The former member of 'N Sync lost the boyband-esque wardrobe, embraced skinny ties and brought sexy back! On top of the top-of-the-charts success, JT also showed the world he was funny! Teamed up with SNL's Andy Samberg (who really should be on this list if we had space and if life was fair), the duo made the late-night show funny again with digital shorts like "D**k in a Box" and "Motherlover."

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