Summary

• BIlly Madison's silliness and humor shine in iconic one-liners and moments of wisdom.
• Billy's return to school is a journey filled with absurdity and hilarious child-like antics.
• Adam Sandler's role as Billy is a comedic triumph that solidified his place in '90s comedy films.

The funniest Billy Madison quotes are a mix of silly one-liners, still-iconic punchlines, and occasional bits of wisdom. Directed by Tamra Davis, Adam Sandler plays the titular childish and under-achieving hotel empire heir in 1995's Billy Madison. In order to prove that he's smart enough to take over the company, Billy goes back to elementary school to finish all 12 grades, with each grade lasting for 2 weeks. Today, for those who can understand and appreciate Sandler's laid-back, underdog comedy, Billy Madison is still considered one of the greatest comedy movies of the '90s.

The Adam Sandler movies on Netflix have ensured that the comedian remains well-known among younger audiences. However, Sandler's comedic roots can be traced back to Saturday Night Live in the ‘90s, and his breakthrough roles in the likes of Billy Madison and Happy Gilmore. The scripts for these films and more are the work of both Sandler and actor, producer, and screenwriter Tim Herlihy, who also worked on SNL. The best Billy Madison quotes represent the earliest movie collaboration between Herlihy and Sandler, which set the foundations for the storytelling in Sandler's early movies.

27 "Here's A Nice Piece Of S***!"

Billy Madison

26

Adam Sandler was just leaving Saturday Night Live when he set up Billy Madison as his big introduction to Hollywood as a leading man. While the goofy comedy that presented him as an immature manchild was a risk, Sandler clearly knew what he was doing and played to his strengths and sense of humor for the role. He totally embraces the fact that Billy is a childish character and this moment highlights that fact.

When Billy's father is worrying about his son and his future, he wonders aloud to himself what Billy could possibly be searching for only for the movie to hilariously cut to Billy excitedly finding a piece of dog droppings to use for his latest prank. It is a wonderful on-the-nose comedic moment that juxtaposes Brian Madison's stoic contemplation with Billy doing the most childish thing imaginable.

25 "Do You Have Any More Gum?"

Billy Madison

With this being the first major starring role in a movie for Adam Sandler, as well as a film he co-wrote, it's impressive how bold he is with the random humor he inserts into the movie. This includes things suddenly launching into a big musical number going into the climax of the movie with Billy singing a song to regain his confidence to return to school. As is expected with this comedy, the song becomes hilariously foolish by the end.

As the song crescendos with the cast of the movie ing Billy as a choir, the lyrics simply turn to them asking each other if they can borrow some gum. The line is repeated over and over until Billy ends the song with the question one more time, delivering it as if it is a powerful closing line to the tune. It is easy to see how the hilariously absurd moment fits into Sandler's style now, but when he was still introducing himself to the world, it must have taken a lot of confidence to deliver such a moment.

24 "You Get Your Ass Out There And You Find That F**king Dog."

Billy Madison

Though Billy is reluctant to go back to school in the first place, he quickly finds that is not only enjoying the first grade, but he is actually flourishing in such an environment. He also learns a lot and gets particularly ionate about one storybook called "The Puppy Who Lost His Way." The book has such an impact on Billy that he brings it back up in the climax, thinking he is making a profound metaphor. However, his initial reaction makes for one of the funniest moments.

He begins questioning the little boy in the story and his lackluster efforts to find his lost dog.

As Miss Lippy finishes the story, all the young classmates are asleep on the floor, but Billy is wide awake and has some issues. He begins questioning the little boy in the story and his lackluster efforts to find his lost dog. It is oddly endearing that Billy is so caught up in the story, but it becomes hilarious when he loses his cool and begins cursing about this imaginary boy's lack of motivation.

23 "But You Could Imagine What It'd Be Like If They Did, Right...?"

Bus Driver

22

Chris Farley's time on Saturday Night Live alongside Adam Sandler made for some memorable moments, but it is a shame that the two stars never got a chance to work together in a proper buddy comedy in the way Sandler has done with other SNL costars like David Spade and Chris Rock. This brief scene together in Billy Madison is one of the best examples of their cinematic chemistry that could have led to some great movies.

