The many faces of Leonardo DiCaprio - People - Stylist Magazine

Leo before Gatsby: an evolution

Leo before Wall Street

An evolution in film

Leo is no stranger to iconic roles, having graced our screens in various guises since he was a teenager. In fact, his fresh-faced allure was something of a pop culture stalwart in the 1990s. Whether he was howling his love for Kate on Titanic or pouting beatifically on a Romeo + Juliet poster, DiCaprio fever was hard to miss.

He narrowly missed out on this year's Oscar award for Best Actor for his role in The Wolf of Wall Street, so come remind yourself of some of Leo's most memorable roles (and hairstyles - no one did the bowl cut better):

  • The many faces of Leonardo DiCaprio

    The many faces of Leonardo …

    Leo as a fresh-faced youngster in ABC sitcom… More details

    The many faces of Leonardo DiCaprio

    The many faces of Leonardo DiCaprio

    Leo as a fresh-faced youngster in ABC sitcom Growing Pains in 1992.

  • The many faces of Leonardo DiCaprio

    The many faces of Leonardo …

    A few months later, cinema great Robert DeNiro… More details

    The many faces of Leonardo DiCaprio

    The many faces of Leonardo DiCaprio

    A few months later, cinema great Robert DeNiro picked the 18-year-old out from hundreds of hopefuls to make his breakthrough in This Boy's Life.

  • The many faces of Leonardo DiCaprio

    The many faces of Leonardo …

    A year on and Leo delivered a stellar performance… More details

    The many faces of Leonardo DiCaprio

    The many faces of Leonardo DiCaprio

    A year on and Leo delivered a stellar performance as an austistic teenager in What's Eating Gilbert Grape alongside a (very young) Johnny Depp and Juliette Lewis.

  • The Basketball Diaries

    The Basketball Diaries

    He then reclaimed his token bowl cut to shoot a… More details

    The Basketball Diaries

    The Basketball Diaries

    He then reclaimed his token bowl cut to shoot a few hoops - and showcase the gritty decline of drug addiction - in 1995 Jim Carroll biopic The Basketball Diaries.

  • The many faces of Leonardo DiCaprio

    The many faces of Leonardo …

    It was a case of kaleidoscope colours and… More details

    The many faces of Leonardo DiCaprio

    The many faces of Leonardo DiCaprio

    It was a case of kaleidoscope colours and tropical Hawaiian shirts as Leo turned star-crossed lover in Baz Luhrmann's 1996 re-imagining of Romeo + Juliet, co-starring Claire Danes.

  • The many faces of Leonardo DiCaprio

    The many faces of Leonardo …

    Leo-Mania kicked off in a serious way in 1997, as… More details

    The many faces of Leonardo DiCaprio

    The many faces of Leonardo DiCaprio

    Leo-Mania kicked off in a serious way in 1997, as the actor took on yet another ill-fated lover role - opposite his aristocratic crush Kate Winslet in James Cameron blockbuster Titanic.

  • The many faces of Leonardo DiCaprio

    The many faces of Leonardo …

    Mr DiCaprio proved he could work the long-haired… More details

    The many faces of Leonardo DiCaprio

    The many faces of Leonardo DiCaprio

    Mr DiCaprio proved he could work the long-haired regal look as good as the next man, embracing all things pomp and circumstance to play tyrannous King Louis XIV - and his secret twin brother Philippe - in 1998's The Man In The Iron Mask.

  • The many faces of Leonardo DiCaprio

    The many faces of Leonardo …

    Summoning up a fair dose of brawn and with a… More details

    The many faces of Leonardo DiCaprio

    The many faces of Leonardo DiCaprio

    Summoning up a fair dose of brawn and with a spear or two handy, he next explored his atavistic tendencies in Thailand-based adventure flick The Beach, adapted from Alex Garland's best-selling book.

  • The many faces of Leonardo DiCaprio

    The many faces of Leonardo …

    Muscle followed muscle as Leo bared his knuckles… More details

    The many faces of Leonardo DiCaprio

    The many faces of Leonardo DiCaprio

    Muscle followed muscle as Leo bared his knuckles like a pro for Martin Scorsese's 2002 thriller Gangs Of New York. We especially love the hint of a goatee.

  • The many faces of Leonardo DiCaprio

    The many faces of Leonardo …

    Everyone's favourite pilot donned a pair of… More details

    The many faces of Leonardo DiCaprio

    The many faces of Leonardo DiCaprio

    Everyone's favourite pilot donned a pair of aviator shades and turned lothario conman in Steven Spielberg's 2002 biopic Catch Me If You Can - based on the real-life escapades of Frank Abagnale Jr.

  • The many faces of Leonardo DiCaprio

    The many faces of Leonardo …

    More jet set chic followed with 2004 Scorsese… More details

    The many faces of Leonardo DiCaprio

    The many faces of Leonardo DiCaprio

    More jet set chic followed with 2004 Scorsese flick The Aviator. Leo played aviation pioneer Howard Hughes and won a Golden Globe for his efforts.

  • The many faces of Leonardo DiCaprio

    The many faces of Leonardo …

    Leo delved into the murky world of gem smuggling… More details

    The many faces of Leonardo DiCaprio

    The many faces of Leonardo DiCaprio

    Leo delved into the murky world of gem smuggling in Sierra Leone for 2006 thriller Blood Diamond.

  • The many faces of Leonardo DiCaprio

    The many faces of Leonardo …

    2008 saw him team up with Kate Winslet once more… More details

    The many faces of Leonardo DiCaprio

    The many faces of Leonardo DiCaprio

    2008 saw him team up with Kate Winslet once more - and get suited and booted in a few Mad Men-style numbers - for Sam Mendes' adaptation of Revolutionary Road.

  • The many faces of Leonardo DiCaprio

    The many faces of Leonardo …

    Toting a gun once more in Christopher Nolan's… More details

    The many faces of Leonardo DiCaprio

    The many faces of Leonardo DiCaprio

    Toting a gun once more in Christopher Nolan's 2010 sci-fi hit Inception. Leo played spy/thief Dom Cobb, who is tasked with planting ideas in other people's subconscious.

  • The many faces of Leonardo DiCaprio

    The many faces of Leonardo …

    Leo's last pre-Gatsby appearance was as sadistic… More details

    The many faces of Leonardo DiCaprio

    The many faces of Leonardo DiCaprio

    Leo's last pre-Gatsby appearance was as sadistic slave owner Calvin Candie in Quentin Tarantino's biggest box office hit to date, Django Unchained.

Tags: film, celebrity, The Great Gatsby

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