6. Michael Vick
Team: Philadelphia Eagles
Dresses like: A member of the St. Lunatics in 1998
For years, Michael Vick's kit was an orange jumpsuit and shackles. Now that he's out of the slammer and dressing on his own accord, it's clear that he'd be better off sticking with the standard issue prison uniform. There are worse accessories than handcuffs and leg irons will light the street style Tumblrs on fire this fall. You heard it here first.