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| Episode | Episode Name | Air Date | | 1 | Jerry Seinfeld / David Bowie | Sat Oct 02, 1999 | | 2 | Heather Graham / Marc Anthony | Sat Oct 16, 1999 | | 3 | Norm Macdonald / Dr. Dre, Snoop Dogg, and Eminem | Sat Oct 23, 1999 | | 4 | Dylan McDermott / Foo Fighters | Sat Nov 06, 1999 | | 5 | Garth Brooks | Sat Nov 13, 1999 | | 6 | Jennifer Aniston / Sting | Sat Nov 20, 1999 | | 7 | Christina Ricci / Beck | Sat Dec 04, 1999 | | 8 | Danny DeVito / R.E.M. | Sat Dec 11, 1999 | | 9 | Jamie Foxx / Blink-182 | Sat Jan 08, 2000 | | 10 | Freddie Prinze Jr. / Macy Gray | Sat Jan 15, 2000 | | 11 | Alan Cumming / Jennifer Lopez | Sat Feb 05, 2000 | | 12 | Julianna Margulies / DMX | Sat Feb 12, 2000 | | 13 | Ben Affleck / Fiona Apple | Sat Feb 19, 2000 | | 14 | Joshua Jackson / *NSYNC | Sat Mar 11, 2000 | | 15 | The Rock / AC/DC | Sat Mar 18, 2000 | | 16 | Christopher Walken / Christina Aguilera | Sat Apr 08, 2000 | | 17 | Tobey Maguire / Sisqó | Tue Apr 18, 2000 | | 18 | John Goodman / Neil Young | Sat May 06, 2000 | | 19 | Britney Spears | Sat May 13, 2000 | | 20 | Jackie Chan / Kid Rock | Sat May 20, 2000 | | Special | 25th Anniversary Special | Sat Sep 25, 1999 | | Special | The Best of Adam Sandler | Tue Nov 09, 1999 |
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