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Cast Alison Waite ..... "Herself - May Playmate, 2006" Brian Olea ..... Himself - Guest Services Bridget Marquardt ..... Herself Carmella DeCesare ..... "Herself - Playmate of the Year, 2004" Cristal Camden ..... Herself - Hef's Former Girlfriend Holly Madison ..... Herself Hugh M. Hefner ..... Himself Jillian Grace ..... "Herself - March Playmate, 2005" JoeDon Rooney ..... Himself - Country Music Artist Kara Monaco ..... "Herself - Playmate of the Year, 2006" Kendra Wilkinson ..... Herself Mary O'Connor ..... Herself - Hef's Personal Secretary Monica Leigh ..... Herself - March Playmate 2006 Qiana Chase ..... "Herself - July Playmate, 2005" Ray Anthony ..... Himself - Band Leader Tiffany Fallon ..... "Herself - Playmate of the Year, 2005" Victoria Fuller ..... Herself - January Playmate 1996

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