There are probably a couple different things that come to mind when you think of T.I.—the first one unfortunately being his constant run-ins with bad luck. The second is obviously his music which at multiple points in time, ran the Hip-Hop charts. We'd like to believe that the rapper is also known for his sense of style, which only seems to get better with every good or bad milestone.

T.I. has done it all, from rocking the labels that are hard to pronounce (you try saying Audemars Piguet with that down south accent), to starting his own clothing line, AKOO, which he reps so consistently. T.I. has kept true to his urban roots and continues to rock our favorite streetwear brands. Click below to kick off our roundup of A History of T.I.'s Streetwear Co-Signs...