Top 20 Most Underrated Teen Movies of the 2000s
#20: “Loser” (2000)
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In 1982, Amy Heckerling directed “Fast Times at Ridgemont High,” notably followed by “Clueless” in 1995. These films are such huge teen movie staples that it’s hard to believe that her 2000s offering, “Loser,” got swept under the rug. Starring “American Pie”s Jason Biggs and Mena Suvari, the college-set remake of “The Apartment” sees Biggs’ character Paul trying to win over his classmate Dora Diamond. The only thing is she’s embroiled in an ongoing affair with their professor. All of the movie’s characters feel realistically flawed in a way that’s refreshing, while its aesthetics provide the perfect window into the cultural transition between the late ‘90s and early 2000s.
#19: “EuroTrip” (2004)
Ah, the 2000’s – when dial-up was still relatively commonplace and people were far more naive about online romance. Enter “Eurotrip,” a movie about an American teenager who learns that the long-term internet pal he’s been referring to as Mike is actually a woman named Mieke. After a blunder gets him on Mieke’s bad side, he decides that the best way to make it up to her is to fly to Europe and make amends face to face. Some of the jokes in “Eurotrip” may not have aged well, but it remains a pretty pitch perfect representation of global ignorance nonetheless. And don’t tell Scotty, but we think “Scotty Doesn’t Know” may be one of the best original songs written for a teen movie!
#18: “Crazy/Beautiful” (2001)
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From Romeo and Juliet to Jack and Rose, it’s hard to deny the power of a good opposites attract story. “Crazy/Beautiful” is no different, focusing its narrative on a lower-class Mexican-American teenager doing everything he can to excel, and the defiant upper-class girl he ends up falling for. What makes this movie special is its complete dedication to its characters and their backgrounds. “Crazy/Beautiful” never shies away from airing out its protagonists’ differences, forcing them to consider how their radically different upbringings have made them who they are. This nuanced love story is all exceptionally acted by Jay Hernandez and Kirsten Dunst, but is largely overlooked in favor of their more popular projects.
#17: “Bandslam” (2009)
From 2006 to 2008, Vanessa Hudgens blew us away as Gabriella Montez in the hugely popular “High School Musical” films. But in 2009, she appeared in another musical rom-com that didn’t get nearly the same amount of buzz. “Bandslam,” is about a burgeoning rock group fronted by the talented Charlotte, who hopes to defeat her ex in an upcoming battle of the bands. Trials, tribulations, and a love story emerge, but after eventually teaming up with Hudgens’ Sa5m (the five is silent), it seems the group may have a chance! David Bowie also appears as himself, in what would be his final appearance on film (excluding posthumous releases). In spite of its failure at the box office, “Bandslam” was surprisingly well-liked by critics, earning an 82% on Rotten Tomatoes.
#16: “Brick” (2005)
Rian Johnson has made quite the name for himself in recent years, writing and directing the “Knives Out” movies as well as “Star Wars: The Last Jedi.” In spite of his fame, Johnson’s directorial debut, “Brick,” is still unknown to most. The teen noir stars Joseph Gordon-Levitt as a reclusive high schooler determined to solve a murder mystery that hits too close to home. Much like Rian Johnson’s later works, the movie has wonderfully smart dialogue, adequately high stakes, and an undeniable charm. Granted, “Brick” is a bit more serious in tone than the average teen movie. But it strikes the perfect balance between its hard-boiled detective story and its high school setting, making for a uniquely compelling watch.
#15: “Sydney White” (2007)
We know Disney’s live-action remakes are good, but we think “Sydney White” deserves some love of its own. The college-set comedy brings new life to the centuries old story of “Snow White.” Sure, it may not have gotten the same attention as its Shakespearean predecessor, “10 Things I Hate About You,” or even 2003’s “Peter Pan.” But it’s still an enchanting and worthwhile adaptation. Indeed, the film’s biggest draw isn’t even its source, but rather its star - Amanda Bynes. The actress gives a comedic performance fit for a powerhouse, keeping us engaged even when the film’s writing isn’t necessarily up to snuff.
