Top 20 Movies About Losing Your Virginity Prior to 2020 Is there anything scarier than facing sex for the first time?

Losing your virginity is a scary proposition. You have to get naked in front of a stranger, face their judgement, and then hope they can perform an act in a way that’s pleasurable to you. Sex is no big deal to some of us, but others are petrified at the idea and can’t perform because of it.

October is a great time to check out these 20 movies about the horror of losing your virginity.

20. Fast Times at Ridgemont High (1982)


19. Kids (1995)


18. Once Bitten/The Twilight Saga (1985/2008-2012)


17. Lady Bird (2017)


16. 100 Girls (2000)


15. Barely Legal (2011)


14. Cruel Intentions (1999)


13. Blockers (2018)


12. Clueless (1995)


11. The Diary of a Teenage Girl (2015)


10. Easy A (2010)


9. The Graduate (1967)


8. The First Time (2012)


7. Jennifer’s Body (2009)


6. The Forty Year Old Virgin (2005)


5. Juno (2007)


4. American Pie Franchise (1999- )


3. Porky’s (1981)


2. The To Do List (2013)


1. Sex Drive (2008)




Dr. Brian Penny is a former Business Analyst and Operations Manager at Bank of America turned whistleblower, troll, and freelance writer. You can find his work in Cracked, High Times, HuffPost, Lifewire, Forbes, Fast Company, and dozens of other places, although much of it is no longer under his name. Dr. Penny loves annoying fake media.

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