1994 Mickey Mouse Club
The humble beginnings: a baby-faced JT surrounded by fellow Mickey Mouse Club alumni including Ryan Gosling, Christina Aguilera and Britney Spears.
-
Image Credit: Photo Credit: REX USA -
2000 ‘N Sync Charity Basketball Game
Image Credit: Photo Credit: REX USA A custom powder blue basketball jersey never looked so good. Keep it up, Number 1 1/2.
-
2000 VMAs
Image Credit: Photo Credit: Newscom The style trifecta: barely-there scruff, purple tinted sunglasses and a cozy white turtleneck.
-
2001 AMAs
Image Credit: Photo Credit: AP Images A JT style chronicle would not be complete without a shout-out to the infamous Canadian tuxedo. A denim cowboy hat, tinted aviators and a denim-clad Britney Spears really tie this look together.
-
2002 ‘Justified’ Album Release Party
Image Credit: Photo Credit: REX USA The pop star played it cool at the release of his first solo album, Justified, in an oversize blazer and sneakers.
-
2003 Planet Hollywood
Image Credit: Photo Credit: REX USA Giving a whole new meaning to red velvet.
-
2003 Europe Music Awards
Image Credit: Photo Credit: REX USA 2003 marks the beginning of Timberlake's fedora love affair. Other awesome accessories featured in this look include a gold pocket chain and maroon sweatband.
-
2003 Soul Train Music Awards
Image Credit: Photo Credit: Newscom A strategically layered velour hoodie, gold chain and "JT" t-shirt make for the quintessential early 2000s red-carpet outfit.
-
2005 Kids’ Choice Awards
Image Credit: Photo Credit: REX USA In the pre-"Suit & Tie" era, Timberlake preferred the "newsboy cap & super-baggy denim" look.
-
2006 MTV Movie Awards
Image Credit: Photo Credit: REX USA Nothing pairs better with a disheveled layered shirt than shiny black pants.
-
2007 Golden Globes
Image Credit: Photo Credit: REX USA Timberlake finally said "Bye, Bye, Bye" to oversize denim on the red-carpet and stepped out in a perfectly tailored suit at the 2007 Golden Globes.
-
2007 Concert in Abu Dhabi
Image Credit: Photo Credit: REX USA 2007: The return of the fedora.
-
2008 ‘The Love Guru’ Premiere
Image Credit: Photo Credit: REX USA For the blue-carpet premiere of The Love Guru, Timberlake dug deep into the depths of his closet to find his most well-worn "distressed" pair of shoes.
-
2008 ‘Fashion Rocks’ Event
Image Credit: Photo Credit: REX USA JT, master-innovator, can't be bothered with things like tailors or appropriately sized accessories. Instead, the DIY master prefers to cuff his jeans and wear uncomfortably small ties. You do you, Justin.
-
2008 ‘Keep a Child Alive’ Ball
Image Credit: Photo Credit: REX USA A skinny tie and bomber jacket make for the classic JT ensemble.
-
2010 SAG Awards
Image Credit: Photo Credit: REX USA JT added a little spice to his tux with a blue ruffled chambray shirt — the perfect complement to his baby blues.
-
2010 New York Film Festival
Image Credit: Photo Credit: REX USA Timberlake tried a three-piece suit, oversize glasses and a clean shaven face at the New York Film Festival in 2010. A definite move in the right style direction.
-
2010 ‘The Social Network’ Premiere
Image Credit: Photo Credit: REX USA The singer-turned-actor channeled his character from The Social Network with this truly nerd-chic ensemble. "Digital Get Down," indeed.
-
2013 Cannes Film Festival
A perfectly groomed Timberlake looked dapper in a proper tuxedo on the Cannes Film Festival red carpet.
-
2013 AMAs
Image Credit: Photo Credit: REX USA Even though he wears suits on the red-carpet these days, JT still knows how to add a little flare to the average tuxedo. A blue satin blazer certainly does the trick.