Sam and Gray are such a well-matched pair that it is difficult to believe they are brother and sister rather than husband and wife. They both share a love of 1940s movies and dancing, and when they meet Charlie, they have something else in common: They both fall in love with her. Sam must deal with unexpected feelings of jealousy, while Gray struggles to come to terms with her sexual orientation.

Two down on their luck childhood friends struggle to figure out their lives. Ray a drummer in a rock and roll band, and Owen an aspiring film maker spend most of their time working menial jobs and drinking. When Owen's fiancé Lynn breaks off their engagement he finds himself spiraling, and allows Ray to come along with him to a two bit film festival he has been invited to in Kansas. There Owen makes several attempts to patch up his relationship, while Ray scams them into a deluxe suite at the local Four Seasons hotel by posing as Wally Shawn's son (who happens to be receiving a lifetime achievement award) and generally causes a major ruckus. By the end, Owen decides to make some changes in their relationship and in his life.