Season 1
Artwork
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| # | Image | Title | Aired |
|---|---|---|---|
| 1 | Winona Ryder / Hugh Grant / Hallie Berry | Sep 28, 2003 | |
| 2 | George Michael / Phil Hartman / Anne Heche | Oct 4, 2003 | |
| 3 | Monica Lewinsky / Eddie Murphy / Frank Gifford | Oct 12, 2003 | |
| 4 | Notorious B.I.G. / Rick James / Courtney Love | Oct 19, 2003 | |
| 5 | Yasmine Bleeth / Robert Downey Jr. | Oct 26, 2003 | |
| 6 | John F. Kennedy Jr. | Dec 28, 2003 | |
| 7 | Heidi Fleiss / Martin Lawrence / Lizzie Grubman | Nov 9, 2003 | |
| 8 | Dennis Rodman / Nancy Kerrigan / David Spade | Mar 30, 2004 | |
| 9 | Pee-Wee Herman / Tom Sizemore / Milli Vanilli | Apr 6, 2004 | |
| 10 | O.J. Simpson / Gary Coleman / Lorena Bobbitt | Apr 20, 2004 | |
| 11 | Jim Baker / Danny Bonaduce / Jenny Jones | Apr 27, 2004 |