Sex and the Single Girl (1964) is the story of a tabloid-writing dude who finds himself involved with a psychologist that has been smeared in his magazine in the for her work in sexology and relationships. First of all, this movie deals with being comfortable as a single woman and feminism in its infant stages.
I have to admit, I expected to dislike this film but it grew on me. The last third of the movie really brought it home. I feel like I'm always seeing pictures of Tony Curtis late in life with white hair and big lips. Turns out he always looked like that. Natalie Wood is perfectly cute in the film and Lauren Bacall, always sarcastic, was perfectly humorous as a jealous wife in a struggling marriage. Check it out if not only for the bold subject matter that it was back in the day.