30+ Must-See Movies That Will Remind You of High School

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If you loved Clueless, you’ll want to add these iconic teen films to your watchlist! From unforgettable friendships to high school dramas, these movies capture the essence of adolescence in a way that resonates with everyone.

Movies Like Clueless to Check Out

1. 10 Things I Hate About You (1999)
   Starring Julia Stiles and Heath Ledger, this modern twist on Shakespeare’s The Taming of the Shrew shares a similar vibe to Clueless, packed with humor and charm.
2. Never Been Kissed (1999)
   Follow the journey of a sweet protagonist navigating high school life, making it another great pick for Clueless fans.
3. Emma (1996)
   The classic Jane Austen novel serves as the inspiration for Clueless. Gwyneth Paltrow stars in this earlier adaptation, and a new version was released in 2020.
4. She’s All That (1999)
   This film features a “makeover” theme reminiscent of Tai’s transformation in Clueless, making it a classic teen favorite.
5. Easy A (2010)
   Emma Stone shines in this modern retelling of The Scarlet Letter, addressing reputation and rumors in a high school setting.
6. Fast Times At Ridgemont High (1982)
   Directed by Amy Heckerling, this film shares thematic elements with Clueless, focusing on the ups and downs of high school life.
7. Dazed and Confused (1993)
   This cult classic features a similar laid-back vibe and has its fair share of memorable characters.
8. Mean Girls (2004)
   A staple in teen comedies, this film explores high school cliques and remains quotable years after its release.
9. The Breakfast Club (1985)
   Focusing on the bonds formed during detention, this classic highlights the beauty of friendships across social divides.
10. Can’t Hardly Wait (1998)
    This underrated film captures the excitement of a graduation party, reminiscent of Clueless’s post-high school adventures.
11. Romy and Michele’s High School Reunion (1997)
    Like Cher and Dionne, Romy and Michele’s friendship is at the heart of this film, filled with fun fashion moments.
12. But I’m A Cheerleader (1999)
    This film offers a comedic take on teen sexuality while playing with stereotypes, featuring stars like Natasha Lyonne.
13. Booksmart (2019)
    Olivia Wilde’s directorial debut features two leads who share a dynamic reminiscent of the friendship in Clueless.
14. Bring It On (2000)
    With sharp writing and iconic one-liners, this cheerleading film is just as quotable as Clueless.
15. Get Over It (2001)
    A lighthearted take on high school theater and relationships, featuring Colin Hanks in an early role.
16. Heathers (1989)
    This dark comedy provides a satirical look at high school cliques and social hierarchies.

More Movies to Consider

• Orange County (2002)
• Legally Blonde (2001)
• Wild Child (2008)
• The DUFF (2015)
• Sixteen Candles (1984)
• Drive Me Crazy (1999)
• Better Off Dead (1985)
• Can’t Buy Me Love (1987)
• Ferris Bueller’s Day Off (1986)
• Some Kind of Wonderful (1987)
• Empire Records (1995)
• Pretty in Pink (1986)
• Valley Girl (1983, 2020)
• Loser (2000)
• The Kissing Booth (2018)
• A Cinderella Story (2004)
• Varsity Blues (1999)
• How to Deal (2003)
• Girls Just Want to Have Fun (1985)
• Mean Girls 2 (2011)

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Summary

From classic comedies to modern tales, these films echo the spirit of Clueless, making them perfect for any movie night! Whether you’re revisiting old favorites or discovering new ones, these titles celebrate the highs and lows of high school life.