Overview
Live From New York, it's...Ana Gasteyer Sketches include: ""A Message From Giuliani"", ""Gap Fat"", ""Morning Latte"", ""Boston Teens' Field Trip"", ""TV Funhouse: The Ambiguously Gay Duo"", ""Clinton Scandal Commemorative Plates"", ""Homeless Woodrow Meets Britney Spears"", ""The DeMarco Brothers"", ""DeAndra Wells' Comeback Tour"", and ""Uncle Jemima's Mash Liquor"" The host/musical guest sings: ""Oops...I Did It Again"" and ""Don't Let Me Be The Last To Know""
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25 - 1Jerry Seinfeld/David Bowie October 02, 1999 -
25 - 2Heather Graham/Marc Anthony October 16, 1999 -
25 - 3Norm MacDonald/Dr. Dre October 23, 1999 -
25 - 4Dylan McDermott/Foo Fighters November 06, 1999 -
25 - 5Garth Brooks November 13, 1999 -
25 - 6Jennifer Aniston/Sting November 20, 1999 -
25 - 7Christina Ricci/Beck December 04, 1999 -
25 - 8Danny DeVito/R.E.M. December 11, 1999 -
25 - 9Jamie Foxx/Blink 182 January 08, 2000 -
25 - 10Freddie Prinze Jr./Macy Gray January 15, 2000
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25 - 11Alan Cumming/Jennifer Lopez February 05, 2000
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25 - 12Julianna Margulies/DMX February 12, 2000 -
25 - 13Ben Affleck/Fiona Apple February 19, 2000
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25 - 14Joshua Jackson/N*Sync March 11, 2000 -
25 - 15The Rock/AC/DC March 18, 2000 -
25 - 16Christopher Walken/Christina Aguilera April 08, 2000 -
25 - 17Tobey Maguire/Sisqo April 18, 2000 -
25 - 18John Goodman/Neil Young May 06, 2000 -
25 - 19Britney Spears May 13, 2000 -
25 - 20Jackie Chan/Kid Rock May 20, 2000