The main protagonist of the original American Pie series.
- Adorkable: With Michelle in an Adorkable Couple.
- All Men Are Perverts: Played straight, but it is a source of trouble for him. Watching porn, mistaking glue for lubricant and other things.
- A Man Is Always Eager: Although he ends up passing on Nadia to be with Michelle.
- Betty and Veronica: The Archie to Michelle's Betty and Nadia's Veronica.
- Brick Joke: Apparently just about everybody saw the Nadia video... Even Kara, who was around five during the events of the first film, tells Jim in Reunion that she saw it.
- Butt-Monkey: He usually gets the worst of the humiliations.
- Caught with Your Pants Down: Several times.
- In the first movie, we have the pie scene. Also, the intro involves Jim's parents walking in while he's trying to watch a scrambled porno. A tube sock preserves what little dignity he has left. Noah lampshades it when, in a later scene, he finds condoms in Jim's nightstand.
- In the intro of the second movie when Jim's parents come to visit him on the college campus only to walk in just as he having sex with a girl. Doesn't help that said girl's parents suddenly show up too. Also in the second movie, Jim mistakes superglue for lube and glues himself to... himself. And his other hand to the porn movie he was wanking to.
- In the intro to the third movie, Jim's Dad interrupts Michelle giving Jim head under the table. In a restaurant. It's safe to say that pretty much all of the movies start with this. The third movie also had Jim and Stifler getting caught engaging in what appeared to be bestiality, and Stifler having sex with Jim's grandmother.
- The fourth movie has Jim getting caught jerking off by his son and shutting his laptop on his dick, then walking into the bathroom finding Michelle masturbating in the bathtub.
- The Hero: The main character of the story.
- Heroes Want Redheads: Michelle, of course.
- Happily Married: Eventually with Michelle. They get married in the third film.
- Hormone-Addled Teenager: In his first scene he is seen getting ready to masturbate to porn.
- Humiliation Conga: He suffers at least a couple of these moments in every movie.
- Informed Judaism: A subversion. It's not directly stated until American Wedding, where his grandmother berates Michelle for not being Jewish (which in itself must be some kind of in-joke considering Alyson Hannigan's role as Willow on Buffy), and the wedding itself is mentioned as being a half-Jewish wedding. In American Reunion, Jim's Dad watches his son's old Bar Mitzvah tape.
- Lovable Sex Maniac: He's quite sex-obsessed, but still a sympathetic character.'
- Love Epiphany: In the sequel, Jim realizes he loves Michelle when, while talking to Nadia, he finds himself quoting, "This one time, at band camp..."
- Nervous Wreck: Especially when he finds himself in embarrassing situations (all the time).
- Nice Guy: One of the nicest in the films. He's generally friendly and well-meaning, if a bit awkward.
- Precision F-Strike: After (badly) playing the trombone in front of an entire audience, Jim gets overconfident and shouts "I HAVE GIGANTIC BALLS!"
- The Protagonist: Of the franchise as a whole, though in American Wedding he becomes a Supporting Protagonist due to Stifler's Spotlight-Stealing Squad.
- Sensitive Guy and Manly Man: Meek Adorkable Jim is the Sensitive Guy to Stifler's crass, obnoxious Manly Jerk Jock.
- Supporting Protagonist: Of American Wedding, sidelined by Stifler's antics despite his wedding being the main storyline.
- Tacky Tuxedo: During the prom in the first film, he dons the infamous blue ruffles tuxedo.
- They Do: With Michelle.
- This Loser Is You: Jason Biggs seems to have made a career out of playing this type of character. (Hell, one of his movies actually had the title "Loser").
- Unlucky Everydude: Easily has the worst luck out of all the characters, being always in the wrong place at the wrong time.
- Wacky Parent, Serious Child: With Noah. Jim is hardly serious, but he can still qualify being a fairly normal teenager, while Mr. Levenstein is not exactly a normal father.
Steven Stifler is the deuteragonist of the American Pie series, and the main character in American Wedding.
- Accidental Misnaming: In Reunion, his boss repeatedly calls him "Staphler." When Stifler finally stands up to his boss near the end of the movie, he replies, "The name's Stifler... fucker."
- Alliterative Name: Just like his actor.
- All Men Are Perverts: More obsessed with sex than the other four guys put together.
- The Atoner: A comedic example by the time American Reunion rolls around, regretting how he acted to everyone in high school, and genuinely wanting friends.
- Badass Boast: Stifler calls himself "The Stifmeister". Then the teens in Reunion think it's an Embarrassing Nickname. Stifler's reaction: "I'm gonna fucking kill you."
- Belligerent Sexual Tension: For a brief moment in the sequel, he and Jessica entertained the idea that this just might be the reason for the animosity between them.
