Rap music mogul Jay-Z and baseball bad-boy Dwight 'Doc' Gooden. Not sure whether they look more alike when smiling or just staring so I included both sets! I can't name one of Jay-Z's songs off the top of my head but I betcha I know a bunch of 'em. I tend to get all the rappers mixed up nowadays they're pushing so many of 'em. Doc was a VidaBlue-esque phenom when he burst on the scene and both looked like sure-fire hall-of-famers-to-be. That didn't quite happen but they both had some good numbers along the way.