The film is about a recently divorced film critic, Allan Felix, who is urged to begin dating again by his best friend and his best friend's wife. Allan identifies with the movie Casablanca and the character Rick Blaine as played by Humphrey Bogart. The film is liberally sprinkled with clips from the movie and ghost-like appearances of Bogart (Jerry Lacy) giving advice on how to treat women.
Set in San Francisco, the film begins with the closing scenes of Casablanca, with Humphrey Bogart and Ingrid Bergman. We then see that the main character, Allan Felix, is watching the film in a cinema, mouth agape. He leaves the cinema regretting that he will never be like Rick.
Apart from apparitions of Bogart he also has frequent flashbacks of conversations with his ex-wife, who constantly mocked his sexual inadequacy.
Allan Felix has just been through a messy divorce. His best friend, Dick Christie, and Dick's wife, Linda, try to convince him to go out with women again, setting him up on a series of blind dates, all of which turn out badly. Throughout the film, he is seen receiving dating advice from the ghost of Bogart, who is visible and audible only to Allan. Allan's ex-wife Nancy also makes fantasy appearances, as he imagines conversations with her about the breakdown of their marriage. On one occasion, the fantasy seems to run out of control, with both Bogart and Nancy appearing.
When it comes to women, he attempts to become sexy and sophisticated, in particular he tries to be like his idol, Bogart, only to end up ruining his chances by being too clumsy. Eventually, he develops feelings for Linda, around whom he feels relatively at ease and does not feel the need to put on the mask.