Parents, if you’re looking for youth-oriented movies, look no further. I have my top 20 (10 wasn’t sufficient, you’d agree) list of teenage dirtbag movies guaranteed to corrupt your minors. After all, teenage movies are usually either about sex, drugs or rock and roll. Did I mention sex? To fully understand the teenage movie, it’s necessary to look at it as a social commentary. All teenage comedies are a reflection of the culture and social hierarchies of high schools. And we all know there’s a formula to these things. There’s always going to be a pretty girl, geek, bully, and cute boy. And there’s going to be a treatment about the abusive teachers and the stress-inducing classroom atmosphere. Basically, the reason teenage films exist is to say, “World, we’re having sex, doing drugs and being mean to each other. Deal with it.” Oh, and “Hey! Teacher, leave those kids alone!” Anyway, please, don’t thank me. It’s my pleasure.
20. Now and Then
I saw this movie when I was like, 9 or something. It’s one of those movies you see when you’re little and when you pass it by at a DVD aisle, you feel nostalgic all of a sudden. The movie stars Christina Ricci, Gabby Hoffman, Thora Birch and some other random chick back in the day when they were all young and impressionable. I thought this movie was fun and lighthearted, and although predictably cheesy as most 90s movies tend to be, it still makes a good watch. Devon Sawa is also in this movie, and Brendan Fraser also appears in a cameo. Demi Moore, Rita Wilson, Rosie O’Donnell and Melanie Griffin comprise the all-star cast of the grown-up girls, and Janeane Garofalo also appears as a kooky fortune teller.
Best Quote: [Chrissy's mom, on sex] “All women have a garden, and a garden needs a big hose to water it…or a small hose…as long as it works.”
19. The Dangerous Lives of Altar Boys
You’re going to be seeing a lot of Emile Hirsch movies on this list, because I think he’s one of the best young actors today. Not convinced? He’s starring in Into the Wild, directed by Sean Penn, for crying out loud. The Dangerous Lives of Altar Boys is just the movie that combines Catholic school tension with old-school shenanigans, with a dash of cartoon flavor. Based on a graphic novel/book by Chris Fuhrman, the movie was produced by Jodie Foster, who plays mean Catholic school miser hellbent on dispensing faith-based justice on Kieran Culkin and Emile Hirsch’s band of merry misfits. A downside to this movie is the existence of Jena Malone, who I loathe to death. Her face is annoying, and the roles she plays are so predictable. She plays the exact same roles over and over again [see Donnie Darko, Life as a House, and Saved!]. Anyway, sorry, enough with the Jena Malone ranting. This is a good movie, go see it. It’s for your own good.
Best Quote:
Sister Assumpta: “Blake, a little advanced, don’t you think?”
Blake: “Not really, sister. It’s written simply enough for a six-year-old.”
Sister Assumpta: “So are the instructions for a handgun.”
18. Fast Times at Ridgemont High
I must say, I am biased to anything involving Cameron Crowe. Written by the Almost Famous writer/director, Fast Times at Ridgemont High introduced us to a world of the perpetually stoned, in the form of a very blond Sean Penn. It’s also a movie that’s known for boobs. Specifically, Phoebe Cates’ boobs.
Best Quote: “You are a wuss; part wimp and part pussy.”
17. Napoleon Dynamite
Ah, Jon Heder. Who would think that the way your face looks can play a vital role in your success as an actor. Napoleon Dynamite is like a cross between Election and Rushmore, which can only mean good things. No one else could’ve played Napoleon but Jon Heder, and no one could’ve played Pedro than Efren Ramirez. The words “Vote for Pedro” have since then graced the car bumpers and walls of people everywhere. Not only is it just so blindingly funny, but it’s also visually unique. I mean, have you ever seen a character like Napoleon Dynamite? Or have you ever had a character written like Deb (played by Tina Majorino)?
Best Quote:
Deb: “What are you drawing?”
Napoleon: “A liger.”
Deb: “What’s a liger?”
Napoleon: “It’s pretty much my favorite animal. It’s like a lion and a tiger mixed; bred for its skills in magic.”
