If you loved the witty banter, heartfelt romance, and rebellious charm of '10 Things I Hate About You' (2009), you're in for a treat. This article explores 10 similar movies and shows that capture the same spirit—whether it's the enemies-to-lovers trope, sharp humor, or coming-of-age drama. Get ready to add these gems to your watchlist!

Clueless (1995)
Description: A quintessential teen comedy that mixes satire with heart, following a wealthy and popular high school girl who undergoes a personal transformation. The film is known for its sharp dialogue, fashion, and exploration of social hierarchies.
Fact: The movie is a modern adaptation of Jane Austen's 'Emma.' The iconic closet scene where Cher picks out outfits using a computer was groundbreaking at the time.


Never Been Kissed (1999)
Description: A romantic comedy about a journalist who goes undercover in high school to write a story, only to relive the awkwardness and emotional highs of adolescence. The film blends humor with poignant moments of self-discovery.
Fact: Drew Barrymore's character was inspired by her own high school experiences. The prom scene was filmed in a real high school gymnasium.


Bring It On (2000)
Description: A spirited teen comedy that mixes competition, friendship, and rivalry in the world of cheerleading. The film balances humor with themes of teamwork and authenticity.
Fact: The cheerleading routines were choreographed by real-life cheerleading champions. The script was written in just two weeks.


The Princess Diaries (2001)
Description: A charming coming-of-age story about an awkward teenager who discovers she’s royalty. The film explores themes of self-discovery, responsibility, and the pressures of sudden fame.
Fact: Anne Hathaway was almost cut from the film because she tripped during her audition. Julie Andrews returned to the big screen after a long hiatus for this role.


Legally Blonde (2001)
Description: A feel-good comedy about a underestimated woman who proves her worth through intelligence and determination. The film combines humor with a message about self-belief and breaking stereotypes.
Fact: Reese Witherspoon's performance earned her a Golden Globe nomination. The bend-and-snap scene was inspired by a real-life pickup technique.


A Cinderella Story (2004)
Description: A modern retelling of the classic fairy tale set in high school, blending romance, humor, and a protagonist who overcomes adversity to find her voice and happiness.
Fact: Hilary Duff's character was originally written as a brunette, but she preferred to keep her natural blonde hair. The diner scenes were filmed in a real, functioning restaurant.


Mean Girls (2004)
Description: A cult classic that delves into the complexities of high school cliques and the pitfalls of popularity. The protagonist learns hard lessons about fitting in and staying true to herself, all wrapped in sharp humor and memorable one-liners.
Fact: Tina Fey wrote the screenplay based on a self-help book about female aggression. The 'Burn Book' was actually created by the art department and filled with inside jokes.


She's the Man (2006)
Description: A modern teen comedy that cleverly reimagines a classic Shakespearean play, blending humor, romance, and high school drama. The protagonist disguises herself to challenge gender stereotypes, leading to hilarious misunderstandings and heartfelt moments.
Fact: The film is loosely based on Shakespeare's 'Twelfth Night.' Amanda Bynes performed many of her own soccer stunts in the movie.


Easy A (2010)
Description: A witty and sharp high school comedy that explores themes of reputation, rumors, and self-identity. The protagonist navigates the social minefield of high school while dealing with the consequences of a lie that spirals out of control.
Fact: Emma Stone ad-libbed many of her lines, including the famous 'I’m not a prude' speech. The film pays homage to classic John Hughes movies.


The DUFF (2015)
Description: A coming-of-age comedy that tackles the labels and stereotypes teens face in high school. The protagonist reclaims her identity and challenges the social constructs that define her, all while navigating friendships and romance.
Fact: The term 'DUFF' stands for 'Designated Ugly Fat Friend.' Mae Whitman, who plays the lead, is known for her voice acting roles in animated series.
