Chappelle's Show Bracket

For me it would come down to Wayne Brady, The Racial Draft, or If The Internet Were a Real Place. Those still crack me up every time
 
I'd go with Blind racist.
The prince skit is actually an embelishment on a true story of the time Charles Murphy hung out with Prince according to his Howard Stern interview years ago.
Cool Brah story, I met him at a coffee shop, he's awesome in person as well.
 
I agree with Clayton Bigsby. It makes me laugh the most and it was the first episode which was a huge risk.
 
A word of caution for the Pitbull Region:

Wu Tang Clan ain't nothin' to **** with!
 
"So long fried rice... Hello fried chicken!"

Player Haters Ball and Popcopy are my Cinderella picks.
 
THe Final Four:

Mad Real World - Buck Nasty Region
World Series of Dice - Beautiful Region
Tyrone Intervention - Pitbull Region
Rick James - Silky Johnson Region

Best game of the tourney: Popcopy vs. Wrap It Up Box in the Sweet 16
 
"You know Joe Rogan, this isn't the first time I've tasted *****. I've had several. In my line of work, you taste penises all the time. Cocaine is a hell of a drug."
 
Knee High Park was my favorite. I have probably watched it 100 times and laugh everytime.

Wu Tang Financials was good too.
 
That is TOUGH. My personal final four would have to be Wayne Brady, Prince, Rick James, and the Racial draft.

Honorable mention: A day in the life of Lil John. When he's on the phone with himself and Oprah calls to let him know she's pregnant. Classic.
 
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I'm a big fan of the Black Bush skit personally. "***** tried to kill my father!" The Mad Real World is great as well. "Name the 5 best rappers of all time: Dylan, Dylan, Dylan, Dylan, and Dylan." Loved that show.
 
"You need to diversify your bonds, *****" is probably one of the best lines in the whole show.

That said, I can't find any points I disagree with.
 

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