo – 10 Years

Behati Prinsloo in a red dress and Adam Levine in a black suit
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Prinsloo, a Victoria’s Secret model, married the Maroon 5 frontman in 2014. The decade between the two clearly didn’t bother them, and the couple would welcome Dusty Rose and Gio Grace into the world just a few years later.

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George and Amal Clooney – 17 Years

Amal Clooney in a white dress and George Clooney in a tux
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A friend introduced the Ocean’s 11 star to Amal at a 2013 fundraiser. After only a year, the lawyer would boast a seven-carat engagement ring on her finger. Despite almost 20 years between the couple, they’ve proven to be one of Hollywood’s most enduringly beautiful couples, bringing twins into the world in 2018.

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