16. Dazed and Confused
I used to have a giant crush on Jason London. But this movie transcended cute guys and girls. The most well-known of Richard Linklater’s movies, Dazed and Confused was a testament to that turning point in life we call: senior year. The cast of high school miscreants still have good careers today, such as Joey Lauren Adams, Milla Jovovich, Rory Cochrane, Cole Hauser, and of course, Ben Affleck and Matthew McConaughey. It’s 103 minutes of nostalgia and bad hair, which is pretty much everyone’s high school experience in a nutshell, hence the movie’s success. It’s also pretty informative. I mean, did you know that George Washington belonged to cult that worshiped aliens? And that Martha Washington, man, she was a hip, hip, lady, man. Rory Cochrane is the shit in this movie.
Best Quote: “I’m just trying to be a honest about being a misanthrope.”
Bully roles: Ben Affleck, Cole Hauser, Parker Posey.
Cute guy: Jason London.
15. Never Been Kissed
Nice premise, cute leading man, pre-stardom Jessica Alba with a really bad tan…perfect teen movie. Drew Barrymore is perfect as Josie Geller, a twentysomething journalist who is sent back to high school for an undercover article. Michael Vartan plays her super adorable English teacher who she ends up falling in love with and consequently, who she asks to change that “never been kissed” thing into a “been kissed”, in the middle of a baseball diamond, no less. The movie is fun and lighthearted; predictable, of course, but what’s a teen movie with an unpredictable ending, right?
Best Quote:
P.E. teacher: “Now you are gonna complete these sprints, because if you don’t, you fail. And if you fail gym, you’ll never get into college.”
Josie: “You guys are still telling that lie?”
Bully roles: Marley Shelton, Jessica Alba, Jordan Ladd, James Franco.
Cute boy: Jeremy Jordan, Michael Vartan.
Cute girl: The Barbies, Drew Barrymore.
Geek: Leelee Sobieski, the math geeks.
14. The Girl Next Door
So I have a thing for Emile Hirsch, and I’ve seen all of his movies, and that’s pretty much why this movie is on the list. Well, not entirely. It’s a pretty awesome movie in its own right. Timothy Olyphant is exceptionally greasy in this movie and fulfills the modern pimp role to the T, matching leather pants, wifebeater and all. It’s also a pretty accurate depiction of high school; from porn-obsessed film geeks, to the ridiculously outdated sex ed movies. Of course, part (if not all) of the reason guys saw this movie was because of Elisha Cuthbert [24, The Quiet]. Ah, men. So predictable.
Best Quote: “Goddammit Matt! I swear to God if you don’t fuck her, I’ll kill myself! Matt! Please! Please, Matt! Fuck her for me! For me!”
13. Election
Alexander Payne’s masterpiece, before Sideways. The movie stars still unknown actors Reese Witherspoon, Chris Klein, and led by Matthew Broderick (a guy who knows his teen movies inside-out) in one of his best roles. Election is so hilarious in its depiction of high school competition and how there is always going to be one Tracy Flick in every high school in the world. I had one Tracy Flick in my high school and she was a fucking demon. Well, until she learned to quit fucking around with me and resorted to being fake to me instead, and it made the world go round again. At least, according to her standards.
Anyway, Election is classic and fun, and it’s such a reflection of the social workings of high school that’s it’s scary to even think about.
Best Quote: “If you died right now, I would throw myself under one of my dad’s cement trucks so I could be poured into your tomb.”
12. Pretty in Pink
Lots of people’s childhoods (including mine) would have been completely different had John Hughes never taken up screenwriting. The man is a cinematic genius. He knows what’s quirky, what’s funny, and what’s in demand. He understands young people like no other. So the fact that he’s on the list for a slew of other films is not surprising. Pretty in Pink is one of those movies everyone sees and just never forgets. Featuring Hughes’ muse Molly Ringwald, with James Spader, John Cryer and Andrew McCarthy, the movie is one of those iconic ones as well. The premise, like most of Hughes’ films, is basically Molly Ringwald’s character who’s kind of an outsider crushing on a popular guy, and stalked by a geek. We’ll never forget Duckie.
