10 Best Movies Like She’s The Man: Hilarious Rom-Coms You Can’t Miss

If you’re a fan of She’s The Man—the witty and charming teen romantic comedy inspired by Shakespeare’s Twelfth Night—then you’re in for a treat. This movie, starring Amanda Bynes and Channing Tatum, mixes romance, humor, and a bit of gender-bending fun. If you’re looking for more films that blend romance, mistaken identities, gender roles, and comedy, then this list of 10 Best Movies Like She’s The Man will keep you entertained. These films feature hilarious situations, lovable characters, and, of course, a fair amount of romantic chaos. Whether you’re into high school antics, mistaken identities, or gender-switching plots, these picks offer a delightful blend of laughter and love.

Here’s a list of 15 films that offer similar laughs, heart, and a bit of mischief, just like She’s The Man.

1. 10 Things I Hate About You (1999)

10 Things I Hate About You is one of the most iconic teen romantic comedies ever made. This modern adaptation of Shakespeare’s The Taming of the Shrew brings together Julia Stiles and Heath Ledger in unforgettable performances. The plot centers around the stubborn Kat Stratford and her younger sister Bianca, whose father has a strict rule about them dating. Kat’s rebellious nature makes her an unlikely candidate for romance until she meets the charming Patrick Verona, played by Ledger. Their hilarious and touching journey mirrors the gender-bending humor of She’s The Man, where opposites attract and sparks fly. The film’s clever dialogue and the undeniable chemistry between Stiles and Ledger make it a must-watch. For more films like this, check out https://www.similar-list.com/movies/films-like-harry-potter/

2. Mean Girls (2004)

Mean Girls is another teen classic that blends humor, high school drama, and romance in a way that feels both timeless and modern. The film follows Cady Heron, a girl who moves from Africa to suburban Illinois and navigates the complicated world of high school cliques. Among the “Plastics,” a popular group of girls, she learns about friendships, rivalries, and crushes. While Mean Girls doesn’t feature gender-swapping antics like She’s The Man, it shares a similar mix of teen humor, romance, and social commentary. Lindsay Lohan’s portrayal of Cady is both relatable and hilarious, while the unforgettable quotes and moments make it a true standout in teen comedy. For more teen-centric fun, explore other recommendations like Mean Girls.

3. Clueless (1995)

Clueless is a beloved teen comedy that takes inspiration from Jane Austen’s Emma. Cher Horowitz, played by Alicia Silverstone, is a rich, popular high school student who thinks she has everything figured out—until she starts playing matchmaker for her friends and herself. This film, much like She’s The Man, is filled with hilarious misunderstandings, love triangles, and the misadventures of finding true love. With its colorful characters, witty dialogue, and fun fashion moments, Clueless is a must-watch for fans of witty, lighthearted romantic comedies. Silverstone’s performance as the charming, somewhat clueless Cher is both endearing and laugh-out-loud funny.

4. The Princess Diaries (2001)

The Princess Diaries tells the story of Mia Thermopolis, a socially awkward teenager who discovers that she’s the heir to a European throne. As Mia’s life shifts from high school to royal duties, she has to navigate the pressures of newfound fame and romance. The film shares the same charming, fish-out-of-water quality as She’s The Man—where an everyday person enters an unfamiliar world full of chaos and unexpected romance. Anne Hathaway shines as Mia, bringing a sweet, relatable charm to her character. The Princess Diaries is a delightful mix of humor, self-discovery, and a fair share of romance, making it a perfect pick for fans of feel-good teen movies.

5. Legally Blonde (2001)

Legally Blonde follows Elle Woods, a fashion-forward sorority girl who decides to enroll in Harvard Law School to win back her ex-boyfriend. However, her journey turns into an empowering and hilarious story of self-discovery as Elle proves that being fashionable and being smart are not mutually exclusive. Like She’s The Man, Legally Blonde is filled with humorous moments and a lead character who defies expectations. Reese Witherspoon’s iconic portrayal of Elle makes this film an empowering comedy about breaking stereotypes, and it’s one of the best feel-good rom-coms out there. It’s a great pick for anyone who loves to see strong, intelligent women taking charge and defying norms.

6. She’s All That (1999)

She’s All That follows Zack Siler, a popular high school jock who bets his friends that he can turn an awkward, “unattractive” girl, Laney Boggs, into the prom queen. This romantic comedy shares similarities with She’s The Man in terms of high school popularity contests, makeover montages, and a blossoming romance that sneaks up on its characters. The film is filled with hilarious moments, touching scenes, and a lot of teen drama. Rachael Leigh Cook and Freddie Prinze Jr. make a charming couple, and their evolving relationship mirrors the playful, romantic energy seen in She’s The Man.

