The 11 Best Chappelle"s Show Skits of All-Time

2. CHARLIE MURPHY'S TRUE HOLLYWOOD STORIES: RICK JAMES

SEASON 2, EPISODE 4

Chances are, if you have any friends that are white males between the ages 12-35 with cable television, you're familiar with the line, "I'm Rick James, bitch!" Even months after the episode aired, kids were still dropping that line at every possible opportunity. But people often overlook the other groin-grabbingly amazing parts of this skit, like"
HIGHLIGHT: Chappelle, as Rick James, spitefully calling Charlie Murphy "Darkness" and, after receiving a karate kick to the torso, saying "Now that you mention it, I think I'm bleeding in my chest."
CATCHPHRASE OVERUSED BY WHITE PEOPLE: "I'm Rick James, bitch!"

1. CHARLIE MURPHY'S TRUE HOLLYWOOD STORIES: PRINCE

SEASON 2, EPISODE 5

Arriving just one week after the instant classic Rick James episode, we were certain that Chappelle was looking a gift horse in the mouth and asking for more. Another Charlie Murphy' True Hollywood Story already? It' too much too soon! There' no way this one lives up to Rick James. But then things started happening: Chappelle' Prince keeps making creepy eye contact with the camera, he humps the ball in the middle of a particularly foggy game of pickup basketball and to wrap it all up, he serves Charlie Murphy pancakes. By the end of the skit, we didn't know what had just happened. We just knew it was genius.
HIGHLIGHT: Almost too many to count, but the close up of Prince' face after Charlie Murphy insults him (3:02 on above YouTube video) is pretty priceless.
CATCHPHRASE OVERUSED BY WHITE PEOPLE: Not too many overused phrases from this one which, in addition to its much shorter running time, gave it the edge over the Rick James sketch. Every once in a while when you're playing pickup hoops, the guy bringing the ball up the court will call out "computer blue," pass you the ball and yell "shoot the J, shoot it." But we're pretty sure that' never going to get old.

Recommended For Your Pleasure

To turn on reply notifications, click here

88 Comments

The Cracked Podcast

Choosing to "Like" Cracked has no side effects, so what's the worst that could happen?

The Weekly Hit List

Sit back... Relax... We'll do all the work.
Get a weekly update on the best at Cracked. Subscribe now!