So, you’ve watched ’10 Things I Hate About You’ more times than you can count, and now you’re stuck in a movie rut. Well, don’t despair! We’re here to throw you a cinematic curveball with our list of the top 10 movies that are so unexpected, you’ll wonder why you haven’t seen them yet. Get ready for a wild ride through the unpredictable world of high school love and comedy.

1. Clueless (1995)
Diving into Clueless(1995), you’ll discover an intriguing kinship with ’10 Things I Hate About You’ that might initially leave you pleasantly surprised.
Alicia Silverstone’s Cher Horowitz, though ensconced in a chic and privileged world, radiates a vibrant and unpredictable charisma, much like Kat Stratford. These two strong-willed, fiercely independent heroines, each navigating the labyrinth of high school life in their own unique ways, create an unexpected resonance.
Cher’s quirky matchmaking adventures and Kat’s unyielding resolve to chart her own course may appear to be worlds apart, yet they intertwine in a way that keeps you delightfully mystified. So, as you immerse yourself in ‘Clueless,’ you’ll discern a captivating connection that adds a layer of captivating unpredictability to your viewing experience.
Director: Amy Heckerling. Stars: Alicia Silverstone, Stacey Dash, Brittany Murphy
2. Easy A (2010)
“Easy A (2010)” and “10 Things I Hate About You” are both iconic teen comedies that share similarities in their witty humour and modern take on classic literature.
“Easy A” stars Emma Stone as Olive, who pretends to be promiscuous after a false rumour spreads, just as Kat in “10 Things I Hate About You” rebels against conformity.
If you love “10 Things I Hate About You,” you should watch “Easy A” because it offers a similar blend of smart dialogue, high school drama, and strong female leads.
“Easy A” stands as a delightful teen comedy. It’s all about reputation, identity and the challenges of youth making it a must watch for those people who loves “10 Things I Hate About You”.
Director: Will Gluck. Stars: Emma Stone, Amanda Bynes, Penn Badgley
3. Mean Girls (2004)
Undoubtedly, a timeless classic, “Mean Girls” is widely recognized as one of the funniest teen films ever made. It centers on the experience of Cady Heron, a teenager born in Africa, who finds herself completely unprepared for the complexities of American high school life due to her upbringing. She encounters The Plastics, the school’s elite clique, as she navigates this unfamiliar territory.
If you enjoyed “10 Things I Hate About You,” you will likely find “Mean Girls” just as appealing. Even Kat from ’10 Things’ would appreciate both films’ ability to keenly observe the intricate social dynamics of high school life.
So, “Mean Girls” is a definite must-see if you enjoy sharp humor, teenage quirks, and a touch of romance. I guarantee that it is an excellent comedy that’s definitely “fetch.”
Director: Mark Waters. Stars: Lindsay Lohan, Jonathan Bennett, Rachel McAdams

4. She’s the Man (2006)
If you loved ’10 Things I Hate About You’, you’ll definitely love ‘She’s the Man’. Both films are funny, heartwarming, and empowering teen comedies that feature strong female leads. In ‘She’s the Man’, Amanda Bynes stars as Viola, a tomboyish soccer player who disguises herself as a boy in order to play on the boys’ team. Just like Kat Stratford in 10 Things I Hate About You, Viola is a force to be reckoned with, and she’s sure to win you over with her wit and determination.
So if you’re looking for a fun and feel-good movie to watch, we highly recommend She’s the Man. It’s a modern twist on a classic Shakespearean tale, and it’s sure to leave you smiling.
Director: Andy Fickman. Stars: Amanda Bynes, Laura Ramsey, Channing Tatum
5. To All the Boys I’ve Loved Before (2018)
In the realm of heartwarming tales that delve into the intricacies of love and human connection, “To All the Boys I’ve Loved Before” emerges as an absolute cinematic gem.
This mesmerising creation, an original production by Netflix, introduces us to the enigmatic Lara Jean Covey, a young lady whose clandestine collection of heartfelt letters inadvertently finds its way into the possession of her romantic interests.
It unfolds as an enchanting narrative replete with characters so endearing, akin to the spellbinding charm one encounters while immersing oneself in the cinematic masterpiece that is “10 Things I Hate About You.”