- Beta Couple: With Cadence in Wedding.
- Betty and Veronica: The Veronica to Finch's Betty for Cadence's Archie in Wedding.
- Book Dumb: Mentions having been a "C student".
- Breakout Character: The name of Stifler has become practically synonymous with the American Pie franchise.
- The Bully: He's the resident Jerk Jock, after all, though he gets some character development later on.
- Character Development: Goes from a bullying jock to a Love to Hate protagonist, to a sympathetic, somewhat tragic character and Jerk with a Heart of Gold in Reunion.
- The Chew Toy: It's certainly funny to see him get his just desserts.
- Disproportionate Retribution: Has a tendency to do this, such as in the first film, he makes Finch the victim of a Laxative Prank simply for spreading rumors that he beat Stifler up (and then goes on to humiliate him in front of a group of girls, therefore making it impossible for Finch to get a date); then in Reunion, he destroys the jetskis of A.J. and his posse simply for being "splashed."Kevin: You destroyed their jetskis!Stifler: They splashed us... so...
- Drop-In Character: Turned up uninvited to Jim's wedding.
- Even the Guys Want Him: In Wedding, Stifler goes out of his way to prove that a gay man would want a piece of the Stifmeister, by challenging Bear to a dance-off. When Stifler won, every man in the bar swarmed him, with Bear declaring, "I love you", and Stifler telling Jim afterward, "Told you that guy wanted to fuck me!"
- Flanderization: Stifler's Jerk Jock antics are cranked Up to Eleven in Wedding. Inverted in Reunion where, though still a Manchild, his portrayal is closer to the Stifler in the first two films.
- Fratbro: Even before he went to college, he fit the stereotype perfectly being a boisterous party animal focused on partying and getting laid. It's rather telling that his Character Development in the sequel is "becoming comfortable enough with his sexuality to kiss a dude in order to have a threesome with lesbians."
- Friendless Background: Subverted. Stifler was well-known in high school, but it turns out that everyone only pretended to like him, and the closest thing he had to actual friends were Jim and the gang.
- The Friend Nobody Likes: Stifler is more antagonist in the first movie, but is squarely this in the second, and makes an effort to redeem himself in American Wedding.
- Fun Personified: If you want to have fun at your party, he's the perfect person.
- Hidden Depths: He's a surprisingly good dancer.
- Hidden Heart of Gold: Just don't expect him to ever admit it.
- I Banged Your Mom: In Reunion, he finally gets his revenge on Finch for sleeping with his mom by nailing Finch's mom on the lacrosse field.
- I Just Want to Have Friends: Thinks of Jim and the gang as his brothers, but constantly annoys them with his antics.
- In-Series Nickname: "The Stifmeister", of course!
- Jerkass: In the first two movies and a good part of the third movie before his Character Development.
- Jerkass Has a Point: In Wedding, Stifler points out that he's been looking out for Jim's sex life ever since high school because the first tits Jim ever saw were because of him (as Stifler gave Jim the idea for the Nadia video), and the first girl Jim ever hooked up with (Michelle) was at Stifler's post-prom party, at his cottage. The Stif-Man showed him the way!
- Jerk Jock: In the first film he plays on the high school lacrosse team.
- Jerk with a Heart of Gold: After some Character Development he becomes this in American Wedding. Reunion portrays him in a much lighter fashion, showing that while he hasn't let go of his immature behavior, all he wants is for the guys to have a good time and he still cares about them.
- Lady Killer In Love: With Cadence in American Wedding. Although Stifler does end up with Cadence at the end of the movie she is nowhere to be found or even mentioned come American Reunion.
- Large Ham: Especially in American Wedding, where he's prone to shouting and overreacting, even more so than in the other movies.
- Last-Name Basis: The other characters almost always refer to him as Stifler.
- Lovable Sex Maniac: Biggest one in the series (and that's saying something).
- Manchild: By Reunion he's an adult who still acts like his fratboy teenage self.
- The Millstone: In American Wedding before he redeems himself at the end. Ironically, while Stifler does make trouble of his own, he inadvertently solves most of Jim's problems: teaching him how to dance, getting Michelle's dress made, earning him the blessing of Michelle's parents, and winning Grandma's approval.
- The Nicknamer: "Shitbreak" for Finch, "Fuckface" for Oz, and "Choir Chick" for Heather.
- Noble Demon: A rare comedic example, who is capable of incredible selflessness, loyalty, love and kindness in spite of his rude and selfish nature.
- Obfuscating Stupidity: Oddly enough proves to be this in Reunion when he reveals he was well aware that the others intentionally excluded him from their lives, having pretended to believe that they simply forgot to invite him to hang out before the reunion when he actually realized it.
