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Ben Affleck/Kanye West

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Kristen Wiig/Vampire Weekend

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Season 25

Oct. 2, 1999
Jerry Seinfeld/David Bowie
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Oct. 16, 1999
Heather Graham/Marc Anthony
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Oct. 23, 1999
Norm Macdonald/Dr. Dre & Snoop Dogg
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Nov. 6, 1999
Dylan McDermott/Foo Fighters
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Nov. 13, 1999
Garth Brooks/Chris Gaines
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Nov. 20, 1999
Jennifer Aniston/Sting
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Dec. 4, 1999
Christina Ricci/Beck
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Dec. 11, 1999
Danny DeVito/R.E.M.
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Jan. 8, 2000
Jamie Foxx/Blink-182
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Jan. 15, 2000
Freddie Prinze, Jr./Macy Gray
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Feb. 5, 2000
Alan Cumming/Jennifer Lopez
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Feb. 12, 2000
Julianna Margulies/DMX
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Feb. 19, 2000
Ben Affleck/Fiona Apple
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May. 18, 2:00 PM EDT +1 more
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Mar. 11, 2000
Joshua Jackson/'N Sync
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Mar. 18, 2000
The Rock/AC/DC
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Apr. 8, 2000
Christopher Walken/Christina Aguilera
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Apr. 15, 2000
Tobey Maguire/Sisqo
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May 6, 2000
John Goodman/Neil Young
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May 13, 2000
Britney Spears
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May 20, 2000
Jackie Chan/Kid Rock
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