09.26.1998
Cameron Diaz
The Smashing Pumpkins
10.03.1998
Kelsey Grammer
Sheryl Crow
10.17.1998
Lucy Lawless
Elliott Smith
10.24.1998
Ben Stiller
Alanis Morissette
11.07.1998
David Spade
Eagle-Eye Cherry
11.14.1998
Joan Allen
Jewel
11.21.1998
Jennifer Love Hewitt
Beastie Boys
12.05.1998
Vince Vaughn
Lauryn Hill
12.12.1998
Alec Baldwin
Luciano Pavarotti
Vanessa Williams
01.09.1999
Bill Paxton
Beck
01.16.1999
James Van Der Beek
Everlast
02.06.1999
Gwyneth Paltrow
Barenaked Ladies
02.13.1999
Brendan Fraser
Busta Rhymes
02.20.1999
Bill Murray
Lucinda Williams
03.13.1999
Ray Romano
The Corrs
03.20.1999
Drew Barrymore
Garbage
04.10.1999
John Goodman
Tom Petty & The Heartbreakers
05.08.1999
Cuba Gooding Jr.
Ricky Martin
05.15.1999
Sarah Michelle Gellar
Backstreet Boys
Will Ferrell
Ana Gasteyer
Darrell Hammond
Chris Kattan
Tim Meadows
Tracy Morgan
Cheri Oteri
Colin Quinn
Update Anchor
Molly Shannon
Jimmy Fallon
Featured Player
Chris Parnell
Horatio Sanz
pre-recorded
Brad Pitt
in song
"Live from New York, it's gloatin' time!"
Stephanie Seymour
Monica Lewinsky
