Southern men are suppose to be gentlemen and while we’re sure T.I. knows how to handle a lady, he sure doesn’t shy away from his Bad Boy title. Released from jail earlier this year on gun possession charges, the Riverdale, Georgia, born rapper began dealing drugs as a teenager. Not only has he had several run-ins with the law, but intense beefs with fellow southern rappers, Lil’ Flip and Shawty Lo. All bad actions aside, he does have a soft side, working with troubled youth in his downtime.