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17 Movies Like Pretty in Pink: A Delightful Mix of Romance and Comedy

If you’re a fan of the classic 80s teen romantic comedy, Pretty in Pink, then you’re in for a treat! This genre, known for its heartfelt storytelling and memorable characters, has produced many gems over the years. Here are 17 movies that capture the same spirit and charm.

1. Sixteen Candles

Sixteen Candles stars Molly Ringwald as Samantha, a teenager whose sixteenth birthday is overshadowed by her sister’s wedding. The movie perfectly captures the awkwardness of high school and unrequited love, making it a must-watch.

2. The Breakfast Club

In The Breakfast Club, a group of five high school students from different cliques spend a Saturday in detention together. Starring Emilio Estevez, Anthony Michael Hall, and Molly Ringwald, this film explores the complexities of teenage identity and social dynamics.

3. Say Anything

Say Anything features John Cusack as Lloyd Dobler, a high school senior who falls for the class valedictorian, played by Ione Skye. The film is known for its iconic boombox scene and its heartfelt exploration of young love.

4. Ferris Bueller’s Day Off

In Ferris Bueller’s Day Off, Matthew Broderick stars as Ferris Bueller, a high schooler who takes a day off from school to explore Chicago with his friends. The film is a delightful romp that celebrates youth and rebellion.

5. Clueless

Clueless is a modern adaptation of Jane Austen’s “Emma,” starring Alicia Silverstone as Cher Horowitz, a wealthy and popular high school student in Beverly Hills. The film is a witty and stylish take on teenage life and romance.

6. Can’t Buy Me Love

Can’t Buy Me Love stars Patrick Dempsey as Ronald Miller, a nerd who pays a popular girl, played by Amanda Peterson, to pretend to be his girlfriend. This film explores themes of popularity, self-worth, and the true meaning of friendship.

7. 10 Things I Hate About You

10 Things I Hate About You is a modern retelling of Shakespeare’s “The Taming of the Shrew,” featuring Heath Ledger and Julia Stiles. The film combines sharp wit with heartfelt romance, making it a beloved teen classic.

8. She’s All That

In She’s All That, Freddie Prinze Jr. stars as a high school jock who makes a bet to turn a nerdy girl, played by Rachael Leigh Cook, into the prom queen. The film is a charming exploration of high school hierarchies and unexpected love.

9. Drive Me Crazy

Drive Me Crazy features Melissa Joan Hart and Adrian Grenier as neighbors who team up to make their exes jealous. The film is a delightful mix of comedy and romance, set against the backdrop of high school life.

10. Never Been Kissed

Never Been Kissed stars Drew Barrymore as a journalist who goes undercover at a high school to write a story. The film is a sweet and funny look at second chances and the awkwardness of teenage years.

11. To All the Boys I’ve Loved Before

In To All the Boys I’ve Loved Before, Lana Condor stars as Lara Jean, a high schooler whose secret love letters are accidentally sent out. The film is a heartwarming and modern take on teenage love and self-discovery.

12. The Edge of Seventeen

The Edge of Seventeen stars Hailee Steinfeld as Nadine, a high school junior dealing with the complexities of adolescence. The film is a poignant and humorous look at the trials of growing up.

13. Easy A

Easy A features Emma Stone as Olive, a high school student who pretends to have a scandalous reputation to boost her social standing. The film is a witty and satirical take on high school rumors and reputations.

14. Mean Girls

In Mean Girls, Lindsay Lohan stars as Cady Heron, a new student who navigates the treacherous waters of high school cliques. The film is a sharp and hilarious look at teenage social dynamics.

15. A Cinderella Story

A Cinderella Story stars Hilary Duff as Sam, a high school student who falls for a popular boy, played by Chad Michael Murray, through an anonymous online relationship. The film is a modern and charming retelling of the classic fairy tale.

16. John Tucker Must Die

John Tucker Must Die features Brittany Snow as Kate, a new girl who teams up with three other girls to take down a charming womanizer, played by Jesse Metcalfe. The film is a fun and empowering story of friendship and revenge.

17. Love, Simon

Love, Simon stars Nick Robinson as Simon, a high school student who struggles to come out as gay while dealing with an anonymous blackmailer. The film is a heartfelt and important story about love, acceptance, and identity.

These movies will surely fill the void left by Pretty in Pink and offer you a delightful mix of romance, comedy, and heartfelt moments. Enjoy your movie marathon!