The story revolves around Bobby, a single man in New York City, who is grappling with the idea of marriage and commitment. On the eve of his 35th birthday, Bobby is surrounded by his married friends, who each offer their own perspectives on relationships. The film explores a series of vignettes showcasing the complexities of marriage and companionship, underscoring the highs and lows experienced by these couples. Through Bobby's interactions with his friends, he observes the delicate balance they maintain between maintaining personal identity and nurturing their relationships.

As Bobby navigates these dynamics, he finds himself contemplating his own reluctance to settle down. He engages in various relationships and flings, each illuminating different aspects of love and partnership. Throughout the narrative, the film delves into themes of loneliness, societal expectations, and the pursuit of genuine connection. Bobby's journey forces him to confront his own fears and desires as he seeks to understand what true commitment means to him. His introspection and the wisdom he gains from his friends' experiences drive the central narrative to a thoughtful and poignant conclusion.