4. Lil Wayne
Maybe Lil Wayne thought Newt Gingrich would win the presidency and he was trying to get a jump on moon colony fashion, but these Martian boots are just one of Weezy's terrible clothing choices he made in 2012. Gaudy animal prints, an omnipresent skateboard, and endless Trukfit means Wayne looks like a tatted up mall-rat. If, as he claims, he is not a human being, then at least we know that intelligent life doesn't out-dress us.