Best Quote: Duckie: “Do you know what an older woman does for me?”
Iona: “Changes your diapers?”
Duckie: “Touché.”
11. Sixteen Candles
Come on. John Hughes couldn’t avoid this list even if his life depended on it. Molly Ringwald is the quintessential teenage drama queen in this iconic movie. And Anthony Michael Hall is the quintessential uber-geek. If you haven’t seen this movie, and you’re over 20, where the hell have you been?
Best Quote: “I mean, not many girls in contemporary American society today would give their underwear to help a geek like me.”
10. Mean Girls
If you haven’t seen this movie yet, you should. It’s Tina Fey’s best work and Lindsay Lohan’s best as well before she got all coked up and stupid. Rachel McAdams debuts in this movie and it’s just hilariously funny, and I would watch this movie over and over and not get sick of it.
Best Quote: “If you’re from Africa, why are you white?” We love you, Karen.
Cute boy: Jonathan Bennett
Geeks: the mathletes, the art fags
Bully roles: The Plastics
9. Clueless
Argh! As if! How can you make a list of comedies without including this charismatic 90’s hit? Alicia Silverstone could not have been more perfect for the role of Cher, Beverly Hills’ most well-dressed darling. Soundtrack was killer. Paul Rudd was super cute, and Brittany Murphy was adorable when she was still ugly. What could go wrong?
Best Quote:
Cher’s Dad: “What the hell is that?”
Cher: “A dress.”
Cher’s Dad: “Says who?”
Cher: “Calvin Klein.”
Cute boy: Paul Rudd
Geek: Breckin Meyer
8. 10 Things I Hate About You
It pains me to put this on the list when its star is no longer with us. R.I.P, Heath Ledger. It’s just so shocking to me that this guy is actually dead. Anyway, let’s focus on the fact that this was a film that may have launched Ledger’s career, including that of costars Julia Stiles and David Krumholtz. 10 Things I Hate About You is very well-written, extremely well-cast and has a pretty good soundtrack to boot. Julia Stiles has been in several modern Shakespeare movies [O, Hamlet] and including this one (the movie is an adaptation of The Taming of the Shrew], she’s proving that she’s really an English major at Columbia University. Okay, Julia, we get that you like the classics. We get you’re intelligent. This role, though, is probably one of her best because she’s in her element. Perpetually pissed off and intelligent, what could go wrong? I love Andrew Keegan in this movie as well. He does the brainless macho stud thing so well. Overall, it’s one of those very quotable teen movies that is built up by the cast and the screenplay.
Best Quote: Chastity: “I know you can be overwhelmed, and you can be underwhelmed, but can you ever just be whelmed?”
Bianca: “I think you can in Europe.”
Cute boy: Heath Ledger [R.I.P.]
Geek/s: David Krumholtz, Joseph Gordon-Levitt, Bogie Lowenstein
Bully roles: Andrew Keegan
7. Some Kind of Wonderful
My all-time favorite John Hughes movie, featuring a very hunky Eric Stoltz (what happened to him?!). The ending for this movie was actually the least predictable of all of Hughes’ movies. I was actually pleasantly surprised, hence why I love this movie. Not only is it just swoon-worthy, but it’s also well-written. Mary Stuart Masterson plays the best friend part so well, and her lines are all very relatable (at least for me), like when she tells Keith: “Don’t go mistaking paradise for a pair of long legs.” As usual, you won’t have a successful teen movie without a grade-A bully, so Craig Sheffer does an excellent job playing resident asshole.
Best Quote: Watts: “It must be a drag to be a slave to the male sex drive.”
Keith: “It’s not just sex.”
Watts: “Oh, you want to start a book club with her?”
