Tom Felton

As Draco Malfoy in the Harry Potter series, Tom Felton has had a busy summer with the film's final installment in theaters now. His role isn't as big as Daniel Radcliffe's, but his swag definitely tops his co-star's. He can rock a suit the traditional way, and then keep it super casual with a simple St. John's nautical tee and slippers. Dude is ill. So ill, in fact, that he's considering a career change.