Tomboy Toni Valentine is horrified when she is sent to the Winston Academy for Girls to learn how to be a lady while her guy friends move on without her, but when Toni meets Emma, a girl at school having boy troubles, she volunteers one of her friends as a pretend date. As word spreads of Toni's connections with boys, she discovers that her new rich female classmates will pay big money for fake dates. But the business meets a scandal when Toni falls for one of her friends--the same guy who happens to be the most sought-after date.