Jonas Stalk is uprooted from his life in Boston and transplanted into the land of sun, stars, and, oh yeah, excellent skate spots. Beginning his sophomore year at Hollywood High is no picnic as he attempts to fit in with the popular crowd and not sell himself out for popularity. But temptation comes in the form of one of the most popular girls at Hollywood High. The problem is she's dating Dan, one of the coolest guys at Hollywood High.

Battles erupt as Jonas and Dan square off in an upcoming skateboard contest that's hosted by one of the top skateboard companies in California. The first place winner receives the title of amateur skateboarder and sponsorship. Jonas is faced with the decision of facing off against one of the coolest guys in the school and losing what little he has, or perhaps gaining everything he has ever wanted.