- Really Gets Around: Stifler claims to have gotten laid 23 times in his freshman year of college, and according to Reunion, had sex with a significant amount of the girls he went to high school with. Unless you apply the Rule of Three...
- Running Gag: Stifler is usually the brunt of the joke when it comes to ingesting some kind of bodily increment:
- In the first film, there's the bottle of pale ale...
- In the second film, Stifler winds up getting peed on by John, and mistaking it for champagne that a girl was pouring on him.
- In the third film, the infamous chocolate truffle...
- Averted in Reunion, where he turns the charade by taking a shit in a posse of teenagers' beer cooler.
- Sad Clown: In Reunion, he longs for the old days but tries his best not to show it, especially in front of the other guys, and is deeply offended that they didn't bother to catch up with him for the last few years.
- Sensitive Guy and Manly Man:
- Sexual Karma: After helping Sherman (the guy he tormented throughout high school) find a girl to score with, Stifler is rewarded moments later by meeting Finch's Mom (which in turn finally allows him to get revenge on Finch for banging his mom three times).
- Sir Swears-a-Lot:Stifler: Observe the fucking Stifmeister. What is his defining characteristic?Jim: He uses the 'F' word excessively.Stifler: (touched) Thanks, man.
- Spotlight-Stealing Squad: Let's face it, American Wedding was basically The Stifler Show.
- A Threesome Is Hot: Happens to him at the end of the second movie, with the two close homeowners.
- Token Evil Teammate: While his friends are also somewhat immature and perverted (it's American Pie we are talking about), Stifler is the only one who is portrayed as a shamelessly amoral and obnoxious jerk.
- Took a Level in Dumbass: He's a bit more clueless and socially inept in American Wedding.
- Took a Level in Kindness: At the end of American Wedding. He's still an immature moron in the fourth movie, but this time his Jerkass moments come mostly due to him still being trapped in the past and acting like his high school self.
- Undying Loyalty: Stifler may be an obnoxious, sex-crazed jerk, but once he's your friend, he is your friend for life.
- Unsympathetic Comedy Protagonist: Until the third act of American Wedding.
- Virgin-Shaming: Harasses the guys in the first film for being virgins.
- Vitriolic Best Buds: With everyone, especially Finch.Stifler: (after Finch lets him be with Cadence) I fucking hate not hating you.Finch: I did fuck your mom. Twice.Stifler: That's better, fucker!
- Wacky Guy: The outrageous, over-the-top character of the franchise. Up to Eleven in American Wedding.
- The Artifact: Kevin was the Deuteragonist of the first film after Jim, but thanks to the breakout characters of Finch and, particularly, Stifler, by the time the third film (American Wedding) rolled around there was really nothing for him to do, especially since his love interest Vicky wasn't even in the movie. But because he was Jim's best friend it would've been strange for him not to be in the wedding party so he was basically just around to stand there and hardly say anything.
- Better as Friends: He and Vicky end up this way.
- Catchphrase: His "to the next step" toasts.
- Demoted to Extra: In American Wedding. He appears in every scene involving Jim's wedding but doesn't have much to say or do.
- Deuteragonist: Of the first film.
- Did Not Get the Girl: Vicky leaves for college elsewhere at the end of the first film, then in the second film turns up with a new boyfriend. Kevin eventually decides that he would rather have Vicky as a friend, than not in his life at all.
- Dogged Nice Guy: His relationship with Vicki turns him into this after he accidentally insults her in the first film and doesn't fully recover until he learns to let go at the end of the sequel.
- The Face: The closest thing the core group has to one.
- The Generic Guy: There's a reason he got sidelined in favor of Stifler and Finch.
- Happily Married: To Ellie in Reunion.
- The Leader: In the first movie, he's something like this among the four main friends. He can also qualify as a Standardized Leader.
- A Man Is Always Eager: In the first film, he wants to have sex after two years of dating Vicky, but Vicky isn't quite sure if she's ready. They wind up doing it at Stifler's post-prom party.
- Nice Guy: He's a bit pushy in the original film, but gets better in the sequels, and is always trying to keep the group together.
- Only Sane Man: Shares this role with Oz.
- Running Gag: In Wedding, everyone repeatedly tells him to shut up. Ironically, he doesn't have many lines in the film to begin with.
- Supporting Leader: The closest thing to a leader in the main group, but he's not the main character.
The easygoing lacrosse player Christopher "Oz" Ostreicher tends to exaggerate his success with women, but he's at least a stinkfinger more experienced than the rest of the crew.
- The Big Guy: Plays on the lacrosse team in the first film.
