Sunset Boulevard (1950)

1950s Hollywood was all about making movies about Hollywood. Sunset Boulevard is one film of many that detailed the life of Hollywood actors and directors. The film follows an aging movie star from the silent film era as she tries to make her comeback. The film is a satirical take on this situation and even has a little murder in it!

Roman Holiday (1953)

This film is a romantic fairytale daydream that features Gregory Peck and Audrey Hepburn. Peck plays a reporter and Hepburn plays an over-worked actress who tries to take a night off but ends up almost in harm's way. The two have a budding romance despite the fact that Peck's character wants to use her for a story. Roman Holiday even scored Hepburn three Oscars wins and 10 nominations!