Life imitates art when two Manhattanites — pompous teacher Willie and quiet photographer Phil — become friends after a thought-provoking screening of "Jules et Jim," Truffaut's classic film about a decades-long ménage à trois. Soon, the men meet Jeanette, a sexually liberated southern transplant who promptly falls for both of them. Frustrated passions curdle into jealousy as Jeanette entertains love affairs with each in the ensuing years.

Oliver Barrett IV is emotionally devastated by the death of his wife Jenny, and, while he tries to lose himself in his work as a lawyer, the long hours don't ease his pain, especially when he finds that his leftist views conflict with those of the senior partners at the firm. Eventually, Oliver's inconsolable grief begins to alienate those around him, until he finds new love with Marcie Bonwit, the wealthy and beautiful heiress to the Bonwit Teller fortune. Despite his affection for her, Oliver finds it difficult to leave the memory of Jenny behind, which causes major problems in their relationship.