Chapelle was just on another level. The thing about Chapelle is that can be socially conscious and insightful while still being hilarious. I'm not saying you have to be but it takes a lot of ability to do that.
Chapelle "How old is 15 really?"
http://www.youtube.com/watch?v=ZjsufO9hZwo
Celebrities
http://www.youtube.com/watch?v=H7b5hJ0G_9c
and one of my favourites:
Michael Jackson
http://www.youtube.com/watch?v=fEHVR9Hj_b0