Dave Chappelle brought back his infamous “Chappelle’s Show” character, Silky Johnson, the notorious player hater, while reenacting the viral YouTube speed dating show “Pop the Balloon.” ...

Throughout his career, Dave Chappelle's 13 comedy specials have earned him a trove of honors, including five Grammy Awards for Best Comedy Album and two Emmys for Outstanding Vari ...

Vince McMahon gets the crowd ready for the main event of the night "Hair vs ... inexperience with Chappelle's field. This encounter likely took place during the Dave Chappelle and Friends show ...