7. Hairspray (2007)

Set in the 1960s, Hairspray is a musical comedy about Tracy Turnblad, a plus-size teen with big dreams who wants to dance on a popular TV show. When Tracy faces opposition from both society and her family, she fights for her place in the spotlight. Much like She’s The Man, Hairspray combines humor, romance, and overcoming obstacles in the face of adversity. The film features colorful characters, catchy songs, and an empowering message about being true to yourself and following your dreams. It’s a fun, feel-good movie that’s both heartwarming and hilarious.

8. To All the Boys I’ve Loved Before (2018)

To All the Boys I’ve Loved Before is a sweet and funny teen rom-com based on the popular book series. Lara Jean Covey, a high school student, writes secret love letters to all her past crushes, but when the letters are accidentally sent out, her quiet life gets turned upside down. Like She’s The Man, the film explores the complexities of love, identity, and self-discovery, all wrapped up in a series of romantic misadventures. The chemistry between the leads, Lana Condor and Noah Centineo, brings an undeniable charm to this lighthearted movie that perfectly balances romance and humor.

9. The Duff (2015)

The Duff tells the story of Bianca, a high school senior who is labeled the “Designated Ugly Fat Friend” (DUFF) by her popular peers. With the help of her charming but rebellious neighbor, Wesley, Bianca sets out to change her social standing. Like She’s The Man, The Duff uses humor and a bit of high school drama to explore issues of self-esteem, romance, and personal growth. The dynamic between Bianca and Wesley is full of witty banter and sweet moments, making this film a perfect choice for fans of teen rom-coms.

10. The Hot Chick (2002)

If you’re looking for a wild gender-switch comedy, The Hot Chick is a hilarious option. The film follows a high school girl who swaps bodies with a grown man, leading to a series of awkward and hilarious situations. Much like She’s The Man, the movie delves into the chaos and humor that arises from switching roles and perspectives. While it might not be as romantic as She’s The Man, the comedy and mishaps that ensue make it a fun, light-hearted pick for fans of gender-bending humor.

11. Freaky Friday (2003)

Another body-swap comedy, Freaky Friday follows a mother and daughter who magically swap bodies and must learn to see life through each other’s eyes. With Jamie Lee Curtis and Lindsay Lohan playing the leads, the film brings a fun, heartfelt exploration of family dynamics and personal growth. While it lacks the romance of She’s The Man, the theme of seeing the world through someone else’s perspective—especially in the context of family—makes it an engaging and fun choice for fans of lighthearted comedies.

12. A Cinderella Story (2004)

In A Cinderella Story, Hilary Duff plays Sam, a high school student who dreams of a better life but is stuck living with her wicked stepmother. When she falls for a popular guy, the two must navigate the pressures of their different social statuses. Like She’s The Man, the film features a strong, relatable protagonist who challenges stereotypes and seeks love in unexpected places. The movie is filled with heartwarming moments, fun comedy, and a fairy-tale romance that will make you believe in happy endings.

13. My Big Fat Greek Wedding (2002)

In My Big Fat Greek Wedding, Toula Portokalos, a shy Greek woman, falls in love with a non-Greek man, Ian. The movie explores the cultural and familial conflicts that arise from their relationship, all while maintaining a light, humorous tone. The film’s charm lies in its relatable exploration of family, identity, and love, making it a perfect choice for fans of romantic comedies that balance humor and heart.

14. The Prince and Me (2004)

In The Prince and Me, a college student named Paige meets a charming, down-to-earth man named Eddie, who happens to be a prince in disguise. As their relationship grows, Paige learns that Eddie’s royal life is much more complicated than she thought. The film blends romance, humor, and a bit of royal drama, making it an ideal choice for fans of She’s The Man, who enjoy rom-coms with a mix of relatable characters and fantastical elements.

15. Love, Simon (2018)

Love, Simon follows the story of Simon Spier, a high school student who is struggling with his sexuality and the secrecy that surrounds his life. When Simon falls for a classmate named Blue, the story becomes one of self-discovery, romance, and acceptance. Much like She’s The Man, Love, Simon blends comedy and heartfelt moments to create a movie that’s both entertaining and meaningful.

Whether you’re in the mood for gender-swapping chaos, high school romance, or heartwarming teen comedies, these 10 Best Movies Like She’s The Man offer everything from clever wit to laugh-out-loud moments. Each film brings its unique twist to the world of rom-coms, but they all share the same ability to make you smile and keep you entertained. So grab some popcorn and enjoy these delightful stories of love, identity, and hilarious mishaps!