- The Bus Came Back: In Reunion. No explanation is given for his absence in American Wedding, other than him saying he wasn't going to miss the reunion after not attending Jim's wedding.
- Casanova Wannabe: He starts out as this in the first film, despite being more athletic and handsome than his friends (to be fair, "Suck me, beautiful" wasn't exactly a good pick-up line..) He stops when he finds out women aren't turned on by it and actually gets a good Character Development after he falls in love with Heather.
- Gentle Giant: The resident tall Big Guy and much more sensitive than he looks.
- Lovable Jock: Despite his initial reputation as a Jerk Jock, he's actually a Nice Guy.
- Mr. Fanservice: Being a lacrosse player, he's in insanely good shape and is seen in a towel after hitting the showers. Then there's his intimate moments with Heather.
- Nice Guy: After his Character Development in the first film. He even manages to get along with Stifler without many issues.
- Only Sane Man: Shares this role with Kevin.
- Only Known by Their Nickname: Only Heather calls him "Chris" at first, but when they become an Official Couple, she lovingly refers to him as Oz.
- Put on a Bus: Does not appear in American Wedding, despite being one of Jim's best friends.
- Sequel Non-Entity: In Wedding. Nobody acknowledges his existence.
- Tall, Dark, and Handsome: They are all dark-haired, but he's taller than his friends and more conventionally handsome.
- Betty and Veronica: The Betty to Stifler's Veronica for Cadence's Archie in Wedding.
- Cloudcuckoolander: Especially in the second movie, when he's practicing the art of tantra and prepping for Stifler's mom to arrive.
- Cunning Linguist: Speaks Latin fluently, and mentions in Reunion that he translated The Brothers Karamazov into Latin for fun.
- Deadpan Snarker: He becomes very snide towards Stifler in later movies.
- Delusions of Eloquence: Acts suave and sophisticated, but make no mistake, he's just as sex-crazed as the other guys.
- Did Not Get the Girl: In the third movie, he tries to win the affection of Michelle's sister Cadence, but she chooses Stifler at the end. Averted in the fourth movie, when he starts dating a woman named Selena.
- The Finicky One: Doesn't like to use public toilets, which leads to an unpleasant prank from Stifler.
- Foil: He's the urbane intellectual to Stifler's boorish jock.
- Gentleman and a Scholar: He's very polite and enjoys talking about such topics as quotes from Voltaire.
- Humiliation Conga: In the first movie he's victim of a Laxative Prank, and is tricked by Stifler into using the girls' restroom. Afterward, he emerges humiliated before a crowd of fellow students and is also left dateless.
- I Banged Your Mom: This sets up a pretty interesting Insult Backfire to Stifler in the fourth movie after Finch had previously slept with his mother three times.
- In-Series Nickname: "Shitbreak", by Stifler.
- Kavorka Man: Somewhat. He's an oddball and not the best looking of the guys yet he hooked up with the most girls during his first year of college, at three. It may not be that many compared to Stifler (or so Stifler claims), but still rather impressive.
- Laser-Guided Karma: Stifler hooking up with Finch's Mom in the fourth movie.
- Last-Name Basis: He's always referred to by his last name.
- Likes Older Women: Stifler's mom, of course.
- Nice Guy: To everyone except Stifler. In Wedding his polite personality makes him a foil to Jerkass Stifler, and in Reunion a Formerly Fat girl reveals that Finch was the only person who was nice to her in high school.
- Running Gag: The first three movies end with him nailing Stifler's Mom. By the fourth movie, it's the other way around, however, with Stifler nailing Finch's mom.
- Sensitive Guy and Manly Man: The intellectual Gentleman and a Scholar (sensitive) to Stifler's crass, obnoxious Jerk Jock (manly). The contrast is made evident in the third movie and at some point they end up swapping roles.
- Shrouded in Myth: Finch always inspires many rumors.
- Smug Snake: Towards Stifler in Wedding and Reunion.
- The Smart Guy: The scholarly, intellectual member of the group.
- Vitriolic Best Buds: With Stifler in later movies.
- Adorkable: With Jim in an Adorkable couple.
- All Women Are Lustful: That one time at band camp, sticks a trumpet in her boyfriend's ass as sex play, goes down on him during a dinner with his father, indulges in A Date with Rosie Palms and S&M.
- Ascended Extra: She wasn't introduced until 2/3 of the way through the first movie and had less than four minutes of screentime.
- Betty and Veronica: The Betty to Nadia's Veronica for Jim's Archie.
- Catchphrase: "This one time, at band camp..." in the first film.
- Covert Pervert: Of course, it's Alyson Hannigan here.
