Episodes
| Number | Name | Air date |
|---|---|---|
| 1 | Cameron Diaz/Smashing Pumpkins | 09/26/1998 |
| 2 | Kelsey Grammer/Sheryl Crow | 10/03/1998 |
| 3 | Lucy Lawless/Elliott Smith | 10/17/1998 |
| 4 | Ben Stiller/Alanis Morissette | 10/24/1998 |
| 5 | David Spade/Eagle-Eye Cherry | 11/07/1998 |
| 6 | Joan Allen/Jewel | 11/14/1998 |
| 7 | Jennifer Love Hewitt/Beastie Boys | 11/21/1998 |
| 8 | Vince Vaughn/Lauryn Hill | 12/05/1998 |
| 9 | Alec Baldwin/Luciano Pavarotti & Vanessa Williams | 12/12/1998 |
| 10 | Bill Paxton/Beck | 01/09/1999 |
| 11 | James Van Der Beek/Everlast | 01/16/1999 |
| 12 | Gwyneth Paltrow/Barenaked Ladies | 02/06/1999 |
| 13 | Brendan Fraser/Busta Rhymes | 02/13/1999 |
| 14 | Bill Murray/Lucinda Williams | 02/20/1999 |
| 15 | Ray Romano/The Corrs | 03/13/1999 |
| 16 | Drew Barrymore/Garbage | 03/20/1999 |
| 17 | John Goodman/Tom Petty and the Heartbreakers | 04/10/1999 |
| 18 | Cuba Gooding Jr./Ricky Martin | 05/08/1999 |
| 19 | Sarah Michelle Gellar/Backstreet Boys | 05/15/1999 |
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