In the stereotypical high school community of John Hughes High in Southern California, attractive Priscilla, a popular cheerleader, separates from her talented American football star but slacker boyfriend, Jake Wyler. After Jake discovers that Priscilla is now dating timid and weird Les just to spite him, one of Jake's friends, Austin, makes a bet with him to turn Janey Briggs, a "uniquely rebellious girl", into the prom queen.