When three horny friends discover that the lusty daughter of a local politician is aching to experience her first sexual encounter, they quickly swing a deal with a sleazy tabloid to get pictures of the act and turn an easy profit in an outrageous sex comedy starring former Saturday Night Live newsman Jimmy Fallon. A stolen letter has revealed that the popular Catholic-school girl and politicians daughter is ready and willing to lose her virginity. When bumbling, would-be Romeo Ray (Fallon) determines to help her make her dreams become a reality while turning a profit at the same time, his simple plan becomes a tangled mess as an enraged publisher pushes him to meet his deadline and he finds himself falling for his slightly less-than-innocent target. ~ Jason Buchanan, All Movie Guide