Style-logue: Justin Timberlake

Today Justin Timberlake's a stylish star, but he can't outrun his boy band roots forever.

43 photos
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Today Justin Timberlake's a stylish star. The singer-songwriter is known for his fedoras, three-piece suits and unorthodox fashion mixes, but he can't outrun his boy band roots forever. Explore his various fashion phases through the years.
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The 28-year-old Grammy winner heads his own clothing line called William Rast with childhood friend Trace Ayala. They produce items like skinny jeans, vests, graphic T-shirts and this leather jacket.
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Ingrid Vela Estrada
Justin started his career in 'NSync in the late '90s, with whom he sported bleached blond curls, over-sized shirts and giant jewelery.
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Joey Fatone, Justin Timberlake, Chris Kirkpatrick, Lance Bass and JC Chasez wore matching shiny, puffy suits to the 26th Annual American Music Awards in 1999.
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Justin's hair in 1999 was short on the sides, curly on top and bleached.
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The next year he toned down the bleach and grew out the curls.
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And occasionally chose to control his 'do with cornrows.
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For the 2000 MTV Video Music Awards, JT chose an understated off-white turtleneck sweater.
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In 2001, the curls disappeared for the first time, and Justin went for a more mature look.
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But his clothing choices hadn't quite caught up to his hairstyle choices. He appears to have pulled a Scarlet O'Hara and made his suit for the 2001 Grammy Awards from curtains -- paired with a neon shirt and tie.
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The Denim Disaster of 2001 occurred at the American Music Awards. Everyone makes mistakes.
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While Britney looked surprisingly demure at a party in 2001, Justin chose a sequined blazer.
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In late 2001, Justin started moving in a more casual direction, with a leather jacket and turquoise jewelery.
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JT had another dramatic hair change in 2002.
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Justin wore an athletic-style jacket, fedora, cords and some JT bling to the MGM Grand Arena in Las Vegas in 2002.
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Justin went for all purple pants, shirt, tie and jacket (that's a lot of purple) at the MTV Video Music Awards in 2002. Timberlake topped to look off with a khaki colored fedora.
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Timberlake, seen here at the Grammy Awards with Sean "P. Diddy" Combs in 2003, went casual with a red t-shirt, fur-collared bomber jacket and, of course, bling.
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Justin went casual again at the Soul Train Music Awards in 2003, wearing destructed plaid dress pants with a t-shirt, sweatshirt and light jacket. Again, Timberlake wore his signature JT bling, and we can't forget about his red and gray Nike kicks.
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Justin got very matchy at the Kids Choice Awards in 2003, matching his burgundy and white sneakers to his white button up shirt and burgundy vest. Timberlake accessorized the outfit with a wallet chain, a watch with blue straps to match his pants and a herringbone fedora.
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Justin got rid of the fedora for the 2003 MTV movie awards, looking sharp in his black dress shirt and suede blazer.
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Timberlake wore a vintage t-shirt, oversized dress pants, brown sneakers, wrist band and a fedora (see a trend here?) to the 2003 MTV Europe Music Awards 2003.
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Justin chose a classic suit, adding a little flare with a pink shirt and black and pink striped tie, to accept his awards in at the 46th Annual Grammy Awards in 2004.
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By 2006 Justin seemed to settle into a more classic cool style. Seen here at the 19th Annual Kid's Choice Awards in 2006, JT opted for a black sweater vest over his blue dress shirt with jeans and sneakers.
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Perhaps Justin's newly acquired sense of style came from starting his own William Rast clothing line with BFF Trace Ayala. Justin showed off his new line at the "Street Sexy" show in 2006. Justin again chose the jeans, dress shirt and sweater vest look, adding a tie to make it a little more formal.
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Timberlake chose a three-piece gray suit, but opted out of wearing a tie at the 2006 MTV Video Music Awards.
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Timberlake arrived for the GQ Men of the Year Awards in 2006 with a suit, vest, crisp white dress shirt and skinny black tie.
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Justin attended a press conference for the 2006 MTV Europe Music Awards wearing jeans, a dress shirt, black vest and skinny tie. Again, we're starting to see a trend.
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Timberlake once again chose a classic look for the 2006 MTV Europe Music Awards.
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Repeat offender? The dress shirt, black vest and red tie that he wore in 2006 to the VH1 Big in '06 Awards looked awfully similar to the same combo he wore to the 2006 MTV Europe Awards; however upon closer examination, they had slight variations in color and thickness of his tie.
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Justin brought back the fedora for the 2006 MTV Movie Awards, pairing it with a printed dress shirt and blue sweater.
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JT arrived at the 2007 Golden Globe Awards wearing a classic tux by Yves Saint Laurent.
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JT chose a shiny gray suit with a two button blazer, a white dress shirt and a speckled tie on the red carpet at the 49th Annual Grammy Awards in 2007.
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Justin added flair to his tuxedo with an event-appropriate bright orange bow tie and scarf while hosting the 20th Annual Kid's Choice Awards in 2007.
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Justin chose a button-up green dress shirt, two tone shoes and denim by his own William Rast line to the Shrek premiere in Berlin in June 2007.
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Dressed to impress, JT wore a dark gray suit, purple tie and brown belt to the 2007 MTV Video Music Awards.
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Justin wore a beige tux jacket, white shirt with black buttons and black bow tie to host the 2008 ESPY Awards in 2008.
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Always a trendsetter, JT wore a black dress shirt untucked with a black tie and matching pocket square inside of his blazer with a matching vest during the William Rast Spring 2009 fashion show during NYC Fashion Week in 2008. He paired the look with casual jeans rolled over a pair of cowboy boots.
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JT isn't afraid to have a little fun at his own expense when it comes to fashion. Justin sported a black leotard for a skit on SNL spoofing Beyonce's "Single Ladies" video in 2008.
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Justin Timberlake went all black again at the 51st Annual Grammy Awards in 2009. This time JT went with a textured black jacket, with black shirt, tie and pants.
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JT emerged as a global superstar with a growing sense of style and seems on track to secure a spot on the most stylish list. JT walked the runway again for his William Rast fashion line sporting a black blazer, dress shirt and jeans in February 2009.
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JT wore a heather gray, three-piece suit with a Cartier tie clip to the Cartier 100th Anniversary in America Celebration in 2009.
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Every Fashion king needs a fashion queen. JT and current girlfriend Jessica Biel attended "The Model as Muse: Embodying Fashion" Costume Institute Gala at the the Metropolitan Museum of Art in May 2009. Justin wore a classic tux by bespoke William Rast and accessorized with a slick pair of glasses.
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JT brought back the fedora in 2009 while attending an after party for the MTV VMAs. He paired it with a burnt brown leather jacket and navy blue polo.
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