Doc Martens Bennett
Buy It Now at Doc Martens, $100
No one wants to ruin a good pair of hardbottoms because some drunk spilled Henny all over your Aldens. These simple oxfords from Doc Martens will only set you back $100, and they feature a slimmer sole than their predecessors. That means not only will the classy chicks dig the simple silhouette, but you'll get an in with that one moody girl with a dragon tattoo. Talk to her about Morrissey or the Clams Casino instrumental album and who knows, if you remind her enough of the dad she resents, maybe she'll end up going home with you.