Growing up around the time that Chappelle's Show was on the air, it was like a cult. Literally the moment that a new episode aired, you'd have any number of hilarious new quotes to throw around with all your friends. Dave Chappelle invented memes on a nightly basis for a generation of teens, and it was like a national tragedy for us when he announced in 2006 that he was hanging it up and leaving the show.
To this day, you can still go to a party and see a DVD of the show on TV in the background. Its popularity remains unabated. Some of the most frequently quoted and best sketches on the show were ones where Chappelle lampooned popular musicians, and so it seems fitting that in light of the recent announcement that Chappelle will be performing in Houston that we take a look back at those.
5. R. Kelly's "Piss on You" Music Videos Maybe the only thing worse for R. Kelly's public image than the sex tape which it was making fun of, Chappelle pretty much cemented Kelly's guilt to millions of viewers as he showed them damning evidence: Kelly's own music.
Of course, it's not a real song, but it was a damn good parody. It also hit the nail on the head about how Kel's music could be used against him in a public forum. After all, a guy writing sex songs all day getting embroiled in a sex scandal isn't going to fare well. Well, unless you're R. Kelly since he was found not guilty.
4. Making the Band If anyone remembers how utterly stupid Diddy's short lived TV show on MTV, Making the Band, was, then you'll really appreciate Chappelle and crew taking the piss out of it here.
Luckily, if you don't remember it, it's still really funny. Chappelle nails Diddy's attitude and vibe, and the ridiculous stuff he comes up with for the contestants to do is a dead on parody of pretty much any reality show in the last decade.
3. Tupac is Still Alive It was unfortunate when Comedy Central chose to air the last few episodes of Chappelle's Show that Chappelle had filmed, effectively burning bridges with the star, but it did gives us a few more classic sketches to quote for the next few years.
One of the best sketches to come out of it was this amazing parody of the "Tupac lives" rumors, featuring Chappelle's impression of Tupac which could probably fool a casual fan on first listen.