Season 2
01. Arsenio Hall and Puff Daddy
News report on the comedy war; Tribute to Mobutu Seko; Puff Daddy Remix; and Prof. Thad Taylor on the Civil Rights situation. Special Guest: Arsenio Hall Musical Guest: Puff Daddy and Mase.
02. Conan O'Brien and Wyclef Jean
Special guests: Conan O'Brien, Wyclef Jean.
03. Whoopi Goldberg and KC & Jojo
Review of the news; Golf survey and adventure; Interview with Whoopi Goldberg; Interview with Pootie Tang; Performance by KCi and Jojo Special Guest: Woopie Goldberg Musical Guest: KCi and Jojo.
04. Vivica A. Fox and Missy Elliot
Special guests: actress Vivica A. Fox and rap star Missy 'Misdemeanor' Elliott.
05. Bryant Gumbel and LL Cool J
Special guests: Bryant Gumbel and LL Cool J.
06. J.C. Watts and Busta Rhymes
Special guests: J.C. Watts and Busta Rhymes.
07. Chris Spencer and Bobby Brown
Special guests: Chris Spencer and Bobby Brown.
08. Jesse Jackson and Rakim
Special guests: Jesse Jackson, Rakim
09. Rev. Al Sharpton and Mary J. Blige
Special guests: Rev. Al Sharpton, Mary J. Blige.
10. George Carlin and Usher
Special guests: George Carlin, Usher.
11. Roy Jones Jr. and Salt 'n' Pepa
Millennium Communications Advert I; Opening Jokes; Walkman Headphone Survey; Year 2000 Millennium Predictions; Millennium Communications Advert II; Interview with Roy Jones Jr.; Decoctotuplets Interview; Musical Performance Special Guest: Roy Jones Jr. Musical Guest: Salt 'n Pepa.
12. Jada Pinkett and LSG
Special guests: Jada Pinkett, LSG.