The story of Heidi Fleiss, known as "The Hollywood Madam", who was the daughter of a prominent Los Angeles doctor and eventually became a prostitute for a well-known Los Angeles madam. She took over her boss' operation and soon was raking in $300,000 a month by hiring only the most beautiful and highest-class hookers and catering to wealthy Hollywood types, European and American corporate executives and Arab sheiks. Her operation was broken up by Los Angeles police in 1993, and she eventually went to prison for income-tax evasion.
When students in the town of Cherry Falls hear that a serial killer is targeting virgins, they realize that the only way to protect themselves is to begin planning a "Pop Your Cherry" party.