How would you dress if a.) you believed you were above society’s rules—legal, sartorial or otherwise—and, b.) you knew that any day your outfit might in fact be the last you'd ever wear or, worse, immortalized in a courtroom sketch artist’s portrait? I don’t know you, but I assume you’d dress like a drapey, breezy, beautiful imbecile. See, lawbreakers are beyond reproach when it comes to style. There is not a magazine in the entire world that would run a “Who Wore It Better” with the person on the left cradling a Tommy gun on his or her hip. If you think I’m full of shit, here are twenty four reasons to believe.

Rick Morrison is a writer living in North Carolina. Follow him on Twitter here.