Leonardo DiCaprio has big shoes too fill. Sean Macaulay on which film adaptation is the definitive ‘Gatsby.’ Like all of F. Scott Fitzgerald’s books, The Great Gatsby was out of print when ...

Though DiCaprio has won an acting Globe in two out of the 10 instances he’s previously been nominated, he has never won an Oscar — not in his four times as an actor nor his one time as a producer.

Because everybody is a VIP at the annual Vanity Fair Oscars party, there’s no roped off section. But that didn’t stop Leonardo DiCaprio — channeling his alter ego in “The Great Gatsby ...

Leonardo DiCaprio played Jay Gatsby in 'The Great Gatsby'. Warner Bros. Pictures. His Gatsby audition involved another mutual friend and a costar in the movie, Tobey Maguire — plus a bit of luck.

The moment comes 38 seconds into the trailer. As a lavish party explodes around him, Leonardo DiCaprio's perfectly coiffed, cocksure Jay Gatsby raises a glass of bubbly to toast his glorious self ...

Gatsby (Leonardo DiCaprio) has bought an impossibly luxurious mansion on Long Island for one purpose: to grab the attention of Daisy Buchanan (Carey Mulligan), the socialite he has obsessively ...

Picture it: just him and his A-list pals. Having an A-lister like Leonardo DiCaprio as your friend doesn't hurt if you're an actor. But it also doesn't guarantee success at an audition. Actor Jay ...

Awards nominations are a regular occurrence for Leonardo DiCaprio, who turns up on prestigious seasonal film lists as often as a hunter returns to the woods. On Thursday, the Hollywood Foreign Pres… ...

Leonardo DiCaprio takes on the iconic role of Jay Gatsby in this newest version of "the Great Gatsby." Leo remembers watching the 1974 film starring Robert Redford. He first read the book in ...

Leonardo DiCaprio and Tobey Maguire personify the acronym "BFF." (There's even a Facebook page dedicated to it.) It's no secret the two A-listers have been close friends since they were kids, but ...