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Star Style Evolution: Leonardo DiCaprio

//wenn

Jul. 14 2010, Published 1:43 p.m. ET

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Star Style Evolution: Leonardo DiCaprio

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1. 1996: Leonardo achieved heartthrob and leading man status with the release of, Romeo + Juliet, which pulled in $147 million at the box office. Unfortunately, he had a little crutch that year. We can’t say we were crazy about his shiny green shirt, but hey, it was the nineties!

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Source: Ramey Photo

1996: Leonardo achieved heartthrob and leading man status with the release

of, Romeo + Juliet, which pulled in $147 million at the box office.

Unfortunately, he had a little crutch that year. We can’t say we were crazy

about his shiny green shirt, but hey, it was the nineties!

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2. 1997: Leonardo was dressed to impress at the Los Angeles premiere of Titanic, well suited for the boat-based masterpiece in navy blue. The star had no idea the award-winning film would go onto be the highest-grossing film of its time, taking in over $1.8 billion.

//wenn
Source: WENN

1997: Leonardo was dressed to impress at the Los Angeles premiere of

Titanic, well suited for the boat-based masterpiece in navy blue. The star

had no idea the award-winning film would go onto be the highest-grossing

film of its time, taking in over $1.8 billion.

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3. 1998: At the Golden Globe Awards with his costar Kate Winslett, Leo still looked like a little boy in a black tuxedo.

//dicapriowinslett
Source: Ramey Photo

1998: At the Golden Globe Awards with his costar Kate Winslett, Leo still

looked like a little boy in a black tuxedo.

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4. 1998: Leo with French actor Gerard Depardieu at the Parisian premiere of The Man in the Iron Mask, looked sophisticated in a black suit.

//wenn
Source: WENN

1998: Leo with French actor Gerard Depardieu at the Parisian premiere of The

Man in the Iron Mask, looked sophisticated in a black suit.

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5. 1999: Leo dated model Kristen Zang on-and-off through the 1990’s, who joined him at Magic Mountain for a celebrity charity event. The two were clad in dressed down duds.

//leodicaprio
Source: Ramey Photo

1999: Leo dated model Kristen Zang on-and-off through the 1990’s, who joined

him at Magic Mountain for a celebrity charity event. The two were clad in

dressed down duds.

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6. 2000: Once again starring in a film based around the ocean, Leo rocked an all navy blue ensemble to the Los Angeles premiere of The Beach.

//wenn
Source: WENN

2000: Once again starring in a film based around the ocean, Leo rocked an

all navy blue ensemble to the Los Angeles premiere of The Beach.

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7. 2003: Leo bulked up and sported some facial fuzz to the UK premiere of Gangs of New York.

//wenn
Source: WENN

2003: Leo bulked up and sported some facial fuzz to the UK premiere of Gangs

of New York.

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8. 2004: Leo was very involved in John Kerry’s presidential campaign. Not only did he contribute financially and campaign for the politician, but he also rocked his shirt to a premiere in NYC.

//wenn_ _
Source: WENN

2004: Leo was very involved in John Kerry’s presidential campaign. Not only

did he contribute financially and campaign for the politician, but he also

rocked his shirt to a premiere in NYC.

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9. 2004: Leo, accompanied by costar Cate Blanchett and one of his biggest fans (and employers!) Martin Scorsese, looked devastatingly dapper in a black suit at the NYC premiere of The Aviator.

//wenn
Source: WENN

2004: Leo, accompanied by costar Cate Blanchett and one of his biggest fans

(and employers!) Martin Scorsese, looked devastatingly dapper in a black

suit at the NYC premiere of The Aviator.

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10. 2004: Leo had a grey day at the London premiere of The Aviator, looking super GQ in his perfectly tailored suit.

//wenn
Source: WENN

2004: Leo had a grey day at the London premiere of The Aviator, looking

super GQ in his perfectly tailored suit.

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11. 2005: Leo’s Brazilian supermodel girlfriend Gisele Bundchen escorted the actor to the Academy Award, where his was nominated for his portrayal of Howard Hughes in The Aviator.

//wenn
Source: WENN

2005: Leo’s Brazilian supermodel girlfriend Gisele Bundchen escorted the

actor to the Academy Award, where his was nominated for his portrayal of

Howard Hughes in The Aviator.

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12. 2006: Leo rocked a sassy striped tie to the Rome Film Festival premiere of The Departed, where he was flocked by Martin Scorsese and Vera Farmiga.

//wenn
Source: WENN

2006: Leo rocked a sassy striped tie to the Rome Film Festival premiere of

The Departed, where he was flocked by Martin Scorsese and Vera Farmiga.

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13. 2007: At the Critics Choice Awards, Leonardo looked dapper in black.

//wenn
Source: WENN

2007: At the Critics Choice Awards, Leonardo looked dapper in black.

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14. 2007: At the Cannes Film Festival screening of the 11th Hour, the environmentally aware actor looked super hunky in black.

//wenn
Source: WENN

2007: At the Cannes Film Festival screening of the 11th Hour, the

environmentally aware actor looked super hunky in black.

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15. 2008: Leo reunited with Kate Winslet for Revolutionary Road, looking all grown up eleven years after he walked the carpet with her for Titanic.

//wenn
Source: WENN

2008: Leo reunited with Kate Winslet for Revolutionary Road, looking all

grown up eleven years after he walked the carpet with her for Titanic.

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16. 2009: The dynamic onscreen duo got all dressed up for The Golden Globes, where Leo was nominated for Best Actor.

//wenn
Source: WENN

2009: The dynamic onscreen duo got all dressed up for The Golden Globes,

where Leo was nominated for Best Actor.

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17. 2010: Not a young boy anymore, Leo walked the red carpet of the London premiere of Inception, wearing a gorgeously grey suit.

//infphoto_
Source: INFphoto

2010: Not a young boy anymore, Leo walked the red carpet of the London

premiere of Inception, wearing a gorgeously grey suit.

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18. 1990: Leo scored his first role on the television show Parenthood. The blonde child actor was ready for super stardom from the start.

//dicaprio_jm
Source: Retna

1990: Leo scored his first role on the television show Parenthood. The blonde child actor was ready for super stardom from the start.

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19. 1990's: The sporty child actor loved having his picture taken.

//_reih
Source: Zuma Press

1990's: The sporty child actor loved having his picture taken.

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20. 1992: At MTV's Rock n' Jock Basketball Tournament, Leo sported a jersey.

//_
Source: WireImage

1992: At MTV's Rock n' Jock Basketball Tournament, Leo sported a jersey.

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21. 1995: With Mark Wahlberg, the Basketball Diaries star dressed up for the red carpet.

//_
Source: WireImage

1995: With Mark Wahlberg, the Basketball Diaries star dressed up for the red carpet.

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