Photo: Clueless / Paramount Pictures
1
20 votes
Clueless
For fans of:teen movies based on classic literature
In the heart of Beverly Hills, high schooler Cher Horowitz (Alicia Silverstone) reigns as a self-proclaimed fashionista and matchmaker. Clueless, a comedy-drama flick directed by Amy Heckerling, sees Cher navigating the tricky waters of adolescence while attempting to handle love interests and maintain her social status. Alongside Cher is her best friend Dionne Davenport (Stacey Dash), who aids in her various escapades. The film, an amusing modern adaptation of Jane Austen's Emma, cleverly taps into teenage angst and the complexities of young love. Despite its light-hearted tone, it subtly addresses pertinent social issues, making it a timeless classic.
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Photo: She's the Man / DreamWorks Pictures
2
She's the Man
For fans of:teen movies involving a deception
In the comedy film She's the Man, Viola (Amanda Bynes) takes on a bold endeavor. When her soccer team gets cut, she disguises herself as her twin brother Sebastian (James Kirk), enrolling in his place at a rival school to play on their boys' team. Duke (Channing Tatum), her unsuspecting roommate, becomes an unexpected ally in her high-stakes charade. As Viola navigates this testosterone-driven world, comedic chaos ensues. The film draws inspiration from Shakespeare's Twelfth Night, adding a modern twist to the classic tale of mistaken identities and unanticipated romance.
MoreShe's the Man
- #33 of 112 onThe 100+ Best Movies About High School
- #2 of 168 onThe 150+ Best Teen Romance Movies, Ranked
- #77 of 101 onThe Best Movies Of 2006
Photo: Mean Girls / Paramount Pictures
3
29 votes
Mean Girls
For fans of:teen revenge films
In the teen comedy Mean Girls, Cady Heron (Lindsay Lohan) is a naive newcomer to public school, having been homeschooled in Africa. She finds herself in the whirlwind of high school politics and cliques, especially when she crosses paths with Regina George (Rachel McAdams), the queen bee of North Shore High School's most popular clique, The Plastics. As Cady navigates this new terrain, she becomes entangled in The Plastics' manipulative games. Tina Fey, who also wrote the screenplay, stars as Ms. Norbury, a teacher who provides guidance for Cady. Mean Girls was nominated for multiple awards and won a Teen Choice Award for Choice Movie: Comedy.
MoreMean Girls
- Dig Deeper...Behind-The-Scenes Secrets Of 'Mean Girls'
- #8 of 112 onThe 100+ Best Movies About High School
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Photo: Saved by the Bell
4
15 votes
Saved by the Bell
For fans of:high school comedies
A nostalgic trip back to the halls of Bayside High, Saved by the Bell delivers a lighthearted, yet impactful exploration of teenage life in the 90s. Grappling with relatable themes such as friendship, romance, and ambition, the series is anchored by a talented ensemble cast, including the charismatic Zack Morris (Mark-Paul Gosselaar) and the fiercely driven A.C. Slater (Mario Lopez). The show's enduring charm has not only resonated with its original audience but also captivated newer generations, earning it a reboot in 2020. With its timeless appeal, Saved by the Bell continues to be a beloved staple in the world of television comedy.
Photo: She's All That / Miramax
5
15 votes
She's All That
For fans of: teen movies with a makeover
She's All That is a 1999 romantic comedy, directed by Robert Iscove. The film centers around high school jock Zack Siler (Freddie Prinze Jr.) who, after being dumped by his girlfriend, makes a bet that he can turn any girl into prom queen within six weeks. Enter Laney Boggs (Rachael Leigh Cook), an introverted art student, the subject of Zack's transformation experiment. As Zack navigates the challenges of this undertaking, unexpected feelings begin to emerge. This lighthearted film explores themes of popularity, authenticity, and the unpredictability of love in the high school setting.
MoreShe's All That
- #38 of 168 onThe 150+ Best Teen Romance Movies, Ranked
- #254 of 379 onThe Best Movies Of The 1990s
- #29 of 468 onThe 400+ Best Chick Flicks Ever
Photo: John Tucker Must Die
6
13 votes
John Tucker Must Die
For fans of:teen revenge films
In the high school comedy John Tucker Must Die, John Tucker (Jesse Metcalfe), the charming and popular basketball captain, is at the heart of a romantic revenge plot. Discovering they're all dating the same guy, three scorned ex-girlfriends - brainy Carrie (Arielle Kebbel), cheerleader Heather (Ashanti), and vegan activist Beth (Sophia Bush) - hatch a scheme to dethrone their two-timing beau. New girl Kate (Brittany Snow) becomes the pawn in their game, transforming from wallflower to siren as part of their elaborate plan. As alliances shift and affections deepen, everyone learns that love isn't always fair play.
- #61 of 468 onThe 400+ Best Chick Flicks Ever
- #37 of 77 onThe Greatest Female-Led Comedy Movies
- #39 of 110 onThe Funniest Movies About High School