- The Cutie: Seen as a shy and Shrinking Violet before she picks out Jim to use in bed, and when they meet up next she is endearing in teaching him how to be a better lover.
- Dominatrix: Between her and Jim, guess which one is shown at the end of their first date to be the dominant one in bed?
- Fiery Redhead: When she wants to be. She wastes no time in beating up on a much younger high school jock that was assaulting Jim.
- Flanderization: Her sex drive is cranked up in later films after she turns out to be a Dominatrix, to the point where one of the direct-to-video installments mentions Jim as having "married a nympho."
- Good Bad Girl: She's a raging sex fiend... and possibly the nicest character in the franchise.
- Happily Married: Eventually with Jim.
- Lovable Sex Maniac: First she does an Ass Shove to Jim as a form of foreplay then claims to Nadia he did it to her. She was trying to make it look like she and Jim were splitting up and that the two of them are sexual beasts so Nadia would want Jim.
- Motor Mouth: In the first movie, with all her "Band Camp" stories.
- My Girl Is a Slut:
- It's blatantly obvious that her first time wasn't with Jim...
- "This one time, at band camp, I stuck a flute in my pussy." Also doubles as a Wham Line, as Jim surely wasn't expecting this.
- Nice Girl: She initially treats Jim as just a plaything, then when he shows he's interested in being better in bed she's all for it and even tries to get him with Nadia, before he realizes she is who he wants.
- She Cleans Up Nicely: Well, you gotta admit Michelle cleans up good.
- Shrinking Violet: At first. Then she reveals that band camp story, asks Jim if they're going to screw then dominates him.
- They Do: With Jim.
- Women Are Wiser: Has more sexual knowledge and experience than Jim does, even offering to give him some pointers on how to seduce a girl.
- The Bus Came Back: Like Oz, she returns for Reunion.
- Demoted to Extra: In the sequel, where she only appears in a handful of scenes (mostly because she is in Spain at the time).
- Expository Hairstyle Change: Redhead in the first two films, blonde in Reunion.
- Girl Next Door: Especially in the first film, where she's the approachable, sweet choir girl.
- Innocent Blue Eyes: Back when she was just the "goody-goody choirgirl priss". In the sequel she's a tad less innocent.
- Nice Girl: An innocent, approachable Girl Next Door.
- Only One Name: Her last name is not revealed.
- Put on a Bus: A deleted scene from Wedding mentions that Heather and Oz are in Spain during the film's events.
- Satellite Love Interest: All of her scenes revolve around Oz in some way.
- Single Woman Seeks Good Man: With Oz, who unlike Ron wasn't looking to wife-swap.
- Betty and Veronica: The Veronica to Michelle's Betty for Jim's Archie.
- Bi the Way: Implied. She pleasures herself while looking at Jim's magazines containing pictures of naked women, and when Jim walks in on her, she almost has sex with him.
- The Bus Came Back: In the second film, as well as for a brief cameo in Reunion.
- Easily Forgiven: Even after sending a video of her near-naked over the internet, Nadia shows absolutely no ill will towards Jim.
- Europeans Are Kinky: She's a kinky Czech exchange student.
- Foreign Exchange Student: A foreign exchange student who attended East Great Falls during the fall of 1999.
- Foreign People Are Sexy: She serves as the "Hot European chick" who provides Foreign Fanservice.
- Graceful Loser: She doesn't hold it against either Jim nor Michelle when Jim chooses Michelle in the second film.
- Ms. Fanservice: Come on, you know the scene...
- Nice Girl: Very upbeat.
- The One That Got Away: After the webcam scene in the original film, she's Put on a Bus, much to Jim's dismay. He harbours feelings for her in the second film until he eventually chooses Michelle. Jim's dad even refers to this trope by name regarding her. Ironically, it's implied in Reunion that Jim is this to her.
- Only One Name: She's only known as Nadia.
- Pair the Spares: With Sherman at the end of American Pie 2.
- Put on a Bus: After the events of the first film, and then again after the second.
- Romantic Runner-Up: Jim turns her down once he realises that he had something special with Michelle.
- Sensual Slavs: An Eastern European with an incredible body.
- Tying Up Romantic Loose Ends: With Sherman at the end of the sequel.
- Advertised Extra: Despite appearing on the poster of Reunion, she has about a minute of screentime in the final cut. The explanation for this is that the characters are in the same place on the poster for Reunion, as they were on the poster for the original American Pie, hence Jessica's prominence.
- The Bus Came Back: For a cameo in Reunion
- The Cameo: In Reunion, Jessica makes only a brief appearance near the end, where she unites with Kevin and (to her displeasure) Stifler, at the reunion, encouraging Kevin to talk to Vicky. A deleted scene also has her catching up with Finch.
