Paul Tannek (JASON BIGGS) is a young man from a small town who's just enrolled in a New York City university. Since he's there on a full scholarship and must maintain his grades, he studies a lot. Such behavior appalls his three roommates, Adam (ZAK ORTH), Chris (TOM SADOSKI), and Noah (JIMMI SIMPSON), who'd rather be partying and spiking young women's drinks with date rape drugs.
Paul tries to follow the advice given to him by his dad (DAN AYKROYD) about being other's attentive friends, but most everyone seems to think he's nothing but a loser. That is, except for Dora Diamond (MENA SUVARI), a fellow student he meets in his literature class. Immediately smitten with her, Paul is unaware that she's dating their thirty-something professor, Edward Alcott (GREG KINNEAR), who turns out to be using Dora just for sex and isn't interested in a relationship.
While Dora attempts to find a way to earn money so that she can continue attending classes, Paul moves into an empty room in a nearby veterinary office to get away from his obnoxious, party-hearty roommates. As he deals with their repeat appearances and strives to maintain his GPA, Paul wonders when Dora will discover that he, and not Alcott, is the right person for her.