- David Letterman (Self - Host)
- Paul Shaffer (Self -Musical Director)
- Alan Kalter (Self - Announcer (voice))
Episode: Bruce Willis, Charles Barkley
Air Date: 2000-11-14
Calvert comes out to tear up the cue card for the Classic Clinton Joke; Dave tells another dentist-related horror story; Alan congratulates Hillary Clinton on behalf of her winning a seat in the U.S. Senate, then makes a very lewd offer.