#14: “Bend it Like Beckham” (2002)
Even if you’re not a fan of soccer, it’s hard not to be a fan of “Bend it Like Beckham.” The coming-of-age dramedy focuses on Jess, a British Indian Sikh with traditional parents and a passion for the sport. Predictably, these two things do not mix, and Jess must sneak around with her new friend Jules in order to play the game she loves. Although the two protagonists are ostensibly straight, the film has gained a devoted and loving following of LGBTQIA+ women, who see themselves in the pair. The film has also been praised for its portrayal of its South Asian protagonist, whose culture is consistently respected even as she forges her own path.
#13: “John Tucker Must Die” (2006)
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Some of the best teen movies also have the best revenge plots. “John Tucker Must Die” is one more strong example in this noteworthy subgenre. This comedic tale follows three teen girls who realize that, unbeknownst to them, they share a boyfriend. Determined to get back at him for his infidelity, they team up with new girl Kate and decide to destroy him. It’s endlessly entertaining, with a punchy script and a number of surprising plot twists. Sure, Jenny McCarthy was nominated for a Razzie for her performance in the film, but that performance just adds to the film’s pure, dumb fun. At the end of the day, isn’t that what everyone truly wants out of a teen comedy?
#12: “Aquamarine” (2006)
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It can be hard to find a teen film that champions platonic love as much as “Aquamarine” does. Though it’s not without its romantic subplots, the real heart of this story is the female friendship between Hailey and Claire - and their new fantastical mermaid companion, Aquamarine. If it sounds a little cheesy, that’s because maybe it is! But honestly, a little cheese never hurt anyone. In fact, the movie’s charm and innocence are its greatest assets. They provide a lovable and lighthearted escape from reality, making us believe in the existence of mermaid magic, even if only momentarily.
#11: “Sky High” (2005)
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With Marvel and DC constantly putting out new films and series, it’s easy to feel superhero fatigue. Fortunately, there’s one superhero movie we’ll never tire of: the 2005 teen comedy “Sky High.” Its plot may be a little predictable, while the costumes and characters are delightfully of their time. But when the story is as fun to watch as this one, none of that even matters! Plus, “Wonder Woman” actress Lynda Carter plays the school’s principal, while “Birds of Prey”s Mary Elizabeth Winstead is the big bad. We’re not surprised that critics and audiences alike have only grown more fond of the movie since its initial release. We couldn’t be happier that it’s finally getting some of the praise it deserves!
#10: “Slackers” (2002)
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“Slackers” was another gross-out movie trailing on the heels of “American Pie,” complete with a surprisingly solid cast that includes Laura Prepon, Jason Schwartzman, and Jason Segel. But while those movies had some semblance of a heart at their centers, “Slackers” is full-on stoner comedy grossness, so your mileage may vary with this one. Graphic jokes abound, as do classless things like extended loud farts. It’s certainly not Shakespeare, but sometimes you just want to unwind, have a few drinks, and watch a stupid movie, and when a day like that comes around, you could do a lot worse than “Slackers.”
#9: “Manic” (2001)
“Manic” is like “One Flew Over the Cuckoo’s Nest,” only with a cast of teenagers and young adults. It stars Joseph Gordon-Levitt as Lyle Jensen, a smart young man prone to violent outbursts who is sent to a psychiatric facility. While there, he gets to know his fellow patients on a personal level, including love interest Tracy, who is played by Zooey Deschanel. It’s a beautiful movie centered around many powerful and well-acted characters, each of whom have an interesting story, and it’s all shot with a gritty, low-budget documentary style that helps convey a sense of realism and humanity. It’s poetic, it’s difficult, but above all, it’s gorgeous.
#8: “Stick It” (2006)
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“Stick It” is like a spiritual successor to “Bring It On.” It was written and directed by the same writer, Jessica Bendinger, and it follows the squad of a physical sport – only this time it’s gymnastics instead of cheerleading. Missy Peregrym plays the rebellious Haley Graham, who is enrolled in an elite gymnastics program and trained by the always brilliant Jeff Bridges. We have no idea what Jeff Bridges is doing in a movie like this, but who cares, he’s awesome. The movie is good, lighthearted entertainment, and it’s filled with some incredible gymnastics action that awes and dazzles. If you liked “Bring It On,” you should definitely check out “Stick It.”
