KRS-One
Sure, he’s “The Teacha,” but he’s also been involved in a lot of beefs throughout his career—some of which were downright weird. Of course, most hip hop fans know that KRS-One emerged the victor in the war of words between he and MC Shan–in what was arguably hip hop’s first major beef. But Kris went on to feud U.K. rap radio host Tim Westwood, pop-rap star Nelly and, once, he even bum-rushed P.M. Dawn.