Years later, Reynolds is a major big-screen actor with box office successes likeDeadpoolandThe Proposalto his name.

See 40 photos of the star through the years, ahead.

Ryan Reynolds Through The Years

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Ryan Reynolds at MTV’s 10th Annual Rock ‘n Jock Baseball Game in Los Angeles on September 10, 1999

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Ryan Reynolds at the Battlefield Earth Premiere in Hollywood on May 10, 2000

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Ryan Reynolds at the AMC and Movieline’s Hollywood Life Magazine Young Hollywood Awards in Los Angeles on May 4, 2003

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Ryan Reynolds at the Amityville Horror World Premiere in Hollywood on April 7, 2005

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Ryan Reynolds at the 2005 Teen Choice Awards on August 14, 2005

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Ryan Reynolds on The Tonight Show with Jay Leno on January 17, 2007

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Ryan Reynolds at the 2007 Teen Choice Awards on August 26, 2007

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Ryan Reynolds at the Santa Barbara Film Festival World Premiere of Definitely, Maybe on January 24, 2008

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Ryan Reynolds With Hayden Panettiere at the Fireflies In The Garden Premiere at the 58th Berlinale Film Festival on February 10, 2008

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Ryan Reynolds at a Press Conference for the ING New York City Marathon on October 31, 2008

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Ryan Reynolds at the 2008 Benefit for The Michael J. Fox Foundation at the Sheraton New York Hotel on November 5, 2008

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Ryan Reynolds at the X-Men Origins - Wolverine Press Conference in Los Angeles on April 24, 2009

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Ryan Reynolds at the Screening of X-Men Origins: Wolverine in Hollywood on April 28, 2009

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Ryan Reynolds at the Los Angeles Premiere of The Proposal on June 1, 2009

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Ryan Reynolds on Late Night with Jimmy Fallon on June 18, 2009

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Ryan Reynolds With Sandra Bullock at the People’s Choice Awards on January 6, 2010

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Ryan Reynolds at the 82nd Annual Academy Awards in Hollywood on March 7, 2010

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Ryan Reynolds at the 64th Annual Tony Awards in New York City on June 13, 2010

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Ryan Reynolds With Blake Lively at the Green Lantern Panel at Comic-Con 2010 in San Diego on July 24, 2010

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Ryan Reynolds on The Tonight Show with Jay Leno on September 22, 2010

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Ryan Reynolds at Spike TV’s Scream 2010 in Los Angeles on October 16, 2010

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Ryan Reynolds at the CinemaCon Awards on March 31, 2011

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Ryan Reynolds at 2011 WonderCon in San Francisco on April 1, 2011

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Ryan Reynolds at the 2011 MTV Movie Awards on June 5, 2011

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Ryan Reynolds on The Tonight Show with Jay Leno on August 1, 2011

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Ryan Reynolds on Late Night with Jimmy Fallon on August 4, 2011

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Ryan Reynolds at the Safe House Premiere in New York City on February 7, 2012

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Ryan Reynolds at the Mission Hills Golf Club in Haikou, China on October 21, 2012

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Ryan Reynolds at the Turbo Press Conference in New York City on July 11, 2013

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Ryan Reynolds on the

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Ryan Reynolds on Late Night with Jimmy Fallon on July 18, 2013

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Ryan Reynolds With Blake Lively at the Costume Institute Gala at the Metropolitan Museum of Art in New York City on May 5, 2014

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Ryan Reynolds at the Captives Photocall at the 67th Annual Cannes Film Festival on May 16, 2014

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Ryan Reynolds at the 67th Cannes Film Festival on May 17, 2014

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Ryan Reynolds With Blake Lively at the Angel Ball 2014 in New York City on October 20, 2014

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Ryan Reynolds at Sundance in Park City, Utah on January 25, 2015

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Ryan Reynolds at the Mississippi Grind Premiere at the 2015 Toronto International Film Festival on September 16, 2015

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Ryan Reynolds on Late Night with Seth Meyers on February 10, 2016

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Ryan Reynolds With Blake Lively at the White House on March 10, 2016

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