Play It Again, Sam

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. Read more on Wikipedia.