- Deadpan Snarker: Vicky's snarky best friend.
- Hidden Heart of Gold: As droll as she is, she's always been a good friend to Vicky, Kevin and Finch.
- Only One Name: She's only known as Jessica.
- Put on a Bus: In American Wedding.
- Ship Tease: With both Finch and Stifler.
- Suddenly Sexuality: In Reunion, Jessica announces to Kevin that she's now a lesbian, and brings her girlfriend with her to the reunion.
Noah Levenstein is Jim Levenstein's apparently geeky dad, whose awkward efforts to help Jim often cause more embarrassment than anything, despite his good intentions. He is the only character to appear in all eight American Pie films.
- All Men Are Perverts: Though it's clear he loves his wife, even Mr. Levenstein has these moments.
- Amazingly Embarrassing Parent: Of course this happens if your father tries to give you awkward sex advice and keeps talking about the most embarrassing sexual issues, including his own past experiences.
- And Starring: He gets the final "and" credit.
- Big Ol' Eyebrows: "They're kinda my trademark."
- Breakout Character: The only character to appear in all eight American Pie films.
- Brutal Honesty: And how. Mr. Levenstein means well, and his advice usually does work, but bound to be awkward to listen to.
- Bumbling Dad: Probably the most awesome (and embarrassing) movie dad ever.
- The Cameo: In The Book of Love, he makes his briefest appearance in the series (which is essentially nothing more than an extended cameo), helping the main trio recreate the Sex Bible.
- Cool Old Guy: Definitely. Not much is said about his past in the theatrical films, but in the direct-to-video sequels, it is revealed that Mr. Levenstein started the Naked Mile, was the previous president of the winning BETA House in the Greek Olympiad during his college years, and created the original Sex Bible in high school.
- Doting Parent: Say what you will about Mr. Levenstein, but he really does care about Jim.
- Former Teen Rebel: More college rebel, but as mentioned in Cool Old Guy you get the idea. He started the Sex Bible and was the first author. The Naked Mile was a passive protest to "stick it to the man," and he was fraternity president of BETA House by 1968. He is remembered as a legend by the fraternity, and current Beta president Dwight Stifler proclaims him to be "the craziest bastard this campus has ever known".
- Good Parents: As clueless and embarrassing as he is, he means well.
- Happily Married: Until his wife passed away.
- Nice Guy: A very polite and well-meaning family man.
- No Name Given: Until The Naked Mile he is only referred to as "Jim's Dad".
- Open-Minded Parent: Tries hard to be one, even a bit too much. In American Wedding, Michelle privately asks Noah for advice, explaining that Jim told her that he felt he could talk to his dad about anything. Noah nearly tears up, realizing that he's done a great job as a father.
- Tying Up Romantic Loose Ends: He finds love after his wife's death by hooking up with Stifler's Mom.
- Wacky Parent, Serious Child: With Jim. Jim is hardly serious, but he can still qualify being a fairly normal teenager, while Mr. Levenstein is not exactly a normal father.
The mother of Steve Stifler and Matt Stifler. She is the source of the now wildly famous term "MILF" (Mom I'd Like to F*ck) and one of the only supporting cast members to appear in all four films featuring the original cast. She is a common fantasy among the male students at East Great Falls High.
- Informed Attractiveness: Actress Jennifer Coolidge was even able to play a Hollywood Homely character a couple of years later in Legally Blonde with the only real visual change being a marginally less flattering haircut.
- Mrs. Robinson: Has a sexual relationship with highschool graduate Paul Finch.
- Ms. Fanservice: The Trope Codifier for the word "MILF". She tends to wear dresses that highlight her buxom figure.
- Playing Gertrude: Jennifer Coolidge is only thirteen years older than Seann William Scott, who plays her son.
- The Reveal: Her first name is Jeanine, but still insists that Finch call her "Stifler's Mom."
- Single Woman Seeks Good Man: After years spent dating losers and deadbeats, she ends up falling for the gentlemanly Noah Levenstein. Even her fling with Finch has shades of this, as she first became attracted to him because of his suave and sophisticated demeanor.
- Stacy's Mom: Stifler's mom is the reason everybody knows what "MILF" means. She is certainly the Trope Codifier for the acronym.
- Tying Up Romantic Loose Ends: She and Jim's Dad get together midway through Reunion.
Matthew Stifler is Steve's younger brother, whose first name was not revealed in the first two films. Although a minor character in the first two films (and not seen or mentioned in the third), he was the main character of Band Camp.
- Big Brother Worship: He looks up to his older brother as a role model.
- He Is All Grown Up: In the first two films, he's a teenager, then in Band Camp, he's a senior in high school like Steve was.
