See Leonardo DiCaprio’s Journey From ’90s Heartthrob to Oscar Winner

See Leonardo DiCaprio’s Journey From ’90s Heartthrob to Oscar Winner

The environment and all of its inhabitants remains one of the great loves of the Los Angeles native’s life, his work with Re:wild dedicated to protecting and restoring the world’s most irreplaceable places and most threatened species. 

But DiCaprio has had a bit of romantic fun too. Currently seeing 26-year-old Victoria’s Secret model Vittoria Ceretti, his stacked dating history including the likes of Gisele Bundchen, 44, Blake Lively, 37, and Bar Refaeli, 39.

His circle of friends is equally star-studded, with Kim KardashianChris RockSnoop DoggSalma Hayek and Olivia Wilde turning out to watch the actor rap Gang Starr and Nice & Smooth‘s 1994 hit “DWYCK” at his 49th birthday party last year

And while we wait to see which of his bevy of bold-named pals turn up to celebrate his milestone birthday this year, we’re never letting go of his past. So set sail with us for a journey through his standout looks. 

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