His Girl Friday (1940)
Director Howard Hawks didn't write women as if they were women; he wrote them as if they were men. They were always buried in their work and moving quickly to get their career forward. That's what makes these films so unique. Of course, there are screwball antics between the two protagonists as they try to maneuver working together.
Roman Holiday (1953)
Princess Ann needs to get a grip on her life and leave the controlling folks behind. She sneaks out of her country’s embassy during a state visit to the Italian capital, and so begins the ride of her life. The first person she meets just happens to be reporter Joe Bradley, who sees this bubbly woman as a potential story that'll make him big. He plays dumb on knowing her real identity as he shows her the around town. Naturally, he falls for her in an unconventional way.