Cute girl: Lea Thompson
Cute boy: Eric Stoltz
Geek: Mary Stuart Masterson
6. Juno
Well-written, great soundtrack, excellent cast, and you’ve got yourself an Oscar-nominated film. Juno made a whole lot of dough at the box office for a Fox Searchlight film, and it’s thanks to all the critics’ buzz and the trailers on TV featuring a smartassed Ellen Page spewing quips so rapid-fire you’ve got to see it twice to catch ‘em all. I have to say, for me, Michael Cera was just awesome in this movie. I loved him in Superbad, but really, he was the shit. Jason Bateman also did a pretty spectacular job. As did Allison Janney and J.K. Simmons.
Best Quote: “That ain’t no etch-a-sketch. That’s one doodle that can’t be undid home skillet.”
5. Disturbing Behavior
To all the people who thought that James Marsden was never able to pull off a starring role until fucking Enchanted or whatever, obviously you haven’t seen Disturbing Behavior. He is pretty good in that movie, and he was with Katie Holmes and Nick Stahl. The plot is simple: the teachers are trying to brainwash the kids so they can be perfect little students, replete with varsity jackets, bake sales and top-notch vocabulary and all. The script is pretty good, and the soundtrack is rockin’.
Best Quote:
U.V. : “Wait, man, what’s the capital of North Dakota?”
Steve: “How the fuck should I know?
U.V. : “All right. You’re still okay.”
4. The Breakfast Club
Really? Do I really need to put a little description of the movie here? Right. I didn’t think so. Everyone’s seen this movie, and if you haven’t, you’re full of crap. It’s the mother of all teenage social commentaries. I’ve even written an English paper on it. That John Hughes had a sociological eye, man.
3. Superbad
This is the funniest fucking movie I’ve seen and I could not stop laughing. Michael Cera and Jonah Hill are a perfect tandem, and with some help from a little guy named Fogell, they complete a trio of geek goodness. All these guys wanna do is fuck someone, and like most teen comedies [Trojan War, for example], the whole thing revolves around that premise. Written by Seth Rogen and Evan Goldberg, the movie is supposed to be a reflection of these guys’ high school experience. And I think it’s safe to say they had a pretty memorable one if they end up making a movie about it.
Best Quote: “You know when you hear girls say ‘Ah man, I was so shit-faced last night, I shouldn’t have fucked that guy?’ We could be that mistake!”
2. The Faculty
Best. Movie. Ever. Guaranteed to jack you up. I mean, what could go wrong with the premise that the school is taken over by aliens? Our teachers are aliens. And how can we save the world from aliens? Drugs! Drugs are the answer! Thank you, Robert Rodriguez, for giving us young people a voice! Anyway, everyone who’s in this movie is huge now. Clea DuVall, Usher, Josh Hartnett, Elijah Wood, Famke Janssen, and even fucking Jon Stewart is in this all-star cast, man. The soundtrack is killer, and the overall film is a sweet ride. I liked this movie so much the name “Zeke” actually grew on me and I have since resolved to name my kid Zeke (if it’s a boy). I know, scary, right?
Best Quote:
Zeke: “Whoa, woman. What are you on?”
Miss Burke: “Woman? Did you just say ‘woman’? I’m sick of you, little boy. And if I have to see you peddling your little Wonder Dust again, I’m gonna shove my foot so far up your ass, you’ll be sucking my toes ’till graduation.”
Zeke: “She got some bad shit!”
1. Ferris Bueller’s Day Off
Awesomest movie ever. Ferris Bueller is someone everyone wants to be and he owns it. He can do The Twist on a fucking parade float, man! Definitely John Hughes’ writing and directing masterpiece, Ferris Bueller’s Day Off is the quintessential high school movie. Fun, funny, a testament to the walls of high school (especially that segment with the teacher taking roll and going, “Bueller…Bueller…Bueller…”), it’s got everything!
Best Quote:
Ferris: “Now, I didn’t hit you. I lightly slapped you.”
Cameron: “You hit me. Look, don’t make me participate in your stupid crap if you don’t like the way I do it. You make me get out of bed, you make me come over here. You make me make a phony phone call to Edward Rooney? The man could squash my nuts into oblivion. And then, and then you deliberately hurt my feelings.”