Mark Webber

Trash it: Flip-flops. We think this Australian's chiselled jaw line and strapping stature helps nail the disheveled and aloof look effortlessly even if he's trotting around town in flip flops. We say yay to his iconic shades but nay to the slippers. They say do as the Romans do when in Rome, and although we're a Havaianas-lovin' society in Singapore, we'll tell Mark to put a pair of sneakers on it.