The Evolution of Leonardo DiCaprio

Leonardo DiCaprio in 1989

Leonardo DiCaprio in 1989

Leonardo DiCaprio in 1989

Leonardo DiCaprio in 1989

Leonardo DiCaprio in Parenthood in 1990

Leonardo DiCaprio in Parenthood in 1990

Leonardo DiCaprio in the ’80s

Leonardo DiCaprio in the '80s

Leonardo DiCaprio on Growing Pains on Sept. 28, 1991

Leonardo DiCaprio on Growing Pains on September 28, 1991

Leonardo DiCaprio in 1993

Leonardo DiCaprio in 1993

Leonardo DiCaprio at the 66th annual Academy Awards in Los Angeles on March 21, 1994

Leonardo DiCaprio at the 66th Annual Academy Awards in Los Angeles on March 21, 1994

Leonardo DiCaprio and Dennis Hopper at the Red Rock West party in 1994

Leonardo DiCaprio and Dennis Hopper at the Red Rock West Party in 1994

Leonardo DiCaprio in New York City in 1995

Leonardo DiCaprio in New York City in 1995

Leonardo DiCaprio with Mark Wahlberg in 1995

Leonardo DiCaprio With Mark Wahlberg in 1995

Leonardo DiCaprio in The Basketball Diaries in 1995

Leonardo DiCaprio in The Basketball Diaries in 1995

Leonardo DiCaprio in Total Eclipse in 1996

Leonardo DiCaprio in Total Eclipse in 1996

Leonardo DiCaprio at the premiere of Romeo + Juliet in Hollywood on Oct. 27, 1996

Leonardo DiCaprio at the Premiere of Romeo + Juliet in Hollywood on October 27, 1996

Leonardo DiCaprio with Claire Danes in Romeo + Juliet in 1996

4. Romeo + Juliet (1996)

Leonardo DiCaprio with Kate Winslet in Titanic in 1997

Titanic

Leonardo DiCaprio in The Man in the Iron Mask in 1998

Leonardo DiCaprio in The Man In The Iron Mask in 1998

Leonardo DiCaprio in The Beach in 2000

Leonardo DiCaprio in The Beach in 2000

Leonardo DiCaprio at the Concert for New York City on Oct. 20, 2001

Leonardo DiCaprio at The Concert for New York City on October 20, 2001

Leonardo DiCaprio promoting Gangs of New York in Cannes, France on May 21, 2002

Leonardo DiCaprio Promoting Gangs of New York in Cannes, France on May 21, 2002

Leonardo DiCaprio at the Catch Me If You Can Los Angeles premiere on Dec. 16, 2002

Leonardo DiCaprio at the Catch Me If You Can Los Angeles Premiere on December 16, 2002

Leonardo DiCaprio at the Gangs of New York premiere in Paris on Jan. 6, 2003

Leonardo DiCaprio at the Gangs of New York Premiere in Paris on January 6, 2003

Leonardo DiCaprio at the London premiere of Catch Me If You Can on Jan. 27, 2003

Leonardo DiCaprio at the London Premiere of Catch Me If You Can on January 27, 2003

Leonardo DiCaprio on Nov. 20, 2004

Leonardo DiCaprio on November 20, 2004

Leonardo DiCaprio at The Aviator press conference in Los Angeles on Nov. 20, 2004

Leonardo DiCaprio at The Aviator Press Conference in Los Angeles on November 20, 2004

Leonardo DiCaprio at the 57th annual DGA Awards Dinner in Beverly Hills on Jan. 29, 2005

Leonardo DiCaprio at the 57th Annual DGA Awards Dinner in Beverly Hills on January 29, 2005

Leonardo DiCaprio with Gisele Bundchen at the 77th Academy Awards in Hollywood on Feb. 27, 2005

Leonardo DiCaprio With Gisele Bundchen at the 77th Academy Awards in Hollywood on February 27, 2005

Leonardo DiCaprio in Los Angeles on Nov. 16, 2006

Leonardo DiCaprio in Los Angeles on November 16, 2006

Leonardo DiCaprio with Jennifer Connelly at the Blood Diamond Los Angeles premiere on Dec. 6, 2006

Leonardo DiCaprio With Jennifer Connelly at the Blood Diamond Los Angeles Premiere on December 6, 2006

Leonardo DiCaprio at the premiere of The 11th Hour in Hollywood on Aug. 8, 2007

Leonardo DiCaprio at the Premiere of The 11th Hour in Hollywood on August 8, 2007

Leonardo DiCaprio at the Paris premiere of Body of Lies on Nov. 3, 2008

Leonardo DiCaprio at the Paris Premiere of Body Of Lies on November 3, 2008

Leonardo DiCaprio with Kate Winslet at the Los Angeles premiere of Revolutionary Road on Dec. 15, 2008

Leonardo DiCaprio With Kate Winslet at the Los Angeles Premiere of Revolutionary Road on December 15, 2008

Leonardo DiCaprio at the 20th anniversary of the Palm Springs International Film Festival Awards Gala on Jan. 6, 2009

Leonardo DiCaprio at the 20th Anniversary of the Palm Springs International Film Festival Awards Gala on January 6, 2009

Leonardo DiCaprio with Kate Winslet at the 66th annual Golden Globe Awards in Beverly Hills on Jan. 11, 2009

Leonardo DiCaprio With Kate Winslet at the 66th Annual Golden Globe Awards in Beverly Hills on January 11, 2009

Leonardo DiCaprio at the J. Edgar opening night gala at the AFI FEST 2011 in Hollywood on Nov. 3, 2011

Leonardo DiCaprio at the J. Edgar Opening Night Gala at the AFI FEST 2011 in Hollywood on November 3, 2011

Leonardo DiCaprio with Tobey Maguire at the photocall for The Great Gatsby at the 66th annual Cannes Film Festival on May 15, 2013

Leonardo DiCaprio With Tobey Maguire at the Photocall for The Great Gatsby at The 66th Annual Cannes Film Festival on May 15, 2013

Leonardo DiCaprio with Kate Winslet in Beverly Hills on May 22, 2013

Leonardo DiCaprio With Kate Winslet in Beverly Hills on May 22, 2013

Leonardo DiCaprio at the 71st annual Golden Globe Awards on Jan. 12, 2014

Leonardo DiCaprio at the 71st Annual Golden Globe Awards on January 12, 2014

Leonardo DiCaprio at the 86th annual Academy Awards in Hollywood on March 2, 2014

Leonardo DiCaprio at the 86th Annual Academy Awards in Hollywood on March 2, 2014

Leonardo DiCaprio filming The Wolf of Wall Street in New York City on Sept. 25, 2012

Leonardo DiCaprio Filming The Wolf of Wall Street

Leonardo DiCaprio at the Screen Actors Guild Foundation 30th Anniversary Celebration in Beverly Hills on Nov. 5, 2015

Leonardo DiCaprio at the Screen Actors Guild Foundation 30th Anniversary Celebration in Beverly Hills on November 5, 2015

Leonardo DiCaprio with former President Barack Obama at the White House on Sept. 25, 2016

Leonardo DiCaprio With President Barack Obama at the White House on September 25, 2016

Leonardo DiCaprio with Brad Pitt at the Cannes premiere of Once Upon a Time in Hollywood on May 21, 2019

Leonardo DiCaprio and Brad Pitt

Leonardo DiCaprio…