The Most Stylish Criminals Of All Time

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.

  • A$ap Ferg´s accountant

    Madoff only had to walk like 3 min through East 61th street to get to Barneys from his apartment on Park. I can imagine he headed over to Charvet and Brioni before calling it a day

  • A$ap Ferg’s Life Coach

    What about the Kray Twins?

  • A$ap Ferg’s Life Coach

    What about the Kray Twins?

  • Ed Lover

    Machine Gun Kelly was more of a kidnapper than a bootlegger C’MON SON.

  • JeVante Burks

    That’s gangsta…

  • J.P.

    How has no one pointed out how much Diplo resembles Che without facial hair?