Dean (Justin Long) has worked at Shenaniganz restaurant ever since he graduated from high school. He's never really thought twice about it, until he learns a former high school classmate is now making big bucks as an engineer. Dean starts wondering how to escape from a life and job that seem to be going nowhere. That fact doesn't seem to bother Dean's friend Monty (Ryan Reynolds), who, like Dean, has been working at Shenaniganz for four years, but spends his time partying and chasing girls. Waiting follows...