STYLE EVOLUTION

Leonardo DiCaprio’s Evolution from Teen Heartthrob to Oscar-Winning Actor


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Ever since his breakout moment in What’s Eating Gilbert Grape, Leonardo DiCaprio has been a regular on the red carpet, favoring a classic, relaxed look that ranges from t-shirts and jeans to sleek, understated suits. In celebration of the Oscar-winning actor’s birthday, here’s a look at how the child actor became Hollywood’s leading man.

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The actor’s career began to take of with his role in ‘What’s Eating Gilbert Grape’ in 1993. At the Hollywood premiere he gave complete ’90s layering style with opting for a black suede jacket, black t-shirt, under a black knit sweater, tucked into blue slacks with a tan cut belt.

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DiCaprio stole the hearts of many teenage girls in a prom-ready black three-piece suit and colorless button-down shirt at the 51st Annual Golden Globes.

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At his 1996 premiere for Romeo and Juliet, the actor turned heads as he walked the red carpet with his girlfriend and co-star Claire Danes. He looked cool and relaxed in a navy blue four-button satin suit with a plain white button down shirt, with the first few buttons left undone.

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At the Hollywood premiere of his career-changing film Titanic, Leonardo DiCaprio debuted what would soon become his sartorial red carpet style. Dressed in a navy pantsuit, with a silver silk button-down and a dark grey tie, the actor looked dapper and fresh.

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At the 55th Golden Globes, the actor went for a classic tuxedo, a vest, and a bow tie.

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At the 2002 Gangs of New York premiere, DiCaprio not only debuted his new film but also a mature red carpet suit style. He opted for a charcoal grey tailored suit, white button-down and antique gold tie for a more “grown-up” look.

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Off the red carpet, DiCaprio likes to keep his looks simple and comfy. At the New York premiere of George Butler’s Going Upriver: The Long War of John Kerry he paired his dark blue denim jeans with a white Kerry & Edward graphic T-shirt, black open shirt and a pair of grey Nike sneakers. He completed this relaxed look with a backward styled baseball cap.

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A couple months later, the actor returned to his formal red carpet look at the premiere of his film The Aviator. He looked quit dashing styled in his go-to black suit look paired with a white button down and grey tie.

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Exuding classic elegance in a black tuxedo look with perfectly coiffed hair, DiCaprio owned the red carpet of the 77th Annual Academy Awards.

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Leonardo DiCaprio fused his relaxed off-duty style with his red carpet sartorial as he posed for the Body of Lies photocall in Paris in 2008. He made a navy blue V-neck sweater look super chic by pairing it with striped gray slacks and black leather dress shoes.

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The actor looked incredibly handsome and well dressed in a black suit look with a polka dot blue tie, as he posed on the red carpet of the L.A. premiere of Revolutionary Road.

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DiCaprio wore a patterned gray blazer, relaxed white button-down shirt and gray slacks for a more stylish look at the 12th Annual AFI Awards in 2012.

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At the 2010 world premiere of his film Inception, Leonardo DiCaprio looks debonair dressed in yet another black suit paired with a black and white striped tie.

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Spotted walking the streets of New York in October 2013, Leonardo DiCaprio reverts back to his basic street style. Pairing a navy crewneck sweater with light blue denim jeans, blue slip on sneakers and gray ivy cap, allowed him to stroll the city incognito.

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At the 7th Annual Oceana’s Annual SeaChange party, DiCaprio added a pair of casual sneakers and a beard to a tailored black suit.

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DiCaprio looked suave as he arrived to the 2015 premiere of his film The Revenant in a black suit paired with a white and black graphic polka dot tie.

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The actor looked like Hollywood royalty dressed in an elegant black tux for the 88th Annual Academy Awards. He completed his look with a black bow tie and shiny patent leather oxfords–and an Oscar.