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- 1Rob Lowe / EminemOctober 7, 2000
- 2Kate Hudson / RadioheadOctober 14, 2000
- 3Dana Carvey / The WallflowersOctober 21, 2000
- 4Charlize Theron / Paul SimonNovember 4, 2000
- 5Calista Flockhart / Ricky MartinNovember 11, 2000
- 6Tom Green / David GrayNovember 18, 2000
- 7Val Kilmer / U2December 9, 2000 · 8.5
- 8Lucy Liu / Jay-ZDecember 16, 2000 · 8.5
- 9Charlie Sheen / Nelly FurtadoJanuary 13, 2001
- 10Mena Suvari / Lenny KravitzJanuary 20, 2001
- 11Jennifer LopezFebruary 10, 2001
- 12Sean Hayes / ShaggyFebruary 17, 2001
- 13Katie Holmes / Dave Matthews BandFebruary 24, 2001
- 14Conan O'Brien / Don HenleyMarch 10, 2001
- 15Julia Stiles / AerosmithMarch 17, 2001
- 16Alec Baldwin / ColdplayApril 7, 2001
- 17Renee Zellweger / EveApril 14, 2001
- 18Pierce Brosnan / Destiny's ChildMay 5, 2001
- 19Lara Flynn Boyle / Bon JoviMay 12, 2001
- 20Christopher Walken / WeezerMay 19, 2001