Aspiring artist Janey Briggs is an outcast because of her plain, bespectacled looks and paint-splattered overalls. Football hero Jake Wyler makes a bet that he can transform Janey into a gorgeous prom queen, a wager he may come to regret as he discovers Janey's true inner beauty. As their relationship blossoms, several other teen characters are figured in to the picture, including a Nasty Cheerleader, a Token Black Guy, a Stupid Fat Guy, an Obsessed Best Friend, an Undercover Reporter, the Cruelest Girl in School, a Cocky Blonde Guy, and several others.