It is 1915, where a young guy called Walter peeps on his maid, Miss Cummings. Though annoyed at first, she decides to teach him touching private parts in a safe way. When his sister walks in, she demands to watch and eventually gets her brother to deflower her. Continuing to the liberal and rich lifestyle of 1925, two couples are shown open enough to conduct a foursome. In the oppression of 1935, a woman takes advantage of her African-American maid. In 1955, a male coach takes advantage of a cheerleader, while a female coach uses her hand to do the same to a jock. Finally, in 1985 a woman helps another woman receive anal sex by a guy.