Since she was a child, Natalie Miller has always thought she was an ugly ducking. Despite her mother's encouragement that she will grow up to be pretty, Natalie has never believed it will happen. She runs away to Greenwich Village to find herself and discovers a vibrant bohemian counterculture.

Benson is a Casanova who tricks women into having sex with him before leaving them. He is content with this game until he meets Jamison, a real operator who poses as an exiled prince and not only gets women to share his bed but also to give him money to help him fund his supposed counter-revolution.

A middle-aged married wealthy white corporate executive is surprised to discover that he has a working-class black teen-age son who wants to be adopted into the almost-exclusively-white upper-middle-class community of San Marino, California.

Robert Talbot, an American millionaire, arrives early for his annual vacation at his luxurious Italian villa. His long-time girlfriend Lisa has given up waiting for him and has decided to marry another man. Meanwhile, his sneaky business associate Maurice secretly misappropriates the villa as a hotel while Talbot is away. The current guests of the "hotel" are a group of young American girls.

Jerry Webster and Carol Templeton are rival Madison Avenue advertising executives who each dislike each other’s methods. After he steals a client out from under her cute little nose, revenge prompts her to infiltrate his secret "VIP" campaign in order to persuade the mystery product’s scientist to switch to her firm.

Cathy Timberlake is en route to a job interview when a car transporting businessman Philip Shayne covers her in mud. He sends his assistant, Roger, to apologize, but upon meeting Cathy, Roger knows that she would be a suitable match for his boss. Despite their mutual attraction, Cathy and Philip want different things. Philip wants a fling, while Cathy wants a marriage. As they travel to exotic locales, their differing motivations are put to the test.