36 photos that show how Justin Timberlake's style has evolved through the years
Justin Timberlake's red shades and braids were on display when he headlined with *NSYNC for KIIS FM's annual Wango Tango concert in Los Angeles back in 2000.
For the boy band's 2000 world tour, bandannas were a performance favorite for JT.
Justin Timberlake, in an interesting combination of green and yellow satin, posed with *NSYNC members at the 2001 Grammys.
Justin rocked a knee length suede jacket when he hit the red carpet with the rest of *NSYNC in 2001 for the People's Choice Awards.
Timberlake and superstar Britney Spears walked the 2001 Video Music Awards red carpet in what is often considered each of their most iconic looks.
The "it couple" walked the carpet together again at her record release party for "Britney" in November 2001.
When the singer sat down on the "The Tonight Show with Jay Leno" in 2002, he made every '00s teen swoon with his pinstripe jacket, classic Vans, and a checkered bracelet.
He dressed it down for his first solo-record release party for "Justified." As seen on JT and ex-bandmate Chris Kirkpatrick, T-shirts and questionable necklaces were clearly the big trends.
Justin had emotional support from his old band at the 2003 Grammys when he presented.
When he arrived for the 17th Annual Soul Train Music Awards, he made sure people knew exactly who he was with his initials on a diamond necklace.
In what may be the most 2000-esque outfit you can imagine, Justin rocked a puffy vest, a fedora, and a wallet chain for the 16th Annual Kids' Choice Awards.
He shed any last traces of being in a boy band at Super Bowl XXXVIII when a wardrobe malfunction during his duet made headlines across the world.
He went on to the 2004 Grammy Awards where he took home his first Grammy awards after nine nominations with *NSYNC.
That night he won for Best Pop Vocal Album and Best Male Pop Vocal Performance.
Justin Timberlake laid low in 2005 hiding behind a black sweatshirt and shades when arriving at the Kids' Choice Awards.
He arrived fresh on the scene with a buzz cut and a sharp gray suit at MTV's 2006 Video Music Awards.
Later that year, he performed at the Victoria Secret Fashion Show and was surely the apple of every woman's eye in his suit/sweater vest combo.
He broke out the gray once again for the 2007 Grammys where he performed twice.
Timberlake went all out and decked himself in orange for Nickelodeon's 20th Annual Kid's Choice Awards in 2007.
Justin traded in his suit jacket for a sweater at the premiere of DreamWorks movie "Shrek the Third," in which he played Artie.
In 2008 at the premiere of "The Love Guru," he looked handsome in this leather bomber jacket.
Justin finally got back into his suit and tie for the 2008 ESPYs. He spent the night hosting in a white hot suit.
At the 2009 Met Gala, he hit fashion's biggest red carpet with Jessica Biel. He kept things classic while Biel stunned in her red Versace Atelier dress.
He also took the simple route for his outfit for the Emmy Awards in 2009, where he took home an award for his performance in SNL's digital short "D--- in a Box."
In more recent years, Justin started to use pops of color, patterns, and small details to help him stand out at events. His blue shirt did the job at the 16th Annual Screen Actors Guild Awards.
His risks continued at the the 2010 Met Gala: "American Woman: Fashioning A National Identity" where he dressed in all black.
The black lining on his suit helped him stand out at the 2010 New York Film Festival where his hit movie "The Social Network" premiered.
Small details sang loud on the SAG Awards red carpet in 2011.
He kept things interesting with lapel details at the New York premiere of "Bad Teacher," which he co-starred in with ex Cameron Diaz.
*NSYNC reunited on stage in an array of black and white outfits to celebrate Justin at the 2013 Video Music Awards.
Timberlake took home the Michael Jackson Video Vanguard Award along with three other awards.
One of his most successful looks was this interesting Tom Ford suit at the Screen Actors Guild Awards red carpet in 2013.
This stunning blue tux must have brought him luck at the American Music Awards in 2013 where he took home three awards for his comeback album, "The 20/20 Experience."
He won Favorite Soul/R&B Male Artist, Favorite Pop/Rock Male Artist, and Favorite Soul/R&B Album).
Justin wore Tom Ford again at the 2013 Grammy Awards. The floppy bow tie and patterned jacket landed him on several best dressed lists.
Things took a turn for the interesting when he hit the 2015 iHeart Radio Music Awards in an electric blue suit.
He went for a crisp and clean look at the CMA Awards that same year.
Timberlake sported his cool, casual look for a press event at the 2015 Comic Con.
His latest Tom Ford ensemble complimented Biel's 2017 Golden Globes dress perfectly.
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