Justin Timberlake

The man wrote the greatest revenge song of all time in "Cry Me a River," was the key member of one of the defining boy bands of the 1990s, brilliantly played a man tortured by his nymphomaniac girlfriend in Black Snake Moan, and got with Cameron Diaz, Alyssa Milano, Jessica Biel, AND Britney during their absolute primes. And look at the denim!