Director: Susan Johnson. Stars: Lana Condor, Noah Centineo, Janel Parrish
6. Bring It On (2000)
“Bring It On” is a bit like a burst of cheerfulness in the realm of movies akin to “10 Things I Hate About You.” Despite their initial differences, both films offer more than meets the eye.
Just as “10 Things I Hate About You” adds a touch of romance to the high school scene, “Bring It On” flips the cheerleading world into a mix of comedy and drama with a heartwarming takeaway.
It’s not just about spirit fingers and pom-poms; Kirsten Dunst leads a squad into the cutthroat world of cheerleading. This unexpected flick brings friendship, rivalry, and a whole lot of pep.
Director: Peyton Reed. Stars: Kirsten Dunst, Eliza Dushku, Jesse Bradford
7. The DUFF (2015)
Both “10 Things I Hate About You” and “The DUFF” are set in the vibrant and tumultuous world of high school. The movies perfectly represent teenage life, with all of its cliques, social strata, and ups and downs in adolescent relationships.
The dialogue in both films is renowned for being clever and hilarious. Throughout the entire movie, the audience are amused and engaged by the witty one-liners and snappy banter. If you appreciated the humour in one, you’re likely to enjoy the humor in the other.
Director: Ari Sandel. Stars: Mae Whitman, Bella Thorne, Robbie Amell
8. John Tucker Must Die (2006)
“10 Things I Hate About You” features Kat Stratford, a strong and independent character who refuses to conform. The plot and resolution are driven by these defiant deeds. The four female characters of “John Tucker Must Die” band together to exact revenge on John Tucker for his dishonesty in romantic relationships. The story is advanced by these powerful female leaders who inspire viewers
Both films have as their central themes youthful revolt and questioning the current quo. In “10 Things I Hate About You,” Kat Stratford rebels against societal norms, while in “John Tucker Must Die,” the protagonists unite to take down a popular but deceitful character. The plot is driven by these acts of defiance, which also touch the spectator.
Director: Betty Thomas. Stars: Jesse Metcalfe, Ashanti, Arielle Kebbel
9. 13 Going on 30 (2004)
Characters like Kat and Bianca go through substantial changes in “10 Things I Hate About You,” and viewers can relate to their experiences.
Similarly, in “13 Going on 30,” Jenna’s time-travel-induced leap from 13 to 30 leads to a profound exploration of identity and values. We could see values and theme of Self-Discovery in both the films
Romantic Elements: Both movies contain captivating romantic storylines. In “10 Things I Hate About You,” the budding romance between Kat and Patrick is at the forefront, while in “13 Going on 30,” Jenna’s reconnection with her childhood friend, Matt, adds depth to the narrative.
These love stories tug at the heartstrings of viewers.
Director: Gary Winick. Stars: Jennifer Garner, Mark Ruffalo, Judy Greer
10. The Princess Diaries (2001)
Strong female leads who defy expectations may be found in both films. In “10 Things I Hate About You,” Kat Stratford stands out as a strong-willed and independent character who refuses to conform to stereotypes. In “The Princess Diaries,” Mia Thermopolis undergoes a stunning transformation in which she embraces her royal heritage and finds her inner strength and leadership abilities.
High School settings can be seen again in “The Princess Diaries”. They capture the essence of teenage experiences, including the challenges of fitting in, finding one’s voice, and navigating the complexities of relationships. These relatable themes resonate with audiences of all ages.
Director: Garry Marshall. Stars: Julie Andrews, Anne Hathaway, Hector Elizondo
Strong female leads who defy expectations may be found in both films. In “10 Things I Hate About You,” Kat Stratford stands out as a strong-willed and independent character who refuses to conform to stereotypes. In “The Princess Diaries,” Mia Thermopolis undergoes a stunning transformation in which she embraces her royal heritage and finds her inner strength and leadership abilities.
High School settings can be seen again in “The Princess Diaries”. They capture the essence of teenage experiences, including the challenges of fitting in, finding one’s voice, and navigating the complexities of relationships. These relatable themes resonate with audiences of all ages.
10 Things I Hate About You
In a nutshell, if ’10 Things I Hate About You’ had you guessing, these ten movies will have you on the edge of your seat. They’re a breath of fresh air in the world of high school rom-coms, and they’ll keep you wondering why you didn’t stumble upon them sooner. So, toss out the predictability and dive into this unexpected cinematic journey. Popcorn is a must!