Four Michigan high school seniors make a pact to lose their virginity before their high school graduation after a geeky classmate, Chuck Sherman (Chris Owen) claims to have done so at a party at fellow classmate Steve Stifler's (Seann William Scott) house. During this party Kevin and Vicky go upstairs and she performs oral sex on him. After Kevin ejaculates into a full plastic cup of beer on a nightstand in the bedroom while trying to lose his virginity, the cup is replaced on the nightstand and Kevin and his date leave. Stifler comes in a short time later and as he's seducing his date, picks up the tainted beer and takes a large gulp, resulting in him making a mad rush to the toilet and vomit. Kevin asks him how the pale ale was, and Stifler shouts "Fuck you!" in disgust.
Kevin Myers (Thomas Ian Nicholas), the initiator of the pact, tries to repair his relationship with his girlfriend Vicky (Tara Reid) after they have a serious fight at the party when she accuses him of being with her only for sex. Chris 'Oz' Ostreicher (Chris Klein), who is on the high school lacrosse team with Stifler, joins the jazz choir to pick up girls, as the girls in the band know little of his insensitive jock reputation. Paul Finch (Eddie Kaye Thomas), the mochaccino-drinking sophisticate, pays Vicky's friend Jessica (Natasha Lyonne) $200 to spread rumors around the school of his sexual prowess, hoping that it will increase his chances of success.
Jim Levenstein (Jason Biggs) pursues Nadia (Shannon Elizabeth), an exchange student from (former) Czechoslovakia. After she comes to Jim's house to study with him, she has to change clothes after her ballet practice, so Stifler convinces Jim to set up a webcam so they can watch her change. Jim quickly heads over to Kevin's house to watch her. Once he gets there Nadia is seen on the computer discovering his pornography collection hidden in his dresser and she begins looking through it while masturbating.
Kevin urges Jim to go back home, saying this is his best opportunity to lose his virginity. Jim arrives and Nadia orders him to strip. Meanwhile, it becomes apparent that he had incorrectly addressed the email with the web cam link to Kevin and Stifler, having instead sent the link to every mailbox in the school directory; virtually the entire student body (as well as Blink-182 in a cameo) are watching.
As Jim slowly caresses her leg up to her genitals, he climaxes prematurely. As Nadia is about to leave, he convinces her to stay, but upon seeing her nude and touching her pubic area, he climaxes prematurely again, humiliating himself in front of the entire student body. In his desperation, Jim asks band geek Michelle Flaherty (Alyson Hannigan) to the senior prom as she is apparently the only girl at his school who did not see what happened.
Finch, meanwhile, has his own problems. Stifler, angry that a girl turned him down for the prom because she was waiting for Finch to ask her, as well as the rumour going around that Finch beat him up, puts a laxative into Finch's mochaccino. Finch, being paranoid about the lack of cleanliness in the school restrooms, and unable to go home to use the toilet as he usually does, is tricked by Stifler to use the girls' restroom. Afterward, he emerges before all the other students at school, humiliated and is left dateless.
At the prom, everything seems hopeless for the four boys until Vicky asks the girl that Chuck Sherman claimed to have bedded about her "first time." She proclaims to everyone at the prom that she and Sherman did not have sex at Stifler's party, leaving Sherman embarrassed and making him wet himself. The revelation takes the pressure off of Jim, Kevin, Oz and Finch, and they head to the post-prom party with new hope.
At the after-party at Stifler's house, all four boys fulfil their pledge. Kevin and Vicky have made up and have sex in an upstairs bedroom, but the act is very awkward. Vicky breaks up with Kevin afterwards on the grounds that they will drift apart when they go to college, with him attending the University of Michigan and her at Cornell University.
Oz confesses the pact to Heather (Mena Suvari), a girl from the jazz choir, and renounces it, saying that just by them being together makes him a winner. They fall in love, begin a relationship, and end up making love on the porch, though the reformed Oz never admits that they did.
Finch strays downstairs to the basement recreation room where he meets Stifler's mother (Jennifer Coolidge). She is aroused by his precociousness, and they have sex on the pool table. Stifler finds them together in the morning and faints.
Jim and Michelle have sex after he finds out that she saw the "Nadia Incident" after all. She accepted his offer to be his date because of it, knowing he was a "sure thing," but she makes him wear two condoms to combat his earlier "problem" with Nadia. Jim is surprised by Michelle's unexpectedly aggressive behavior in bed. In the morning he wakes up to find her gone—she used him for a one-night stand, which Jim thinks is "cool."
The morning after the prom Jim, Kevin, Oz, and Finch eat breakfast at their favorite restaurant - with the fitting nostalgic name, "Dog Years" - where they toast to "the next step."
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