Knight , and Rumer Willis. The interconnected story is composed of 10 vignettes that follow lonely individuals pursuing romance across 10 different periods throughout New York City 's history. In , an American soldier is walking through the streets of New York City at night when he is approached by a prostitute who flirts with him. She takes the soldier to a boathouse on the river, where they have sex. Afterward, she meekly asks him for pay, but the soldier coldly rebukes her and leaves.
The prostitute is angry when she realizes he has stolen her jeweled brooch. In , a soldier goes to a party being held in an underground canteen. He notices a pretty nurse carrying a tray and begins flirting with her, asking her to spend the night with him as he is shipping out to war the next day.
The nurse is shy at first, but eventually gives in, and they have sex outside in a car. The nurse asks the soldier to walk her home, but he leaves her sitting alone in the rain to get a drink. In , a nurse is hired to take care of a wealthy college student who has injured his ankle playing tennis. The boy awkwardly attempts to flirt with the nurse.
When his mother leaves, the nurse surprises him by seducing him in his bedroom, even tying him up and gagging him during their romp. Afterwards, the boy jokes about no longer needing a nurse, offending her enough that she walks out, leaving him tied up. In , a college student sneaks out to the movies to meet his lover, a young married woman. When she attempts to perform oral sex on him during the film, he is unable to get an erection, and privately admits to himself that he is only attracted to her when he cannot have her.
She gets upset and tries to leave, but he convinces her that he loves her, and they try again. He eventually manages to climax, but when his lover asks him when they can next meet, he only makes vague promises before abruptly leaving. In , a married couple are getting ready to go see a play for their first anniversary.
