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- 1Catcher in the BronxSeptember 21, 1999
- 2James and the Giant SpeechSeptember 28, 1999
- 3All the Mayor's MenOctober 5, 1999
- 4These Shoes Were Made for Cheatin'October 12, 1999
- 5Rebel Without a ChairOctober 19, 1999
- 6The Mayor May NotNovember 2, 1999
- 7The Great DebateNovember 9, 1999
- 8How to Bury a MillionaireNovember 16, 1999
- 9The Thanksgiving ShowNovember 23, 1999
- 10The Doorman Always Rings TwiceNovember 30, 1999
- 11Mustang MikeyDecember 7, 1999
- 12My Dinner with Caitlin (a.k.a. Christmas 1999)December 21, 1999
- 13A Tale of Two SistersJanuary 12, 2000
- 14CasinoFebruary 2, 2000
- 15The Marry Caitlin Moore ShowFebruary 9, 2000
- 16Suffragette CityFebruary 16, 2000
- 17Mike's Best Friend's BoyfriendFebruary 23, 2000
- 18The Pig WhispererMarch 8, 2000
- 19Uneasy RiderMarch 22, 2000
- 20About Last NightApril 19, 2000
- 21Don't Get on the BusApril 26, 2000
- 22Airplane!May 3, 2000
- 23An American Deputy Mayor in ParisMay 10, 2000
- 24The CommitmentsMay 17, 2000
- 25Goodbye (1)May 24, 2000
- 26Goodbye (2)May 24, 2000