Three teenage boys yearn for their first sexual experience in The First Time. Kenny (Wes Stern) is sent to Buffalo for the summer to visit his grandmother. Terminally bored, he writes letters back home to his friends telling them what a good time he is having. Of particular interest is a bordello called Rosie's across the Canadian border. Kenny had overheard the conversation of two men describing Rosie's and his imagination runs wild in one of his letters. Soon his pals Mike (Rick Kelman) and Tommy (Wink Roberts) arrive on their way to camp wanting Kenny to show them the famed bordello. The trio drive around until Kenny identifies an abandoned Canadian warehouse as Rosie's. They meet Anna (Jacqueline Bisset), and believe since she has no passport, she must be a prostitute. The four go back to the U.S. where they check into a motel reserved by Mike and Tommy. Comedy ensues when the inexperienced young men are reduced to behaving like scared little boys when they realize they are not ready to take the plunge.