14. Frank Abagnale Jr. (Leonardo DiCaprio), Catch Me If You Can

It happens from time to time: You see a guy who is somehow able to crush an otherwise tired uniform. It’s tricky, but so is being a con man, like the chameleonic Frank. He pulls it off by taking his undercover costumes to the next level with non-regulation tie bars, tortoiseshell frames, and crisp white pocket squares. Dressed like this, there’s not a thing the guy could say we wouldn’t believe.—M.B.

Source: gq.com