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- 1James Woods, Wayne Newton, Brian KileyJanuary 1, 1999
- 2Chazz Palminteri, Anthony Clark, Irma ThomasJanuary 5, 1999
- 3Al Roker, George Brett, Jake EvansJanuary 6, 1999
- 4Will Ferrell, Melina Kanakaredes, Todd BarryJanuary 7, 1999
- 5Lisa Kudrow, Maury Povich, Vic ChestnuttJanuary 8, 1999
- 6Michael Caine, Alan Cumming, G.E. Smith & Taylor BartonJanuary 12, 1999
- 7Jesse Jackson, Arj Barker, Freddie Prinze, Jr.January 13, 1999
- 8Mira Sorvino, Greg Germann, The Goo Goo DollsJanuary 14, 1999
- 9James Van Der Beek, Kevin Pollack, RoshumbaJanuary 15, 1999
- 10Rudolph Giuliani, Ryan Phillippe, JewelJanuary 19, 1999
- 11Tony Curtis, Mathew Lillard, Patti SmithJanuary 20, 1999
- 12Carmen Electra, James Coburn, Fear of PopJanuary 22, 1999
- 13Pamela Anderson, Michael T. Weiss, Ricky SkaggsFebruary 5, 1999
- 14Stephen King, Gloria Reuben, Sixpence None the RicherFebruary 9, 1999
- 15John Tesh, Clyde Peeling, Jeri RyanFebruary 10, 1999
- 16Rosie O'Donnell, Daniel Stern, Patton OswaltFebruary 11, 1999
- 17Bill Maher, Fabio, OrgyFebruary 12, 1999
- 18Dave Chappelle, Rebecca Gayheart, James EllroyFebruary 16, 1999
- 19Andy Garcia, Jimmy Fallon, Afghan WhigsFebruary 18, 1999
- 20Andie MacDowell, Tony B., Myles BerkowtizFebruary 19, 1999
- 21Kevin Nealon, Ed Byrne, Michael MicheleFebruary 23, 1999
- 22Fred Savage, Garry Marshall, Shannon HallFebruary 24, 1999
- 23Martin Short, Sarah O'Hare, The Black CrowesFebruary 25, 1999
- 24Bill Murray, Jon Stewart, Natalie MerchantFebruary 26, 1999
- 25Rob Lowe, Michelle Williams, Hootie and the BlowfishMay 14, 1999
- 26Adam Sandler, Vince McMahonJune 24, 1999
- 27Harry Connick, Jr., Jeffrey TamborAugust 3, 1999
- 28Pierce Brosnan, Jake Johannsen, Al GoldsteinAugust 4, 1999
- 29Ana Gasteyer, Malcolm McDowell, Wanda SykesAugust 5, 1999
- 30Jarod Miller, Joely Fisher, BuckcherryAugust 13, 1999
- 31Jason Priestley, Roshumba, John Sebastian & The J-BandAugust 18, 1999
- 32Stone Cold Steve Austin, Michael Boatman, Diana KrallAugust 20, 1999
- 33Garth Brooks, Sarah Michelle GellarSeptember 29, 1999
- 34Jon Stewart, Mariska Hargitay, Paula Cole BandOctober 15, 1999
- 35Arnold Schwarznegger, Lisa Kudrow, Dana GouldNovember 10, 1999
- 36Ving Rhames, Meatloaf, BushOctober 20, 1999
- 37Ben Affleck, Denise Richards, Robert SchimmelNovember 9, 1999
- 38Arnold Schwarznegger, Lisa Kudrow, Dana GouldNovember 10, 1999
- 39Jay Leno, Rebecca Romijn-Stamos, Smash MouthNovember 12, 1999
- 40Garth Brooks, Saffron BurrowsDecember 2, 1999
- 41Eriq La Salle, Alan Cumming, TonicDecember 16, 1999
- 42Jim Carrey, Tony BennettDecember 17, 1999