American Pie (1999)

Director Paul Weitz's wildly popular, humorous and raucous teen-sex comedy (with the slogan: "You never forget your first slice!") was typical of the late 90s and brought back raunch to this genre of comedy film, with numerous shocking and squirm-inducing scenes. The film's title was derived from the question: "What exactly does third base feel like?" and the answer: "Like warm apple pie." It was an extreme 'guilty pleasure' film about losing one's virginity by prom night. See Sex in Cinema for uncensored version

Also the sequel American Pie 2 (2001). Other films in the series, including: American Wedding (2003), American Pie Presents: Band Camp (2005), American Pie Presents: The Naked Mile (2006), American Pie Presents: Beta House (2007), and American Pie Presents: Book of Love (2009)

In the opening scene in his bedroom, sex-obsessed, awkward, coming-of-age, horny high-school senior Jim Levenstein (Jason Biggs) was masturbating himself with a long athletic tube sock while watching scrambled porn on pay-TV, but was caught by both of his parents, who were shocked by the dialogue they were hearing from the TV: "Baby! Ride me like a pony!" and "Oh, spank my hairy ass!" He was extremely embarrassed and upset by his invasion of privacy.

At his East Great Falls High School (fictional) in West Michigan, and at high school get-togethers or parties, the socially-awkward, sex-obsessed, nerdy and naive Jim interacted with many of his seemingly-more successful male friends with the opposite sex, including lacrosse team player Chris "Oz" Ostreicher (Chris Klein), charming and handsome Kevin Myers (Thomas Ian Nicholas), and coffee-loving sophisticate Paul Finch (Eddie Kay Thomas).

Jim Levenstein (Jason Biggs)	Chris "Oz" Ostreicher (Chris Klein)
Kevin Myers (Thomas Ian Nicholas)	Paul Finch (Eddie Kay Thomas)

Unlike them, however, one of their friends, arrogant ladies' man and lacrosse jock Steve Stifler (Seann William Scott), had already lost his virginity and often hosted drinking parties at his house. While attending the party, the foursome failed in their attempts to fully score with the females. However, Stifler was about to succeed and make out with sophomore chick Sarah (Eden Riegel) - she was reluctant to have sex, telling him: "You know what? I don't know if I want to be doing this....You know, like, if we hook up tonight, tomorrow I'll just be some girl you go tellin' all your friends about"; in the shocking and squirm-inducing scene, Stifler chugged down a cup of brew, not knowing that it was mixed with sperm deposited there earlier by Kevin who had orgasmed into the cup after oral sex with his coed-girlfriend Vicky (Tara Reid). Shortly later, Stifler embarrassingly vomited up the entire contents of his stomach onto his female conquest (off-screen) - in the next scene, she screamed and fled down the stairs and out of the house with stained clothes.

Kevin felt especially deprived and sexually-inadequate when he was abruptly dumped at the party by his long-time girlfriend Vicky after she heard him complaining to Jim about her poor fellatio technique. Soon after, the foursome agreed on a pact to get laid within three weeks, before the school prom and graduation.

Furthermore, Jim's well-meaning father (Eugene Levy) decided to have an awkward sex-education session with his son by offering a selection of dirty magazines and instructed him to go to the center section: "Well, you see the detail that, uh, that they go into in this picture here.... It almost looks like a tropical plant or something, underwater - thing"; his father also asked: "Do you know what a clitoris is?"

Meanwhile, Kevin atttempted to restore his broken relationship with ex-girlfriend Vicky. During their time together, she had never experienced an orgasm with him and the two remained virginal; to win her back, Kevin received advice from his older brother Tom (Casey Affleck) from a compiled "Bible" in the library with students' sexual tips, and from Vicky's best friend Jessica (Natasha Lyonne); she had urged him to practice up and concentrate on his oral sex skills with her.

The most notorious scene came soon after, when the extremely horny Levenstein experimented with the feel of "third base" that felt like warm, freshly-baked apple pie, according to his friend Oz. When he discovered hot apple pie on the kitchen counter island in his kitchen after school, he stuck two fingers in and stroked the hot pie - and then paused for a moment, before pumping the family's pie just out of the oven (viewed from behind, his bare buttocks thrust into the pie in a missionary position); his stunned dad entered the kitchen and was shocked: (Dad: "Jim?!" Jim: "It's not what it looks like"); the two agreed not to tell Jim's mother about the embarrassing situation by covering up the damage with an excuse as a solution: "Well, we'll just tell your mother that uh, that uh, we ate it all."

Experimentation with Apple Pie

Kevin's research at the library proved to be invaluable - especially a page with illustrations labeled "The Tongue Tornado." During his next sexual encounter with Vicky in her bedroom (with the manual at the foot of the bed to assist), he proved his skilled prowess while delivering oral sex to her - as she loudly yelled out: "I'm coming!" while her clueless father stood outside her door, shrugged his shoulders, and then continued downstairs.

