The Rapper: Eminem
The Lawsuit: Sanitation worker Deangelo Bailey sued him in 2012 for name-dropping him as a bully on his song, "Brain Damage," from his debut album, The Slim Shady LP
Why It Was Dumb: Bailey actually went to court and tried to redefine the "bullying" he directed at Em in grade school. He said that he didn't beat him up, but merely "bumped" him on several occasions. He also tried to claim that Em was painting him in a false light and hurting his reputation.
Photo Credit: Rap Genius