10/2/99: Jerry Seinfeld / David Bowie
10/16/99: Heather Graham / Marc Anthony
10/23/99: Norm Macdonald / Dr. Dre featuring Snoop Dogg and Eminem
11/6/99: Dylan McDermott / Foo Fighters
11/13/99: Garth Brooks / Chris Gaines
11/20/99: Jennifer Aniston / Sting
12/4/99: Christina Ricci / Beck
12/11/99: Danny DeVito / R.E.M.
1/8/00: Jamie Foxx / Blink-182
1/15/00: Freddie Prinze Jr. / Macy Gray
2/5/00: Alan Cumming / Jennifer Lopez
2/12/00: Julianna Margulies / DMX
2/19/00: Ben Affleck / Fiona Apple
3/11/00: Joshua Jackson / ‘N Sync
4/8/00: Christopher Walken / Christina Aguilera
4/15/00: Tobey Maguire / Sisqo