What Whitney (Jenny McCarthy) wants to know is, "How difficult is it to get laid in NYC?" Her best friend, Dee (Drea de Matteo) convinces her the easiest, no strings attached, solution is to go to a particular bar and hire a gigolo for the evening. Jimmy, hoping to get lucky, is mistakingly hired by Whitney for a night of wild sex! The roller coaster ride of sexual encounters starts here and continues in this raunchy, crazy tale that ultimately ends in love.