"...Mr. Madison, what you've just said is one of the most insanely idiotic things I have ever heard. At no point in your rambling, incoherent response were you even close to anything that could be considered a rational thought. Everyone in this room is now dumber for having listened to it. I award you no points, and may God have mercy on your soul."
— The Principal
Billy Madison is a 1995 Comedy film starring Adam Sandler as a rich slacker who must go back to school, starting with first grade, all the way through high school, in order to inherit his father's company. He falls in love with Veronica Vaughn (Bridgette Wilson), his beautiful 3rd grade teacher, along the way. Hilarity Ensues.
Accidental Pervert: Billy purposefully initiates such an experience with his teacher Veronica, blaming the accident on a bumpy bus ride in the hope that she'll think it's this. Of course, he's just being a regular pervert.
Well, he originally wasn't going to do it, but then the kid double-dog dared him...
Eric to Mr. Madison for when he wouldn't give him the company and was allowing Billy to complete high school.
Brick Joke: During the bus ride to the farm, the bus driver throws a banana peel out the window and onto the highway. Much later in the film, a car driven by the Jerk Ass O'Doyle family veers off course after going over the peel and plunges over a cliff.
"Hey, kids, it's me! I bet you thought that I was dead! But when I fell over I just broke my leg and got a hemorrhage in my head!"
"Man, I'm glad I called that guy."
Bunny-Ears Lawyer: Billy has shades of this. He comes up with the movie-defining plot off the top of his head in a matter of seconds. His father is impressed by the thoroughness and the fact that Billy actually set up a significant challenge for himself, influencing his decision to go through with it.
Character Development: On the way, Billy grows more mature, apologizing for his bad behavior and genuinely cleaning up his act.
Character Filibuster: Subverted and parodied. Billy is required to give one of these describing how a work of literature reflects the changes the Industrial Revolution had on the modern novel as part of the climactic general knowledge quiz. He elects to compare the Industrial Revolution to a children's story called "The Puppy Who Lost His Way," and the scene cuts to the ending of the seemingly inspirational and well-informed monologue he gives on the subject. Then Billy turns to the headmaster to find out how he did, and the response is the quote at the top of the page.
The song Billy sings after Veronica beats the shit out of him is probably a straighter example.
Chekhov's Gunman: Aforementioned classmate, who had become a real gunman in the meantime. He's seen crossing Billy off of a hit list after they make peace.
Cloud Cuckoolander: Billy most of the time, but practically every character in the movie during the bizarre Big Lipped Alligator Moment where they're all singing or dancing. ("Do you have any more gum, more gum, more gum, more gum, more gum, more gum?")
Do you have any more gum?
Billy's first grade teacher indulges in some rather odd habits when her class is outside playing dodgeball.
Comedic Sociopathy: This being an Adam Sandler picture, there's heaps and heaps of it. Billy sees a clown on stilts topple over and laughs his head off, even though the actor in the clown makeup has cut open his lip and broken his leg. He later reacts with hilarity when his arch-nemesis, Eric, is burning to death (but it's an Imagine Spot, so he gets better). A story about a professional wrestler killing an opponent by sitting on his head is played for laughs, as is a secretary being violently knocked into a coma. But the best (er, worst) example has to concern the O'Doyles, a family of stereotypically Irish-American louts (milky skin, freckles, ginger hair, you know the drill...) whose sole function in the movie is to act like a Jerk Ass to Billy at various plot points. Billy ultimately gets his revenge when a car carrying the entire O'Doyle family skids wildly after zipping over a banana peel on the highway and plunges over a cliff; every single O'Doyle is killed.
Disco Dan: When Billy shows up for his first day of high school, he arrives in a 1979 Pontiac Trans Am, blaring "The Stroke" by Billy Squier loudly over the radio and wearing a denim jacket with a REO Speedwagon t-shirt. Since this movie was released in the mid-90s when alternative rock and hip-hop were the dominant genres of music, Billy's attempt to look cool backfires big time.
