May 13th, 2000
Sarah Michelle Geller
Cheri Oteri’s mother
Guiliani’s Press ConferenceSummary: Hillary Clinton (Ana Gasteyer) speaks out in favor of Mayor Rudolph Guiliani’s (Darrell Hammond) extramarital affair.
Recurring Characters: Mayor Rudolph Guiliani, Hillary Clinton.
Gap FatSummary: A fat dancer (Horatio Sanz) leads other fat dancers in a musical campaign for the Gap’s new XXL wear collection.
Morning LatteSummary: Tom Wilkins (Will Ferrell) and a hoarse Cass van Rye (Cheri Oteri) interview Mickey Mouse Club reject Dawn Paslowsky (Britney Spears).
Recurring Characters: Tom Wilkins, Cass van Rye.
Boston TeensSummary: Sully (Jimmy Fallon) and Denise (Rachel Dratch) joke around with the milk maiden (Britney Spears) at a coloniel museum.
Recurring Characters: Sully, Denise, Frank.
TV FunhouseSummary: In a Rob Smigel cartoon, The Ambiguously Gay Duo foil a Big Head plot at the NBA Finals.
WoodrowSummary: Britney Spears enjoys a romantic moment in the sewer with Woodrow the homeless bum (Tracy Morgan).
Recurring Characters: Woodrow.
Weekend Update with Colin QuinnSummary: A shy Chris Parnell raps about his dream date with Britney Spears.
Recurring Characters: James Haven Voight, Angelina Jolie, Qrplt*xk.
The DeMarco BrothersSummary: Brothers Kyle (Chris Kattan) and Sean DeMarco (Chris Parnell) perform bad dance moves while auditioning for Britney Spears.
Recurring Characters: Kyle DeMarco, Sean DeMarco.
America’s Worst MomentsSummary: From Elian Gonzalez to Oliver North, America’s worst moments are commemorated on a series of decorative plates.
Deandra Wells Comeback TourSummary: Diva Deandra Wells (Ana Gasteyer) mocks the members of her back-up band (Will Ferrell, Chris Parnell, Horatio Sanz) during her big comeback tour.
Recurring Characters: Deandra Wells, Gordon Davis, Alan “Sticks” McRae, Donny Gordon.
Uncle Jemima’s Pure Mash LiquorNote: Repeat from 02/05/00.
Britney Spears performs “Don’t Let Me Be The Last To Know”