My 5 Favorite Rapper Cameos On “Chappelle’s Show”

By: 01.19.12  •  27 Comments

During his show’s two-year run (many of us don’t count the third season), Dave Chappelle used his clout in the entertainment industry to reel in rap’s A-listers for weekly musical segments. While watching Snoop rap “Deep Cover” with Tyrone Biggums was cool to see, the real benefit of bringing such names to the show were often found in skits. These segments showcased the featured rappers goofing around with Dave. From playing fictionalized versions of themselves to made-up characters, the following are some of my favorite Chappelle’s Show skits to feature rappers. As always, feel free to drop your two cents in the comments.

Around The Web

Featured

Follow These Eight Travelers On Snapchat And They’ll Show You The World

Nikki Glaser On Her New Series ‘Not Safe With Nikki Glaser’ And Being A ‘Curious Perv’

From Showman To Shaman: How An Assassination Attempt Changed Bob Marley’s Life And Music

From Zero To Guitar Hero, Meet The Small-Town Musician Who’s Well On His Way

Hannibal Buress On ‘Comedy Camisado,’ Animation, And Doing Stand-Up In Japan

Phil Matarese And Mike Luciano Talk ‘Animals.’ And Creating Television In Their Apartment

‘Black Sheep’ Revisited: The Farley-Spade Classic That Could’ve Been, 20 Years Later

EAT THIS CITY: Chef Callie Speer Shares Her ‘Can’t Miss’ Food Experiences In Austin, Texas

Kimbo Slice Is Down To Fight Kurt Angle And Roy Jones, Jr. As Soon As He Settles His Business At Bellator 149

By:  •  3 Comments

A Top Recruit Michigan Landed On Signing Day Isn’t Who You Think He Is At All

Henry Louis Gates, Jr. On How His Personal Ancestry Obsessions Led To ‘Finding Your Roots’

Love Books? Plan A Trip To The Most Literary City In The Country