4. Mike Tyson
Namedrop: “On nights, I perform like Mike. Anyone, Tyson, Jordan, Jackson action, pack guns. Ridiculous.” – The Notorious B.I.G., “Victory,” No Way Out.
Mike Tyson was simply known as “The Baddest Man On The Planet,” for good reason. In the 90s, if you ordered a Tyson fight and missed the first round, you more than likely missed the entire fight. Brooklyn’s pride and joy was literally a pit bull with gloves on (ask Evander Holyfield) and was beloved by everyone in Hip-Hop. He was even great friends with Tupac Shakur, and even spoke with him the night that he was murdered, at the site of one of his Heavyweight Championship fights.