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Justin Timberlake

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Oct. 18 2011, Published 2:43 p.m. ET

Justin's bleached mini-afro and matching denim suit days with Britney Spears seem so long ago. It's hard to imagine the sexy and sophisticated R&B/pop star who dominated the charts with his last album Future Sex/Love Sounds is the same squeaky-clean Disney boy from The Mickey Mouse Club and 'N Sync. In addition to flexing his music and dance chops, Justin has also proved himself as one heck of a comedian through his spots on SNL, including the Emmy Award winning viral music video "D*** In A Box" and romantic comedy actor in Friends With Benefits. Justin also showed off his serious acting ability in the Oscar-nominated drame The Social Network.In addition to his first high-profile relationship with Britney, Justin has since gone on to date Cameron Diaz and Jessica Biel.

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