Slightly later, Jim's father had another frank session about masturbation: "Jim, I want to talk about masturbation. Now, I just want you to know that it's - it's a perfectly normal, uh, thing. And I have to admit, uh, you know. I, uh, did a fair bit of masturbating when I was a little younger. I, uh, I used to call it 'stroking the salami'. Yeah, you know, 'pounding the ol' pud.' I never did it with baked goods, uh, but you know your Uncle Mort? He pets 'the one-eyed snake' five, six times a day. See, it's like, uh, practice for the big game. You see? And it's like, it's like, uh, banging a tennis ball against a brick wall, which can be fun. It can be fun, but it's not a game...What you want is, you want a partner to return the ball."

In the film's wildly-publicized centerpiece sequence, Jim had become acquainted with frisky, busty foreign Czech exchange student Nadia (Shannon Elizabeth), who had asked to be his study partner, and change her clothes at his house after ballet practice. With his buddies, Jim set up an online voyeuristic experience, to spy on Nadia in his bedroom - viewed through a hidden video-camera web-cam at his friend Kevin's home across the street (with Finch and Jim). Jim rushed over to join his friends to watch Nadia's strip show after arriving and relaxing in Jim's bedroom. Observing everything through the Internet, Paul commented: "God bless the Internet." Nadia was spied upon undressing, lying on Jim's bed topless, and viewing his girlie magazines - and pleasurably masturbating. Jim decided to rush back home to be with Nadia - in person.

After Jim entered his own bedroom, he was welcomed by Nadia in bed. To the beat of music, Jim slowly and clumsily stripped down to his boxers, humped a chair, and then joined the welcoming Nadia in bed who was prepared to have sex with him. But then he prematurely ejaculated twice when she stroked his leg and then removed her panties - disappointing her. Jim didn't know that the web-cam was accidentally broadcasting everything to the entire school body. He became completely humiliated when he realized that his failed escapades had been widely distributed and seen. After the scandalous incident, Nadia was sent home by her sponsors the next day, and Jim became a laughing stock at school.

"God Bless the Internet"

Later, Jim was able to soon hook up with unpopular band camp geek Michelle Flaherty (Alyson Hannigan) and asked her to be his prom date; fortunately, she claimed (although falsely) that she knew nothing about the web-cam incident.

A personal rivalry developed between Steve Stifler and Finch who had always had a reputation for tremendous sexual virility. However, Kevin discovered that Finch had manipulately paid Vicky's friend Jessica $200 to spread false rumors about him to bolster his masculinity. To put him in his place and embarrass him, Stifler spiked Finch's mochaccino drink with Pentalax and in the girls' restroom, Finch suffered a tremendous bout of diarrhea - and tremendous humiliation. By the time of prom night, he was dateless.

After the uneventful prom, where it appeared that none of the four guys was scoring to win their pact, the foursome attended Stifler's post-prom after-party at his Lake Michigan mansion

At the after-prom party, all four of the males in the pact succeeded in losing their virginity one way or another:

• Kevin (with Vicky) consummated their love for each other in an upstairs bedroom, although they would soon go their separate ways to different schools after graduation, Ann Arbor and Ithaca
• Oz (with fellow choir member Heather (Mena Suvari)) announced he had renounced the pact, and then they declared their genuine love for each other before cuddling romantically dockside
• Jim (with Michelle) listened as she admitted that she was openly-sexual and orgasmic, especially after band camp: "This one time, at band camp, I stuck a flute in my pussy...What? You don't think I know how to get myself off? Hell, that's what half of band camp is -- Sex Ed. So are we gonna screw soon, 'cause I'm gettin' kinda antsy"; dominating him, she aggressively propositioned him to have sex ("Say my name, what's my name, bitch?"), and coerced him into wearing two condoms to desensitize him: "I don't want you coming so damn early this time...Come on. I saw you on the 'Net. Why do you think I accepted this date? You're a sure thing"; by the next morning, she had obviously 'used' and then abandoned him ("She's gone. Oh my God, she used me. I was used. Cool!"

Michelle Aggressively Making Love to Jim

Jim After Awakening the Morning After: "I was used"

• Finch (with Stifler's much older mother Jeanine (Jennifer Coolidge)) - he seduced her to the tune of The Graduate's theme song - "Mrs. Robinson" - Finch: "So, uh, would you object if I said that you were quite striking?" Jeanine: "Mr. Finch, are you trying to seduce me?" Finch: "Yes, ma'am, I am." (She dragged him over to the basement pool table for sex - occurring off-screen); she complimented him, calling him "Finchy": "I had no idea you'd be this good." He surprised himself: "Neither did I."

Finch at Stifler's After-Party With Stifler's Mom Jeanine

Stifler's Mom Ready to Be Seduced by Finch