Stanley Sweetheart (Don Johnson) is an aspiring filmmaker and junior at
Columbia University who moved to New York City from
Beverly Hills. His father is dead, he is not close to his mother, and his family is running out of money. He lives alone in a Manhattan apartment on the
Upper West Side across from a noisy construction site, and seems to have no friends. Bored with his classes and seeking a sexual outlet, he fantasizes about a beautiful blonde classmate. Later, he visits a local bar where he runs into a talkative
hippie acquaintance, Barbara (Linda Gillen), who has recently changed her name to Shayne. He has a one-night stand with Barbara, and in the night he sees and is attracted to her beautiful roommate, Andrea (Victoria Racimo). On a later visit to the bar, he meets their friend Danny (
Michael Greer), an older and more sophisticated underground musician. Back on campus, Stanley finally meets and dates the classmate who is the object of his fantasies, Cathy (
Dianne Hull). Cathy and Stanley fall in love, but she is a virgin and initially refuses his sexual advances, leaving him frustrated. Finally she agrees to sleep with him and the two settle into happy domestic life for a time, but Stanley soon becomes bored with the relationship and fantasizes about Andrea. When Cathy expresses concern about the promiscuous behavior of her chubby roommate Fran (
Holly Near), Stanley invites Fran over under the pretext of filming her for an underground movie called
Masturbation. He gets Fran drunk and films her in a variety of sexual positions, culminating with her masturbating in a bathtub, after which Stanley and Fran have sex. He initially feels guilty, but Fran comes to his apartment when Cathy is away and entices him into continuing the affair behind Cathy's back. Stanley, who by now has dropped out of college, accompanies Danny (who relates that he himself "used to go to
Juilliard") to a
psychedelic rock concert/ happening in a
loft performance space. Soon after, Danny, Barbara and Andrea drop by Stanley's apartment while he is home with Cathy. They all smoke pot together and Stanley finally gets to talk with Andrea, while Cathy is attracted to Danny. Later, Cathy breaks up with Stanley, saying that they haven't loved each other for a long time and she wants to see Danny instead. Stanley gets mad and throws her out of his apartment, but afterwards misses her and unsuccessfully looks for her. He confronts Danny, who admits that he doesn't really care about Cathy, but won't tell her to stop coming around. Stanley visits Andrea's apartment, where they smoke pot and eventually make love, joined later by Barbara. Stanley moves in with the girls and they form a makeshift family with Stanley as "big daddy", Andrea as "mama" and Barbara as "little sister", and spend their time together getting high, having group sex and exploring
Greenwich Village. At first Stanley is the happiest he has ever been in his life, but soon finds himself again losing interest. When he finally sees Cathy at another psychedelic event, he is so high he can't respond to her efforts to talk to him. Danny shoots himself behind his mother's house. Stanley wakes up at Andrea and Barbara's apartment and tells Andrea he's going uptown to change his clothes. Andrea asks him to please come back, because she needs him. Stanley says he will come back, but as he leaves, it's unclear whether he will actually keep that promise. ==Cast==