Disney Death: The clown at Billy's party, who comes back to life just to take part in a musical number.
Epic Fail: The moderator of the Academic Decathlon suggests that Billy has made the audience dumber for giving a blatantly incorrect answer. Billy even does a Lampshade Hanging, pointing out that the moderator's reaction was a bit excessive.
Fan Disservice: We're suckered into thinking we're going to see Veronica Vaughn strip herself to the waist, but instead the one performing the striptease is the disgustingly fat male bus driver. Played by Chris Farley. Ick.
Having a Gay Old Time: In-universe: Veronica has to teach her class with a short story called "My Sister Fanny," and just lets them all giggle a bit and get it out of their system first. Billy doesn't get it, but then it turns out the story is on page 69 of their book.
Heel Realization: Getting bullied when he enters the high school prompts Billy to realize his own bullying tendencies when he was a kid. It prompts him to call an old classmate he used to pick on and apologize... which prompts the old classmate to drop him from his 'kill' list. And save his life at the end.
Billy is also friends with one of his father's executives, Carl, who is one of the few people who actually believes in Billy.
Jerkass: Eric, but also Billy, especially in the beginning of the film.
And the entire O'Doyle clan.
Jerkass Has a Point: Eric is a Corrupt Corporate Executive and sleazy Jerk Ass who merely wants to run Madison Hotels. However, he is right when he points out that the company's fifty-thousand employees are not likely to have jobs for very long if the president makes his drunkard son (who only graduated because his father bribed his teachers) president of the company. Note, though, that before Billy strikes a deal to graduate legitimately, this actually does temporarily convince Billy's father to hand the reins over to Eric. It's also noteworthy that, after some Character Development, Billy himself concludes that he's not cut out for the management of a large company and turns it over to Carl, who is both competent and not a Jerkass.
He had very minor shades of it from the start. When he learns that his father bribed his teachers to pass him, he seems both upset that he didn't honestly earn his grades and that his father would do such a thing.
He also objects to putting Eric in charge of the company because he knows Eric is immoral and callous (or, as he puts it, "He is a bad man!"). He doesn't seem particularly upset that his father's not passing the company to him until he learns it would go to Eric instead.
Karma Houdini: The incident where Billy grabs Veronica's breast. For an adult man, that's sexual assault and she could have easily reported him to the police. Of course, he requires a double-dare before he'll go through with it but he still got away with it.
Eric counts too. Despite after trying to shoot Billy and then getting shot in the buttock by the one guy that Billy apologized to him for bullying him when he was a kid, he doesn't ever get arrested and only ends up in crutches. But likely was fired.
Lame Comeback: After the searing criticism of Billy's analysis in the page quote, Billy comes back with...
...Okay, a simple "wrong" would've been just fine, but ok.
Pair the Spares: Taken to its logical extreme at the end of the movie (including the penguin).
Paste Eater: Billy eats the paste of glue in his first-grade class.
Product Placement: Done very blatantly early on with Triscuits featuring in the first conversation between Carl and Eric; it's worth noting that Bradley Whitford seems less than enthusiastic about having to plug the "delicious Triscuit crackers".
Billy sure loves his Snack Pack. He would trade his remaining banana for a kid's remaining Snack Pack.
"The Reason You Suck" Speech: Billy is on the receiving end of a legendary one after giving an stupid answer during the academic decathalon at the end.
Principal: Mr. Madison, what you've just said is one of the most insanely idiotic things I have ever heard. At no point in your rambling, incoherent response were you even close to anything that could be considered a rational thought. Everyone in this room is now dumber for having listened to it. I award you no points, and may God have mercy on your soul.
Billy: Okay, a simple "wrong" would have been fine.
Retired Badass: If we may describe it as badass, the principal (formerly known as The Revolting Blob).
Villainous Breakdown: Eric handles the final challenge very well... until he gets a surprise question about business ethics sprung on him, at which point it takes about five seconds of flustered, stuttering incoherence for him to produce a gun and start screaming.