08/03/2011 02:30 pm ET Updated Oct 03, 2011

Justin Timberlake Makes Vanity Fair's Best Dressed: See His Worst Dressed Moments (PHOTOS)

Justin Timberlake may have just snagged a spot on Vanity Fair's International Best-Dressed List, but we still remember his less-than-fashionable days.

Once upon a time, when bubblegum pop music ruled the radio waves and leather pants were considered cool, Justin Timberlake graced millions of teenage bedroom walls across America. He was cute, talented and--for a period of time--had cornrows. He loved ill-fitting attire, leather jackets (and pants!), fedora binges, man jewelry, trucker hats (influenced by friend Ashton Kutcher, no doubt) and letting his bleach-blonde jheri curls loose.

Yeah, it was a pretty bad, but since the days of *NSYNC, Justin has had a style evolution like no other, trading in his leather pants and baggy jackets for a more sleek, tailored look. And the bleach-blonde curls? They went 'bye, bye. bye'.

Take a look at some of Justin's biggest fashion fumbles.