- Hidden Depths: He can play the bagpipes rather well.
- Jerkass: For most of the movie he tries to emulate Steve and changes his ways when he finds out that everyone hated his brother. Because he was a Jerkass. As a result, Matt gets better.
- Jerk with a Heart of Gold: Finally evolves into this by the end of Band Camp.
- Official Couple: With Elyse at the end of Band Camp.
- Sir Swears-a-Lot: Since he tries to be like his brother.
- Suspiciously Similar Substitute: For Steve, in Band Camp, and how. He's an almost exact copy of his older brother.
- Unsympathetic Comedy Protagonist: In Band Camp, until about the last half-hour.
Kevin's older brother. He provides him with useful advice such as telling him about the Book of Love and recommending a summer house.
Chuck "The Shermanator" Sherman is an acquaintance and a friend of Jim, Finch, Oz, Kevin, and Stifler. He is also a rival to Stifler. He is obsessed with the Terminator movies and thinks that Terminator 2 is the greatest movie ever made.
- The Bus Came Back: For a cameo in Reunion. He also made an appearance in the direct-to-video movie Band Camp, where he is shown to have become the counselor of East Great Falls High. He plays a crucial part in the plot, sending Matt Stifler to Band Camp, and inadvertently turning Matt into a Jerk with a Heart of Gold by telling him that his older brother, Steve, was not well-liked in high school because of how he treated everyone.
- Casanova Wannabe: "I am the Sherminator, a sophisticated Sex Robot sent through time to change the future for one lucky lady"
- Fanboy: For the Terminator, so much that he named his son after Edward Furlong, who co-starred in Terminator 2: Judgment Day.
- Flanderisation: Hie Terminator obsession was originally limited to the odd quote. In Reunion he's gone as far as to name his firstborn after Edward Furlong.
- Give Geeks a Chance: Thanks to Nadia's geek fetish, he managed to get laid.
- In-Series Nickname: "The Sherminator", mostly by himself.
- Jerkass: He brags about sleeping with a girl before the other guys did, but it turned out it wasn't true.
- Laser-Guided Karma: After lying about sleeping with a girl he just met, said girl tells the entire graduating year that he's still a virgin (save for one unlucky grapefruit) and that he wets himself when he's nervous. This results in Sherman remaining a virgin until the end of the second movie.
- Last-Name Basis: The other characters call him by his last name, Sherman.
- Pair the Spares: With Nadia at the end of American Pie 2, although considering that it is never shown their relationship progressed any further, it's assumed to have been a one night stand.
- Put on a Bus: In American Wedding.
- Small Name, Big Ego: His "Sherminator" act isn't as successful with girls as he thinks.
- Third-Person Person: He refers to himself as "the Sherminator".
- Tying Up Romantic Loose Ends: With Nadia at the end of the sequel.
- Ascended Extra: In Reunion. He sets up the main storyline by planning the reunion.
- Camp Straight: Bordering on Ambiguously Bi in Reunion. He comments on Oz' body and has an interest in party-planning (which turns out to be Stifler's calling by the end of the film).
- Likes Older Women: One of the MILF guys who like Stifler's mom.
- Those Two Guys: With Justin. Until Reunion the only time they're seen apart is a brief scene where John is apart of the school choir.
- Token Minority: The only Asian person in the movie.
Amber & Danielle
Two women who live together and seem suspiciously comfortable with each other's bodies...
Michelle's sister, who gets into a love triangle with Stifler and Finch.
- All Girls Want Bad Boys: Subverted, as Cadence seems to like both Stifler and Finch, although she takes to Finch's imitations of Stifler. However, even after she finds out that Stifler was only pretending to be a preppy nice guy, she still ends up with Stifler.
- Beta Couple: With Stifler.
- Betty and Veronica: The Archie to Finch's Betty and Stifler's Veronica.
- Chuck Cunningham Syndrome: She only appears in Wedding and is never mentioned afterwards.
- Sequel Non-Entity: In Reunion.
- Single Woman Seeks Good Man: Played with. Initially, after she tells Michelle that she wants to attract a decent guy, Jerk Jock Stifler pretends to be polite and intellectual like Finch. But when Finch realizes that Cadence is beginning to tire of the intellectual Nice Guy Stifler, he pretends to be a Jerk Jock like normal Stifler (and Cadence apparently liked Finch's "bad boy" act). Cadence eventually begins to catch on that her two suitors are acting like each other, and towards the end she chooses Stifler, but only after he finally admits his mistakes and shows his Hidden Heart of Gold side.
Harold Flaherty & Mary Flaherty
Michelle and Cadence's parents.
