On the last night of the fiscal quarter, Dennis, manager of Shenaniganz, will be promoted to district manager if the restaurant sells $9,000 worth of food or more. To motivate the crew, Dennis tells them that the restaurant will close if they do not meet this goal. Their biggest competition is next door: Ta-Ta's, a bar with scantily clad waitresses, managed by the self-confident Calvin. At Ta-Ta's, it is Allison's first day; she is nervous. At Shenanigan's, Mason, a cook, is trying his best to be cool, without success. As the shift wears on, each employee faces his worst fears, and Dennis tries to learn how to attract women. Next door, Calvin and Allison make self-discoveries.
The film was released directly to DVD. Justin Long, who starred in the first film, would later say that he was "truly embarrassed" to be involved with Still Waiting... (via his cameo) in an interview with Peter Travers of Rolling Stone. "It's offensive. I think it's offensive."[2]