1. Mr. Muthafuckin Exquire, Lost In Translation

Wow. Few albums manage to mix a half-nerd, half-gangster aesthetic so easily. Fittingly, few album covers manage to reflect "only-in-NYC" oddity with such aplomb. A train wreck from which we can't look away, Lost In Translation wins for this (ultimately pretty disgusting) photo cover. Hats off, Exquire.