- Covert Pervert: Harold is just like Michelle, as he's quite obviously excited (in front of his wife) by the two strippers at the bachelor party, and even asks later on if they're still around.
- Mama Bear: Mary shows some signs of this; for example, when Finch is insulting the hotel desk clerk (to make an impression on Cadence), she grabs Finch by the ear and calls him out for being disgusting.
- Trademark Favorite Food: The infamous chocolate truffle which, as Stifler learns all too painfully, tastes nothing like a chocolate truffle...
Jim's paternal grandmother.
- Defrosting Ice Queen: With a little help from Stifler.
- Doting Grandparent: She doesn't want Jim to marry Michelle because Michelle is not Jewish.
- Dirty Old Woman: Has no objections to doing it with Stifler.
- Not What It Looks Like: Stifler yells these exact words when Finch and Kevin catch him in the act with Grandma.
- Took a Level in Kindness: Lightens up considerably later on.
An openly gay man with plenty of good connections.
- The Bear: What's in a name? He's big, hairy and all about the guys.
- Big Fun: Built like a mountain and is friends with two strippers.
- Defeat Means Friendship: After Stifler beats him in a dance-off, the two become friends, with Bear even offering to provide the strippers for the bachelor party, and helping out with the wedding at the end.
- Macho Camp: A solid-built homosexual that even Stifler finds a little intimidating.
- Odd Friendship: With Stifler.
Officer Krystal & Fraulein Brandi
Two strippers. Krystal is a cop-stripper and Brandi is a maid stripper.
- Because You Were Nice to Me: She falls in love with Finch because he was the only person who was nice to her in high school.
- Formerly Fat: Used to be a dorky fat band geek in high school, but now she's a beautiful bartender.
- Geeky Turn-On:Selena: While everybody else was out partying, I sat at home writing X-Files fan fiction.Finch: I translated The Brothers Karamazov into Latin... for fun.
- Official Couple: With Finch.
- Remember the New Guy?: Apparently, she was Michelle's best friend from band camp, but isn't mentioned until this movie.
- Spicy Latina: Downplayed, but Michelle hints that they experimented one time at band camp.
Jim's neighbor, who has just turned 18.
- Male Gaze: Her first appearance has her walking in slow motion, wearing skintight clothes with a lot of bouncing.
- Only One Name: She's only known as Kara.
- Remember the New Guy?: Jim used to babysit her, but she wasn't introduced until this movie.
- She's All Grown Up: How Jim sees her.
- Single-Target Sexuality: She's had a crush on Jim since she was a little girl, and she wants to lose her virginity to him.
- Stalker with a Crush: Towards Jim.
- Bastard Boyfriend: To Kara.
- Crazy Jealous Guy: He is extremely paranoid, thinking Jim is trying to steal Kara from him.
- Evil Counterpart: He's an even more obnoxious version of Stifler, with none of his likable traits.
- Jerkass: There's nothing remotely likable about him. He's a possessive boyfriend, throws his weight around and pulls pranks on beachgoers unprovoked.
- Only One Name: He is known only as A.J.
Heather's new boyfriend.
- Anti-Villain: He is undoubtedly a Jerkass but aside from suggesting a wife swap (with the consent of the wives involved) the only really 'villainous' thing he does is get angry over his girlfriend falling for and then actively cheating on him with her old flame and threaten to sue that (larger, more muscular) old flame if he assaults Ron.
- Only One Name: He is known only as Dr. Ron.
- Romantic False Lead: His interest in Mia is a major hint that he's not completely devoted to Heather.
Oz' new girlfriend.
- All Women Are Lustful: She's very wild and sexually promiscuous.
- Hello, Nurse!: Obviously, being a supermodel.
Erik Stifler (John White)
- A Date with Rosie Palms: In both The Naked Mile and Beta House, the first of which kills his grandmother.
- Supporting Protagonist: In Beta House, Dwight is essentially the protagonist, although the story is told through Erik's experiences (such as in American Wedding, where the story centered around Stifler, but was about Jim's wedding).
Dwight Stifler (Steve Talley)
- Big Man on Campus: He's well-liked by everybody, in comparison to the previous Stiflers (sans Erik).
- Lovable Jock: Easily more likable than the other Jerk Jock Stiflers. He directed his insults, pranks, and other shenanigans directly at those who antagonized him, rather than everyone.
Scott Stifler (John Patrick Jordan)
- Alliterative Name: Scott Stifler both start with the letter "S".
- Bestiality Is Depraved / Black Comedy Rape: When ending up in naked outside his house, he winds up raped by a moose.
- Generation Xerox: Like Steve (and likely all of the Stiflers before him) in Book of Love he plays on the high school football team, has the infamous Stifler Sex Drive, and throws the wildest parties.