The Crime: Pouty face
The Defendant: Ed Westwick
Why he pulls it off: Technically, this is his face and not a style choice per se. But it needs to be here. Nobody else could really pull off this look, considering it is, literally, just Westwick’s face -- and, literally, pulling that off would be gruesome and not stylish at all. The orphans who once crooned, “You’re never truly dressed without a smile,” clearly never imagined the existence of stylish, brooding Westwick, who accessorizes every outfit, every day, with Blue Steel. Anyone else would earn the reputation for being a jerk, but Westwick took the half-lidded eyes and mysteriously expressionless mouth and made it work. Except in Gossip Girl, when he was most definitely a jerk.