American Pie is a 1999 American teen sex comedy film written by Adam Herz and directed by brothers Paul and Chris Weitz, in their directorial film debut. It is the first film in the American Pie theatrical series. The title is borrowed from the song of the same name and refers to a scene in the film, in which the protagonist is caught masturbating with a pie after being told that third base feels like “warm apple pie”. Writer Adam Herz has stated that the title also refers to the quest of losing one’s virginity in high school, which is as “American as apple pie.”
Five high school seniors from East Great Falls High School in West Michigan are good friends: Jim Levenstein (Jason Biggs), an awkward and sexually naïve nerd whose dad, Noah (Eugene Levy), offers him pornography and unwanted sexual advice; Chris “Oz” Ostreicher (Chris Klein), on the school lacrosse team; Kevin Myers (Thomas Ian Nicholas), a virgin and somewhat nerdy leader of the group seeking to lose his virginity to his girlfriend Vicky (Tara Reid); Paul Finch (Eddie Kaye Thomas), a mochaccino-drinking sophisticate and nerd; and Steve Stifler (Seann William Scott), a raucous jock who often throws wild parties when his mother is away, and is the only one of the five who has lost his virginity. Dorky classmate Chuck Sherman (Chris Owen) claims that at a party hosted by Stifler he lost his virginity. Kevin prompts Oz, Finch, Jim, and Kevin to pledge to no longer be virgins by their high school graduation.
Vicky accuses Kevin of wanting her only for sex, and he has to repair their relationship before the senior prom night, now the target day the four plan to lose their virginity. Oz joins the school jazz choir to find a girlfriend, learns about sensitivity, and that it is about asking girls questions and listening to what they say. He soon wins the attention of Heather (Mena Suvari), a girl in the choir. Heather learns about Oz’s reputation, breaks up with him, and then learns to trust him when he leaves the lacrosse championship game to perform a competition duet with her.