"Pretty Boy" is about a campus basketball heartthrob named Ian, (played by Paolo Contis), who loses his athletic scholarship because of his poor performance in school. Determined to get back on the court, the basketball heartthrob tries out in the varsity teams of different schools. Since the basketball season has already started, no team was willing to take him in. Just as he was about to lose hope, Ian stumbles on a chance to regain his scholarship by joining an all-female basketball team. This is really an improbable plot line, but it normally works well with the young and naive audience. With the right wig, fake boobs, and a total makeover, Ian becomes Ianne, who convincingly blends in with the girls. In time she becomes the newest bombshell in campus. Everything runs smoothly until Ianne discovers that he is in love with his teammate Jamie (played by Nancy Castiglione). Will Ianne remove his disguise and risk education for love?