As the students are getting back on the bus, Farley's bus driver stops Billy to attempt a little male bonding. He makes mention of how attractive he finds Miss Vaughn, then claims that he has slept with her in the past. When Billy quickly calls him out on the lie, the bus driver immediately its it but then claims he knows someone who did. When Billy calls him out again, the bus driver simply settles on the fact that they can both at least imagine what that would be like.

It is a great display of Farley's comedic talents while also showing there are people more immature than Billy.

21 "Now You're All In Big, BIG Trouble."

Billy Madison

Adam Sandler's characters can often be aggressive and volatile, but the actor does a great job of making the audience root for them. Even seeing Billy as a privileged rich man going to school with a bunch of kids, the audience cannot help but like him regardless of what he is doing. This is made very clear in the hilarious dodgeball scene. When Billy first attempts to play with the kids, he is quickly hit with a ball and is out of the game.

When he returns, he is not playing around anymore. When the school bully, O'Doyle, attempts to hit Billy again, he effortlessly catches the ball and tells all the terrified youngsters, "Now you're all in big, BIG trouble." What follows is a hilariously dark scene of a grown man viciously pelting the youngsters with a ball as hard as he can. As ruthless and unfair as Billy is, it is impossible not to laugh at the moment.

Hilariously, Sandler talked about Billy Madison's dodgeball scene years later and itted that he got a little carried away with things:

There’s a dodgeball scene, and I’m hitting all these first graders really hard with a dodgeball… I hit some kid pretty hard, and he gets upset and he starts crying.

20 “You Blew It!”

Billy Madison

Even though Billy and Veronica Vaughn (Bridgette Wilson) despise each other at first, he quickly grows affection for his teacher. When trying to get Veronica to go out with him, Billy decides to make his classmate Ernie call their teacher.

Thinking that Ernie is trying to ask her out on a date, she explains that grown-ups like to go out with other grown-ups. Veronica insults Billy by saying Ernie is more of a grown-up than him, which causes Billy to retaliate and impersonate his buddy over the phone.

The scene ends with Billy hilariously screaming, “You blew it!” even though it was clearly his own fault. This is a great scene that explains how Billy Madison has almost as limited ability to talk to women as an elementary school student. When he loses his temper, he is as mad at himself as he is at Ernie, who realistically did nothing wrong because Billy put him into this awkward position in the first place.

19 "Sometimes I Feel Like An Idiot, But I Am An Idiot So It Kinda Works Out."

Billy Madison

With Billy Madison revolving around him going back to elementary school at the age of 27, Billy seems to have a somewhat accurate awareness of his level of intelligence. During one of his various graduation parties, Billy and Veronica begin to bond a bit. As they are walking through Billy’s yard, Billy explains, "Sometimes I feel like an idiot. But I am an idiot, so it kinda works out.”

Billy Madison would have been a very short film had Billy actually been intelligent, but as shown through one of the more insightful of the funniest quotes, he at least recognizes that he should probably stay in school.

This is also a moment that shows how Billy is the more innocent of most of the people in the movie, including those who are trying to sabotage his attempts to better himself and those who attempt to ruin his chances at making it through school. Billy knows he needs help, while others who are more intelligent are devious in their actions.

18 "I Am The Smartest Man Alive!"

Billy Madison

It goes without saying that Billy is not as smart as the typical 27-year-old, but he does complete what he plans to do — finish first through twelfth grade. Billy is always super proud of himself whenever he gets the tiniest thing correct, which is fueled by his father always throwing him graduation parties for each grade he completes.

In order to second grade, Billy has to win the spelling bee by spelling the word “couch.” Billy almost fails by saying "C-O-R..." but then saves it by asking his teacher, “Are you going to the mall later?” before actually spelling "couch" correctly. Billy then declares, “I am the smartest man alive!” and this was a funny Billy Madison quote because he was smart enough to save himself when he realized he was about to get it wrong, and for the fact that he finally spelled it right after he made the save.

It was quick thinking that was not always normal for Billy, which is probably why he was so proud — more than just for spelling "couch" correctly.