Saturday Night Live Season 25 Episode 19
Britney Spears (1)
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""
25 - 20Jackie Chan/Kid RockMay. 20, 2000- 25 - 19Britney Spears (1)May. 13, 2000
- 25 - 18John Goodman/Neil YoungMay. 06, 2000
- 25 - 17Tobey Maguire/SisqoApr. 18, 2000
- 25 - 16Christopher Walken/Christina AguileraApr. 08, 2000
- 25 - 15The Rock/AC/DCMar. 18, 2000
- 25 - 14Joshua Jackson/N*SyncMar. 11, 2000
- 25 - 13Ben Affleck/Fiona AppleFeb. 19, 2000
- 25 - 12Julianna Margulies/DMXFeb. 12, 2000
- 25 - 11Alan Cumming/Jennifer LopezFeb. 05, 2000
- 25 - 10Freddie Prinze Jr./Macy GrayJan. 15, 2000
- 25 - 9Jamie Foxx/Blink 182Jan. 08, 2000
- 25 - 8Danny DeVito/R.E.M.Dec. 11, 1999
- 25 - 7Christina Ricci/BeckDec. 04, 1999
- 25 - 6Jennifer Aniston/StingNov. 20, 1999
- 25 - 5Garth Brooks (2)Nov. 13, 1999
- 25 - 4Dylan McDermott/Foo FightersNov. 06, 1999
- 25 - 3Norm MacDonald/Dr. DreOct. 23, 1999
- 25 - 2Heather Graham/Marc AnthonyOct. 16, 1999
- 25 - 1Jerry Seinfeld/David BowieOct. 02, 1999
