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Matthew McConaughey's first credited acting role was in 1992, on an episode of the quintessentially '90s true-crime TV show Unsolved Mysteries. But 1993 was the year that helped define McConaughey as an actor; his role in the cult classic Dazed and Confused paved the way for many of the other goofy characters he would play early on in his career. The Peter Pan-complex, party boy trope lasted him well into the next decade — both in his personal life and career.
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After Dazed and Confused, McConaughey had some less-than-stellar roles to his name (like "Guy #2" and "Rental Truck Guy"), but he rocketed into fame with 1996's A Time to Kill. McConaughey starred opposite Hollywood-heavyweights Sandra Bullock and Samuel L. Jackson in the gritty drama; and although he went back to rom-coms and goofy roles for a quite a while after, this was our first taste of Matthew as a serious actor.
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Whether he was starring in movies, frolocking shirtless on a beach, or making questionable fashion choices, Matthew McConaughey had a fun-loving air about him during the first two decades of his career; he was more known for his party boy antics than his acting roles. He did, however, help solidify himself as a household name with his well-publicized 1999 naked arrest.
Photo: Frank Trapper/Sygma/Corbis
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Matthew McConaughey is almost unrecognizable on the cover of his 2001 film The Wedding Planner. While it's safe to say J.Lo outshined him in the mediocore romantic comedy, he was still a babe. He definitely hasn't lost his sex appeal, but his good looks have become more refined with age.
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In 2003, Matthew McConaughey sealed his place as rom-com eye candy with How to Lose a Guy in 10 Days. At this point, we weren't exactly seeing a Matthew McConaughy flick for riveting plots and award-winning cinematography. While he probably won't give up love scenes altogether, McConaughey is already favoring projects that are less sexually charged than many of his prior films.
Photo: How to Lose a Guy in 10 Days
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2005 Matt took some time off from romantic comedies, and was in three more serious, but less notable films. At this time it seemed like a gorgeous face and killer abs might be all this actor had to offer. The star's look and work have both become more sophisticated in the last decade.
Photo: Frank Trapper/Corbis
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Back when Matthew McConaughey was a carefree bachelor, his fans enjoyed reading about the juicy details of his sometimes very public love life with high-profile girl friends like Penelope Cruz, Sandra Bullock, and, reportedly, Janet Jackson. McConaughey played the field until 2006, jumping from one beautiful girlfriend to the next.
Photo: ©2006 Phil Ramey/RameyPix/Corbis
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Matthew McConaughey has proven that he has a flair for comedic roles, especially with films like 2008's Surfer, Dude and Tropic Thunder. Lately, he has been more focused on drama. Hopefully, he will still do an occasional comedy so his gift for laughter won't go to waste.
Photo: Surfer, Dude
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In 2010, Matthew was coming off of rom-com roles like Ghosts of Girlfriends Past and moving onto more dramatic portrayal's like 2011's Lincoln Lawyer. Part of his transition was leaving the surfer boy look behind and adopting a more clean-cut image. With his classier new image, McConaughey seems to have traded in some of his flashiness for a suave style, which not every actor can pull off.
Photo: Gregg DeGuire / Contributor
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The hunky star is the first to admit he was skeptical about settling down. But as entertaining as McConaughey's bachelorhood may have been, his marriage to Camila Alves in 2012 and the birth of their two children has helped fans to see him as a family man, which adds an endearing dimension to his image.
Photo: Photo Image Press/Splash News/Corbis
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It's never good for a star to play essentially the same character over and over, and in 2013 McConaughey mastered the art of evolution when he snagged a role in the career-changing film Dallas Buyers Club. At one point we couldn't have pictured the hunky star landing roles in critically acclaimed dramas, but we were definitely proved wrong.
Photo: Dallas Buyers Club
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The more serious McConaughey has not only turned out critically acclaimed performances but managed to snag an Oscar for his role in Dallas Buyers Club, impressing fans and adding substantial prestige to his image.
Photo: Jason LaVeris / Contributor
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In 2014, Matthew McConaughey could have played it safe, riding the wave of his Dallas Buyers Club victory; but instead he took a huge career risk by committing to the HBO TV-drama True Detective. While most movie stars in their prime wouldn't even consider taking a television role, McConaughey and co-star Woody Harrelson dazzled in the first season of the show, earning Emmy and Golden Globe nominations.
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McConaughey's languid charm is a defining trait that has set him apart from the pack. The more mature actor that he has grown into displays an intensity on-screen that's a contrast to his easygoing persona, but his laidback personality still served him well when he joined other A-list actors while presenting at the 2015 Academy Awards.
Photo: Christopher Polk / Staff
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Now that McConaughey is taken more seriously by filmmakers and audiences, he has a better choice of characters. Instead of just playing lightweights, he can portray meaty parts like renegade soldier Newton Knight in the upcoming Free State of Jones.
Photo: Free State of Jones
The Future of His Career
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We knew Matthew McConaughey couldn't continue to star in romantic comedies forever, but his rise to A-list acting roles definitely took us by surprise. His transition to serious actor is good for his career and means we'll probably continue to see a lot of him in the future.
Photo: Hubert Boesl/dpa/Corbis
Party Boy vs. Serious Actor
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It's a tough choice, but which do you prefer: the lighthearted party boy or the serious actor? While we're sad to lose some of Matt's quirky old antics, we love the new dimension to his career and personal life. If we're lucky, maybe we'll get both versions of Matthew McConaughey in one of his future roles, combining the best of what he has to offer.
Photo: Stephane Cardinale/Corbis; ©2006 Phil Ramey/RameyPix/Corbis