Leonardo DiCaprio Turns 50! See the Best Photos of the Hollywood Heartthrob Over the Years
Happy birthday, Leonardo DiCaprio!
The Oscar-winning actor turns 50 years old on Nov. 11, 2024.
In his decades in the industry — dating back to his years on the 1980s sitcom Growing Pains — he’s grown up in front of the cameras, achieving leading man status at a young age before transitioning to the ultimate heartthrob in Titanic, and now an award-winning actor.
As DiCaprio celebrates a milestone half-century birthday (with a star-studded party, of course) take a look at photos of the actor over the years, from 15 to 50.
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Oh Boy
Looking fresh-faced as ever, 15-year-old Leonardo DiCaprio gave a half-smile as he posed for a pic in 1989.
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TV Star
Before making a splash on the big screen, DiCaprio starred on Growing Pains as a teen, playing little brother Ben on the hit TV series.
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Hello, Handsome
DiCaprio established himself early as an A-list teen dreamboat — no one pulled off that floppy ’90s do quite so well.
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Hanging Out
Pictured here with What’s Eating Gilbert Grape costar Johnny Depp in 1993, DiCaprio attended an event for their film — which garnered the young actor critical acclaim and his first Oscar nod.
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Close Connection
Rumors of his first romance were with model Bridget Hall. Though neither ever confirmed a relationship, they were spotted cozying up in 1994.
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Film Friends
The rising star headed to the Oscars Governors Ball in 1994, posing alongside fellow actor Elijah Wood.
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20 Something
Soon after turning 20, DiCaprio hit the ground running with his film career.
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Momma’s Boy
Known to be close to his family, DiCaprio has regularly invited his mom Irmelin to red carpet events and film afterparties — like this instance in 1996, when she accompanied her son to a Total Eclipse event.
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Young Love
For the Romeo + Juliet premiere, DiCaprio brought model and then-girlfriend Kristen Zeng as a date.
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Come Together
In 1996, DiCaprio starred alongside fellow Hollywood heavyweight Claire Danes in Romeo + Juliet. The film launched the swoon-worthy actor into super-stardom.
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O Romeo
It’s easy to see why Juliet fell head-over-heels for DiCaprio’s Romeo.
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Heart Will Go On and On
The next year, James Cameron’s epic Titanic cemented DiCaprio as a generational star and sent him from stardom into the stratosphere.
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Partner in Crime
DiCaprio and his Titanic costar Kate Winslet — pictured here at the 1998 Golden Globes — have remained close through the years. The actor even walked his friend down the aisle at her 2012 wedding.
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Serious Business
Back to work! The actor sported a pensive expression while filming scenes for 1998’s The Man in the Iron Mask.
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Life’s a Beach
Especially when looking at pics of early 2000s Leo filming The Beach.
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Ocean Blue Eyes
Entering the new millennium, DiCaprio continued his run of success with Catch Me If You Can, The Aviator, The Departed and Inception.
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Attached at the Hip
He brought then-girlfriend Gisele Bündchen as his date to the Oscars in 2005 when he was nominated for Best Actor.
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Awe for the Ball
Leonardo DiCaprio had an on-and-off relationship with Israeli model Bar Refaeli for six years, and the couple loved spending their time courtside.
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Mr. Gatsby
In 2013, DiCaprio reminded everyone why they first fell in love with him, working with Romeo + Juliet director Baz Luhrmann on The Great Gatsby. The actor delivered a charming and grand performance as the titular Gatsby.
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Oscar Date
Although they arrived separately, Leo and his then-girlfriend Camila Morrone sat next to each other at the 2020 Academy Awards.
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Screen Dream
Yes, Leonardo DiCaprio is in this picture! To bring it back full circle for his 50th birthday, squint to see the little icon on the back of his girlfriend Vittoria Ceretti’s phone (seen backstage at the Victoria’s Secret fashion show): It’s a photo of her boyfriend from his Growing Pains days.
Source: People
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