To celebrate the Hollywood heartthrob's milestone birthday, we take a look at some of his most iconic looks of all time ...

Looking back at Leonardo DiCaprio's transformation over the years proves that our heart will always go on for the star of Titanic, Romeo + Juliet, Inception and The Wolf of Wall Street.

Picture this: Hollywood in the ’90s, a time of flannel shirts, hair gel, and a duel of heartthrobs. Enter Johnny Depp and Leonardo DiCaprio, who could be the best of buds. But oh, how ...

See Tyler, the Creator’s best outfits and style evolution, from skater looks to high-fashion ensembles, to his "Chromokopia" ...

Look Back at Young Leonardo DiCaprio's Best '90s Moments Celebrate Leonardo DiCaprio’s 50th birthday with a look back at his ...

The reality is Leonardo DiCaprio is part of that generation that gained notoriety in the '90s and perhaps, for the last time ...

Will Leonardo DiCaprio be feeling like the King of the World as he ... DiCaprio (pictured with Johnny Depp) sporting classic ...

When talking about Leonardo DiCaprio, many, besides recognizing the career of one of the most acclaimed actors of the last 30 ...

In the court of public opinion, anyone who attended Sean “Diddy” Combs’ infamous gatherings, including his 90’s white parties ...

Over two years after her divorce from Tom Brady, Gisele Bündchen is charting a new path for herself in both her professional ...

Gigi Hadid Hits Tom Ford Runway After Seen Getting Close with Leonardo DiCaprio at NYFW Party Tom ... Tom Ford Stella McCartney Leads Tributes as Fashion Industry Mourns Tom Ford's Late Husband ...