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16 Movies Like Risky Business: Teen Adventures and Self-Discovery

Risky Business is a classic coming-of-age comedy-drama that has left a lasting impact on the genre. If you enjoyed the blend of humor, drama, and youthful rebellion in Risky Business, you’ll love these 16 similar movies. Each film captures the essence of teenage adventure and self-discovery.

1. Ferris Bueller’s Day Off

This iconic film follows Ferris Bueller, played by Matthew Broderick, as he skips school for a day of fun in Chicago. The movie is filled with memorable moments and showcases the lengths a teenager will go to for a perfect day off.

2. The Breakfast Club

Directed by John Hughes, this film brings together five high school students from different cliques for a Saturday detention. Starring Molly Ringwald, Emilio Estevez, and Judd Nelson, it explores the struggles and connections that define adolescence.

3. Fast Times at Ridgemont High

This film dives into the lives of high school students navigating love, work, and friendship. With standout performances by Sean Penn and Jennifer Jason Leigh, it remains a beloved snapshot of teenage life in the ’80s.

4. Sixteen Candles

Molly Ringwald stars as Samantha, whose 16th birthday is overshadowed by her sister’s wedding. This John Hughes classic is a humorous and heartfelt look at the trials of teenagehood.

5. Say Anything

John Cusack stars as Lloyd Dobler, a high school graduate who falls for the class valedictorian. This romantic drama, directed by Cameron Crowe, is best remembered for its iconic boombox scene.

6. Can’t Buy Me Love

Patrick Dempsey plays a nerdy high schooler who pays a popular girl to pretend to be his girlfriend. This film explores themes of popularity and self-worth with humor and heart.

7. Weird Science

In this sci-fi comedy, two high school geeks create their dream woman using a computer. Starring Anthony Michael Hall and Kelly LeBrock, it’s a fun and fantastical take on teenage fantasies.

8. The Outsiders

Based on S.E. Hinton’s novel, this film follows the conflict between two rival gangs. Starring C. Thomas Howell, Matt Dillon, and a young Tom Cruise, it’s a powerful story of friendship and survival.

9. Dazed and Confused

Richard Linklater’s cult classic captures the last day of school in 1976. With an ensemble cast including Matthew McConaughey and Ben Affleck, it perfectly encapsulates the spirit of teenage rebellion.

10. Clueless

Alicia Silverstone stars as Cher, a wealthy and popular high school student navigating love and friendship. This modern adaptation of Jane Austen’s Emma is a witty and stylish take on teenage life.

11. American Pie

This raunchy comedy follows a group of friends determined to lose their virginity before graduation. Starring Jason Biggs, Alyson Hannigan, and Seann William Scott, it became a defining teen movie of the late ’90s.

12. Superbad

Jonah Hill and Michael Cera star as two high school friends trying to make the most of their last days before college. This comedy is filled with hilarious and heartfelt moments about growing up.

13. 10 Things I Hate About You

A modern retelling of Shakespeare’s The Taming of the Shrew, this film stars Heath Ledger and Julia Stiles. It’s a charming and witty exploration of high school romance and rebellion.

14. Adventureland

Jesse Eisenberg stars as a recent college graduate who takes a summer job at an amusement park. This coming-of-age dramedy, also featuring Kristen Stewart, captures the uncertainty and excitement of young adulthood.

15. The Girl Next Door

Emile Hirsch plays a high school senior who falls for his new neighbor, a former adult film star. This romantic comedy is a mix of humor and heart, exploring the unexpected turns of teenage life.

16. Project X

This found-footage film chronicles a high school party that spirals out of control. Starring Thomas Mann and Oliver Cooper, it’s a wild and chaotic look at teenage rebellion and excess.