Play It Again, Sam

Allan Felix is a film critic whose life unravels after his wife Nancy leaves him. Depressed and lacking confidence, Allan begins experiencing hallucinations of Humphrey Bogart, the archetype of a cool, confident man, who offers him advice on women and life. As Allan grapples with these illusions, his close friends, the married couple Linda and Dick Christie, attempt to set him up on a series of blind dates. Dick is always busy with work, leaving Linda to accompany Allan more often than planned. These experiences highlight Allan's neurotic personality and his struggles to navigate the dating scene.

As Allan frequently consults with his imaginary Bogart on how to win over women, he gradually finds himself growing closer to Linda. This developing friendship makes him question his feelings and morals, particularly given Dick’s friendship and trust. Meanwhile, Allan's dating attempts occur with humorous mishaps and misunderstandings, underlining his awkward charm. As he juggles the reality of his relationships and imaginary advice from Bogart, Allan must decide whether he will take control of his life or continue fantasizing about ways to improve it. The film subsequently delves into Allan exploring what he truly desires, both in romance and life, leading to self-discovery and decisions that bring personal growth.