The Target: Jessica Simpson
When Eminem Dissed Him: On 2004's "Ass Like That," he rapped, "Jessica Simpson, looks oh so tempting/Nick, I ain't never seen an ass like that"
Why It Was Random: A lot of the shots that Em took at pop stars at the beginning of his career were lewd, crude and downright rude. But by 2004, Em was a kinder, gentler, er…Okay, he was still lewd, crude and downright rude. But he found a (somewhat) nicer way to go about throwing shots at pop stars when he made Jessica Simpson one of his victims. Think she appreciated this shout-out? Yes, us either.
Photo Credit: Just Jared