For those who’ve swooned over Heath Ledger’s charismatic Patrick Verona and Julia Stiles’ fierce Kat Stratford in the beloved teen classic “10 Things I Hate About You,” there’s a whole world of equally enchanting romantic comedies waiting to be discovered. This modern adaptation of Shakespeare’s “The Taming of the Shrew” has captured hearts with its perfect blend of wit, romance, and teenage rebellion. If you’re craving more movies like “10 Things I Hate About You,” we’ve curated an irresistible collection that channels the same magnetic charm and clever storytelling.
She’s the Man (2006)
In another brilliant Shakespearean adaptation that mirrors the wit of “10 Things I Hate About You,” Amanda Bynes delivers a tour de force performance in this modern spin on “Twelfth Night.” When her school cuts the girls’ soccer team, Viola Hastings disguises herself as her twin brother to prove she can compete with the boys. The ensuing chaos at Illyria Prep, complicated by an unexpected romance with her roommate Duke (Channing Tatum), serves up the perfect cocktail of gender-bending comedy and heartfelt moments. The film masterfully balances athletic action with romantic tension, while Bynes’ impeccable comic timing keeps audiences laughing through every identity mishap.
Mean Girls (2004)
Though less overtly romantic than “10 Things I Hate About You,” this razor-sharp satire of high school social dynamics packs the same punch when it comes to clever dialogue and complex character relationships. Lindsay Lohan shines as Cady Heron, a formerly homeschooled student thrust into the jungle of American high school politics. The film’s exploration of cliques, revenge, and redemption resonates with the themes of social transformation found in “10 Things,” while Tina Fey’s brilliant screenplay ensures every scene crackles with quotable wit. The way it deconstructs teenage hierarchies while maintaining genuine heart makes it a perfect companion piece.
Easy A (2010)
Emma Stone commands the screen in this clever contemporary take on “The Scarlet Letter” that shares “10 Things'” knack for literary adaptation. When Olive Penderghast’s white lie about losing her virginity spirals into an elaborate web of rumors, she embraces her newfound notorious reputation with wit and style. The film’s sharp commentary on high school gossip and social pressure, combined with Stone’s magnetic presence, creates an intelligent comedy that honors its source material while crafting something uniquely modern. The parallels to Kat Stratford’s rebellion against social norms are particularly striking.
Clueless (1995)
As if we could exclude this iconic Jane Austen adaptation! Like “10 Things I Hate About You,” “Clueless” proves that classic literature can be brilliantly reimagined for modern audiences. Alicia Silverstone’s Cher Horowitz, a wealthy Beverly Hills teenager who sees herself as a master matchmaker, captures the same spirit of well-intentioned meddling that drives Shakespeare’s comedies. The film’s clever use of ’90s slang, fashion, and social commentary creates a time capsule that somehow remains perpetually fresh. Its exploration of class, romance, and self-discovery resonates perfectly with themes found in “10 Things.”
Drive Me Crazy (1999)
This underappreciated gem follows next-door neighbors Nicole (Melissa Joan Hart) and Chase (Adrian Grenier), who stage a fake relationship to make their respective crushes jealous. The chemistry between Hart and Grenier sparks with the same electric energy that made Heath Ledger and Julia Stiles so compelling. What sets this film apart is its authentic portrayal of how social groups intersect in high school, much like the way “10 Things” explores the dynamics between different cliques. The transformation of their fake relationship into something genuine unfolds with delightful complexity.
Get Over It (2001)
Taking inspiration from Shakespeare’s “A Midsummer Night’s Dream,” this quirky teen comedy follows Berke Landers (Ben Foster) as he joins the school play to win back his ex-girlfriend. The film’s theatrical setting and mix-ups mirror the dramatic flair of “10 Things I Hate About You,” while Kirsten Dunst’s level-headed Kelly provides a refreshing counterpoint to Berke’s romantic obsession. The movie’s clever integration of the play-within-a-play concept and its soundtrack featuring original songs make it a unique entry in the teen romance genre.
Never Been Kissed (1999)
Drew Barrymore’s charm radiates throughout this unique spin on high school romance, where 25-year-old copy editor Josie Geller goes undercover as a student for a story. The film’s exploration of second chances and authentic self-discovery echoes the transformative journeys in “10 Things I Hate About You.” While the premise might seem far-fetched, Barrymore’s genuine vulnerability and the film’s honest portrayal of high school insecurities create a compelling narrative that resonates with anyone who’s ever wished for a do-over.
Save the Last Dance (2001)
This romance brings a grittier edge to the teen genre while maintaining the core themes of crossing social boundaries that made “10 Things I Hate About You” so compelling. Julia Stiles returns to the screen as Sara, a former ballet dancer who finds new purpose and love in Chicago’s hip-hop scene. The film tackles serious themes of racial prejudice and class differences while delivering the same emotional depth that elevated “10 Things” above typical teen fare. The dance sequences add an extra layer of expression to the characters’ emotional journeys.
Bring It On (2000)
While primarily known for its competitive cheerleading plot, this smart comedy shares much of “10 Things'” DNA in its sharp dialogue and examination of high school power dynamics. Kirsten Dunst’s Torrance discovers that her squad’s routines have been stolen, leading to a journey of creative reinvention and personal growth. The film’s exploration of privilege, competition, and authenticity resonates with the themes of social justice and self-discovery found in “10 Things I Hate About You.”
Can’t Hardly Wait (1998)
Set during one wild graduation party, this ensemble comedy captures the same sense of possibility and transformation that makes “10 Things I Hate About You” so special. Preston Meyers (Ethan Embry) has one last chance to confess his feelings to popular Amanda Beckett (Jennifer Love Hewitt), while various subplots explore the complex web of high school relationships. The film’s use of multiple perspectives and interweaving storylines creates a rich tapestry of teenage experience that feels both specific to its era and universally relatable.
A Cinderella Story (2004)
Hilary Duff brings charm and depth to this modern fairy tale that shares “10 Things'” knack for updating classic stories. As Sam Montgomery, a diner waitress dreaming of Princeton, Duff captures the same spirit of intellectual ambition that made Kat Stratford such a compelling character. The anonymous text message romance between Sam and her Prince Charming (Chad Michael Murray) adds a contemporary twist while maintaining the timeless themes of authentic connection and staying true to oneself.
Not Another Teen Movie (2001)
For those who love “10 Things I Hate About You” but can also appreciate a satirical take on the genre, this pitch-perfect parody skewers every teen movie trope while secretly harboring genuine affection for its source material. The film’s self-aware humor and direct references to classics like “10 Things” create a meta-commentary on the conventions of teen romance. Despite its comedic nature, it manages to capture the same energy and even some of the heart that made its inspirations so beloved.
Whether you’re drawn to “10 Things I Hate About You” for its sharp wit, complex characters, or swoon-worthy romance, these twelve films offer similar pleasures while each bringing something unique to the table. From Shakespeare adaptations to original stories that capture the same spirit, this collection proves that smart, engaging teen romances never go out of style. Just like Patrick Verona’s memorable stadium serenade, these movies will have you falling in love with the genre all over again.
