Leonardo DiCaprio's Look Has Evolved Since His Days On 'Growing Pains'
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Leonardo DiCaprio has gone through numerous transformations in his many successful decades as an actor. From being the baby-faced charmer who captured our hearts in Titanic to winning an Oscar for his portrayal of a rugged outdoorsman in The Revenant, DiCaprio always seems to be evolving. Here, we revisit every Leo incarnation since his introduction to the spotlight in 1989.
1989
In 1989, DiCaprio was just starting out in Hollywood with a small role as Glen in two episodes of the television show The New Lassie.
1990
DiCaprio landed a small role on the show The Outsiders in 1990, and was then cast as Garry Buckman on the short-lived show Parenthood. That scored him nominations for two Young Artist Awards.
1991
DiCaprio posed on the set of the popular television series Growing Pains, where he played the role of Luke Brower.
1992
Looking like the definition of an early '90s teen, DiCaprio was pictured at the MTV Rock N' Jock B-Ball Pediatric AIDS Foundation.
1993
This was the year DiCaprio's career really picked up. First, he starred opposite Robert DeNiro in This Boy's Life, and then he played a career-defining role as the mentally handicapped brother of Johnny Depp in What's Eating Gilbert Grape.
1994
DiCaprio made his first appearance at the Golden Globes in January of 1994, looking adorably fresh-faced.
1995
DiCaprio starred in three films in 1995, the most well-known being The Basketball Diaries alongside Mark Wahlberg and Lorraine Bracco.
1996
This was the year DiCaprio cemented his status as a true teen heartthrob, thanks to his role in Baz Luhrmann's Romeo + Juliet. He showed up to the premiere looking slightly rumpled with then-girlfriend Kristin Zang on his arm.
1997
DiCaprio attended the Los Angeles premiere of Titanic in 1997, a role that would define his career and cause every viewer to sob publicly in a movie theater.
1998
In 1998, DiCaprio showed up to the 55th Annual Golden Globe Awards in a tux and slightly more tamed spiky hair.
1999
This was the first year DiCaprio wasn't starring in a newly released movie or show. Instead, he spent most of the year filming The Beach.
2000
DiCaprio gave a sweet smirk as he posed for photos at the Hollywood premiere of The Beach at Mann Chinese Theatre.
2001
In 2001, the actor made an appearance at The Concert for New York City to benefit the victims of 9/11.
2002
DiCaprio secured his leading man status with two big roles in 2002: one in Martin Scorsese's Gangs of New York, the other as Frank Abagnale Jr. in Catch Me If You Can.
2003
DiCaprio looked bronzed and rocked facial hair at the Gangs of New York premiere in Paris, France.
2004
Leo has never kept his dedication to the environment out of the spotlight. Here, he attended the Dedication of NRDC's (Natural Resources Defense Council) New David Family Environmental Action Center and the Leonardo DiCaprio e-Activism Zone, encouraging visitors to learn more about environmental issues.
2005
In 2005, DiCaprio won his first Golden Globe award for Best Actor in a Leading Role: Drama for his role as Howard Hughes in The Aviator.
2006
DiCaprio starred in two major motion pictures in 2005: The Departed and Blood Diamond. Both scored him Golden Globe nominations for Best Actor in a Motion Picture Drama, and his Blood Diamond role got him a Best Actor nom at the Academy Awards.
2007
This year, DiCaprio didn't appear in any new releases, but he did spend much of early 2007 flaunting a slicked-back look on the awards show circuit.
2008
2008 saw DiCaprio reunite with his Titanic co-star and dear friend, Kate Winslet, in Revolutionary Road, a role that got him another Best Actor nod at the Golden Globes.
2009
DiCaprio posed at the 20th anniversary of the Palm Springs International Film Festival Awards Gala, presented by Cartier.
2010
2010 was another huge year for Leo, with leading roles in two mind-bending movies, Shutter Island and Inception.
2011
DiCaprio spoke at the Cinema For Peace inaugural Cannes dinner, which honored Sean Penn for his charity work in Haiti.
2012
In 2012, DiCaprio took on an intense role in Quentin Tarantino's Django Unchained, and proved that a classic tux never goes out of style.
2013
DiCaprio attended the 70th Annual Golden Globe Awards, where he was nominated for Best Supporting Actor in a Motion Picture for Django Unchained.
2014
In 2014, DiCaprio spent a lot of time at awards shows for his role in The Wolf Of Wall Street. He was nominated for Best Actor for the Academy Awards and the Golden Globes, as well as a slew of others.
2015
DiCaprio made an appearance at the Giorgio Armani 40th Anniversary Silos Opening and Cocktail Reception in Milan, Italy, looking much hairier than usual.
2016
This was a huge year for DiCaprio: he finally took home Best Actor at the Academy Awards for his performance in The Revenant.
2017
Things quieted down for DiCaprio after the success of The Revenant, but he kept busy, serving as a very handsome announcer at the 89th Academy Awards.
2018
DiCaprio attended the CinemaCon 2018 Gala Opening Night Event, rocking a casual look just after flaunting 3-D glasses as part of an incognito Coachella ensemble.
2019
DiCaprio collaborated with Quentin Tarantino for the second time in the comedy-drama Once Upon a Time In Hollywood, which tells several nonlinear stories about the end of the Golden Age of Hollywood and charts the Tate-Labianca murders carried out by the Manson Family. For his performance as Rick Dalton, DiCaprio was nominated for his sixth Academy Award.
2020
DiCaprio speaks at the 72nd Directors Guild of America Awards, which honored excellent achievements in directing in 2019, including, among others, the WWI drama film 1917, the HBO miniseries Chernobyl, and Andrea Arnold’s debut feature American Honey. We’d be seated if DiCaprio ever tried to give directing a spin.
2021
After DiCaprio filmed the apocalyptic satire Don’t Look Up in late 2020, he attended the world premiere in New York City in the winter of 2021. The film had a heavy-hitting cast, which included Jennifer Lawrence, Meryl Streep, Jonah Hill, and Cate Blanchett.
2022
DiCaprio rocked a casual look for the amfAR Cannes Gala 2022, making a Yankees cap feel gala-appropriate.
2023
DiCaprio returned to Cannes in a huge way for the world premiere of Killers of the Flower Moon—his latest collaboration with Martin Scorsese. He looked snazzy in a Dior suit and black button-up with no tie.
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