This curated list of films explores the theme of virginity, often with a mix of humor, awkwardness, and heartfelt moments. These movies not only entertain but also provide a window into the universal experience of coming of age, making them valuable for viewers who appreciate character-driven stories about personal growth and societal expectations.

Fast Times at Ridgemont High (1982)
Description: This classic teen comedy includes a subplot where Brad Hamilton, played by Judge Reinhold, loses his virginity in a memorable scene at the drive-in.
Fact: The film was based on a book by Cameron Crowe, who went undercover at a high school to research teenage life.


Can't Hardly Wait (1998)
Description: At a high school graduation party, several characters navigate their feelings and relationships, including one subplot where a character tries to lose his virginity.
Fact: The film features an ensemble cast of actors who would later become well-known, like Jennifer Love Hewitt and Seth Green.


American Pie (1999)
Description: A group of high school friends make a pact to lose their virginity by prom night, leading to a series of comedic and embarrassing situations.
Fact: The film was a surprise hit, spawning multiple sequels and becoming a cultural phenomenon.


The 40-Year-Old Virgin (2005)
Description: This film follows Andy Stitzer, a 40-year-old man who has never had sex, as his friends attempt to help him lose his virginity, leading to both hilarious and touching moments.
Fact: The film was Steve Carell's breakout role in film, and many of the improvised scenes made it into the final cut.


Superbad (2007)
Description: Two high school best friends, Seth and Evan, plan to get drunk and lose their virginity before they part ways for college, resulting in a wild night of misadventures.
Fact: The film was co-written by Seth Rogen and Evan Goldberg, who based the characters on their own teenage experiences.


Sex Drive (2008)
Description: Ian, a high school senior, borrows his brother's car to meet a girl he's been chatting with online, with the hope of losing his virginity.
Fact: The film features a cameo by Seth Green, who also appeared in "Can't Hardly Wait," another virginity-themed movie.


The Spectacular Now (2013)
Description: While not primarily about virginity, the film includes a subplot where the main character, Sutter, helps his girlfriend Aimee with her first sexual experience.
Fact: The film was adapted from a novel by Tim Tharp and received critical acclaim for its realistic portrayal of teenage life.


The To Do List (2013)
Description: A high school valedictorian makes a list of sexual activities to complete before college, exploring her own sexuality in a humorous and candid way.
Fact: Aubrey Plaza, who stars as the lead, also co-wrote the film, which is loosely based on her own teenage years.


Blockers (2018)
Description: Three parents try to stop their daughters from losing their virginity on prom night, leading to a series of comedic and heartfelt events.
Fact: The film was praised for its progressive take on sex and consent, focusing on the parents' perspective.


The Virginity Hit (2010)
Description: A group of friends document their friend Matt's quest to lose his virginity, capturing the awkward and real moments of teenage life.
Fact: The film was inspired by real-life footage of teenagers, aiming for a documentary-like feel.
