- David Letterman (Self - Host)
- Paul Shaffer (Self -Musical Director)
- Alan Kalter (Self - Announcer (voice))
Episode: Drew Barrymore, Rod Stewart
Air Date: 2002-12-17
Osama and his half-awake sidekick sing ""We Wish You a Merry Christmas."" Also, Dave ponders, ""How Many Guys In Santa Suits Can Fit Into a Coffee Shop?"" By the end of the show, there are 19 Santas with beards, 5 without facial hair, and one guy dressed up as Superman standing in the shop.