#7: “Charlie Bartlett” (2007)
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“Charlie Bartlett” pleases audiences with a deft blend of comedy and heavy drama. The late Anton Yelchin stars as Charlie Bartlett, a rich, private school student who transfers to a public school and begins doling out advice and prescription substances to the student body. Meanwhile, he must battle the school’s principal, who struggles with substance use disorder and is wonderfully played by Robert Downey Jr. Downey’s casting here is a stroke of utter brilliance, and his advice and presence lends the movie melancholic themes and a sorrowful heart. “Charlie Bartlett” is a comedy with meaning, depth, and complexity.
#6: “Accepted” (2006)
“Accepted” takes the college coming-of-age story and spins it with a unique twist. It follows Justin Long’s Bartleby Gaines, a high school prankster who is rejected from every college he applies to. To gain admiration from his strict father, he decides to create his own post-secondary institution, which is soon populated with a host of outcasts, including a typically hilarious Jonah Hill. It adds an overarching story to the usual college shenanigans, and it gives the movie a ticking clock, as we wait patiently for Bartleby’s scheme to blow up in his face. Pair an interesting twist on the college movie with some truly gifted comedic actors, and you have a solid way to pass ninety minutes.
#5: “The Girl Next Door” (2004)
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“The Girl Next Door” is deceiving. The story follows a high school student who falls for his hot new neighbor, only to discover that she is an admired adult film actress. And while it was marketed as a raunchy teen comedy in the vein of “American Pie” and “Slackers,” it is actually a surprisingly sweet story concerning prejudices, the loss of innocence, and falling in love. Emile Hirsch and Elisha Cuthbert have crackling chemistry, and the movie is littered with a notable cast that includes now-famous and acclaimed actors like Paul Dano and Timothy Olyphant. Don’t let the marketing fool you – there’s a lot more to “The Girl Next Door” than dirty jokes and Elisha Cuthbert looking sexy.
#4: “Ghost World” (2001)
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We don’t think it’s hyperbole to call “Ghost World” one of the greatest teen dramas of all time. It’s a movie for both teenagers and adults, and it provides a rich tapestry of a story that will leave viewers in absolute tatters. It stars Thora Birch as Enid and Scarlett Johansson as Rebecca, two directionless teenagers fresh out of high school who decide to prank a lonely man, played with heartbreaking brilliance by Steve Buscemi. What results is a touching but ultimately tragic story about the complications of growing up, social isolation, and the tempting call of direction and ultimate meaning. Few teen movies are as mature as “Ghost World,” or as good.
#3: “Whip-It” (2009)
“Whip It” shares its DNA with many “outcast falls in love with a niche sport” movies, including “Stick It” (heck, even the titles are similar!) That said, it has enough individual charm and personality to transcend its rather trope-y story. “Whip It” was directed with aplomb and infectious energy by Drew Barrymore, and it stars Elliot Page as a misfit who finds meaning and acceptance in a roller derby league. While the movie features dizzying camera work and frenetic derby action, it’s a deeply personal coming-of-age story based around writer and professional derby skater Shauna Cross’ real life. With this movie, Drew Barrymore proved that she had learned a thing or two from all the esteemed directors she has worked with over the years.
#2: “Orange County” (2002)
You really can’t go wrong with Colin Hanks and Jack Black. Colin stars an overachieving high school student named Shaun who desperately wants to attend Stanford to study under his favorite writer. However, he is rejected after his airheaded guidance counselor mixes up his transcript with that of a lesser student. Determined, he, his girlfriend, and his stoner brother scheme of various ways to get into Stanford without a legitimate acceptance. The script is smart while still finding time for wacky antics, and Shaun is a surprisingly deep and complex protagonist. Therein lies the magic of “Orange County” – it’s a teen romp that still finds time for things like logic, character, and emotion. It’s refreshing, much like a juicy orange.
#1: “Saved!” (2004)
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“Saved!” is much heavier than most teen comedies. While it’s certainly cute and funny, it also touches on some pretty controversial and complex themes such as religious ostracism and teen pregnancy. The story concerns Mary Cummings, a senior at a Christian high school who suddenly finds herself pregnant and subsequently demonized and shunned by the religious community. “Saved!” conveys a unique and rewarding story that is biting and fiercely satiric in its approach to religious intolerance. It’s a movie about proper Christian values and the virtues of love and acceptance, and it’s masked by a heartwarming and hilarious high school comedy. If only all teen movies could be this smart.