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- 1Whoopi GoldbergSeptember 14, 1998
- 2Jerry SpringerSeptember 15, 1998
- 3Dennis RodmanSeptember 16, 1998
- 4Reba McEntireSeptember 17, 1998
- 5Judge JudySeptember 18, 1998
- 6Debbie ReynoldsSeptember 21, 1998
- 7Kirstie AlleySeptember 22, 1998
- 8Lily TomlinSeptember 23, 1998
- 9Kathy GriffinSeptember 24, 1998
- 10September 28, 1998September 28, 1998
- 11Jennifer TillySeptember 29, 1998
- 12Dame Edna EverageSeptember 25, 1998
- 13Tori AmosOctober 1, 1998
- 14Mary Lou RettonOctober 2, 1998
- 15k.d. langOctober 5, 1998
- 16Kristen JohnstonOctober 6, 1998
- 17Sandra BernhardOctober 7, 1998
- 18Loretta LynnOctober 8, 1998
- 19Jamie FoxOctober 12, 1998
- 20Grace SlickOctober 13, 1998