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21 Times Justin Timberlake Wore Some Very Cringeworthy Fashions

It was a long, long road to suit and tie.

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2. The time he and Lance Bass had an ugliest pants contest on the red carpet.

Jeff Kravitz / FilmMagic, Inc

Justin coordinating his coat to his pants FTW. (Really a loss though.)

17. The time he wore a suit made from old carpet remnants from the Palms Casino, and topped it off with a clown tie.

Frank Micelotta/ Hulton Archive

Seriously, what the hell is going on with this suit? It's like a Magic Eye poster.

21. The time he dressed like a second-rate 2Pac impersonator, and topped the look off with a pager strapped to his bandanna.

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