Annie Hall

Starring: Diane Keaton, Woody Allen

The Plot: A neurotic comedian looks back on his failed relationship with a charming woman named Annie Hall.

Why Women Love It: "Annie Hall" is one of the most realistic love stories ever captured on film. It illustrates the giddy beginnings of a relationship, the silly moments, the rough patches, and the slow realization that things will never work. It's sweet and smart and ridiculous and tragic, just like real life. An added bonus? Diane Keaton's wardrobe is legendary.