Hate him or love him, Riff Raff has most definitely got your attention. The Houston-bred rapper got his first taste of fame in 2009 with a stint on the MTV reality TV show From G's to Gents. After that he took his outrageous look and eccentric personality to the Internet as he dropped a barrage of videos and tracks before signing to Diplo's Mad Decent label. On the surface, Jody Highroller's raps might seem scatterlogical—but artists like Action Bronson and Wiz Khalifa have all cosigned his talent.