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- 1Bruce Willis / Neil YoungSeptember 30, 1989
- 2Rick Moranis / Rickie Lee JonesOctober 7, 1989
- 3Kathleen Turner / Billy JoelOctober 21, 1989
- 4James Woods / Don HenleyOctober 28, 1989
- 5Chris Evert / EurythmicsNovember 11, 1989
- 6Woody Harrelson / David ByrneNovember 18, 1989
- 7John Goodman / k.d. lang & The ReclinesDecember 2, 1989
- 8Robert Wagner / Linda Ronstadt & Aaron NevilleDecember 9, 1989
- 9Andie MacDowell / Tracy ChapmanDecember 16, 1989
- 10Ed O'Neill / Harry Connick, Jr.January 13, 1990
- 11Christopher Walken / Bonnie RaittJanuary 20, 1990
- 12Quincy Jones, 10 Musical GuestsFebruary 10, 1990
- 13Tom Hanks / AerosmithFebruary 17, 1990
- 14Fred Savage / TechnotronicFebruary 24, 1990
- 15Rob Lowe / The PoguesMarch 17, 1990
- 16Debra Winger / Eric ClaptonMarch 24, 1990
- 17Corbin Bernsen / The SmithereensApril 14, 1990
- 18Alec Baldwin / The B-52'sApril 21, 1990
- 19Andrew Dice Clay / Spanic Boys & Julee CruiseMay 12, 1990
- 20Candice Bergen / The Notting HillbilliesMay 19, 1990