Movies like How to Break Your Virginity (2025)
The best movies like How to Break Your Virginity (2025) are Sex and the Teenage Mind (2002), Alex Strangelove (2018) and American Pie (1999). If How to Break Your Virginity hooked you, these 20 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedLady Bird (2017)7.2/10 from 9,270 votes
- NewestThe 4:30 Movie (2024)Released 2024
Sex and the Teenage Mind (2002)
Bumbling high school geek Virgil Heitmeyer has yet to lose his virginity. A golden opportunity for finally getting deflowered arises after Virgil manages to get closer to the beautiful and popular Kellie Guthrie. Will Virgil's date with Kellie go smoothly? Or is Virgil going to blow his big chance to score with the girl of his dreams?
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisAlex Strangelove (2018)
Alex Truelove is on a quest to lose his virginity, an event eagerly awaited by his patient girlfriend and cheered on with welcome advice by his rowdy friends. But Alex, a super gregarious dude, is oddly unmotivated. A magical house party throws Alex into the presence of Elliot, a hunky college guy, who pegs Alex as gay and flirts hard. Alex is taken aback but after a series of setbacks on the girlfriend front he takes the plunge and learns some interesting new facts about himself.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisAmerican Pie (1999)
At a high-school party, four friends find that losing their collective virginity isn't as easy as they had thought. But they still believe that they need to do so before college. To motivate themselves, they enter a pact to all "score" by their senior prom.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThe Last American Virgin (1982)
The friendship of a group of young friends struggling with teen sex, drugs, and work is jeopardized by a romantic interest which may turn pals into bitter rivals.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThe 40 Year-Old Virgin (2005)
Andy Stitzer has a pleasant life with a nice apartment and a job stamping invoices at an electronics store. But at age 40, there's one thing Andy hasn't done, and it's really bothering his sex-obsessed male co-workers: Andy is still a virgin. Determined to help Andy get laid, the guys make it their mission to de-virginize him. But it all seems hopeless until Andy meets small business owner Trish, a single mom.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisAnother Gay Movie (2006)
Andy is your typical All-American eighteen-year-old gay virgin. Like everyone else, he's dying to have sex. Totally out of the closet and mad-crazy horny, this naïve high school senior is caught in that awkward vortex between child and adult. Much to the dismay of his mom (who wonders why all her carrots and cucumbers keep disappearing), Andy spends much of his private time practicing for the big moment when he'll finally take the plunge.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisSex Drive (2008)
A high school senior drives cross-country with his best friends to hook up with a babe he met online.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisBlockers (2018)
When three parents discover that each of their daughters have a pact to lose their virginity at prom, they launch a covert one-night operation to stop the teens from sealing the deal.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisSummer '03 (2018)
16-year-old Jamie Winkle and her extended family are left reeling after her calculating grandmother unveils an array of secrets on her deathbed. As her family deals with her grandmother's surprising dying messages, Jamie sets out to make the most of her summer and explores her sexuality.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisEverything You Always Wanted to Know About Sex *But Were Afraid to Ask (1972)
A collection of seven vignettes, which each address a question concerning human sexuality. From aphrodisiacs to sexual perversion to the mystery of the male orgasm, characters like a court jester, a doctor, a queen and a journalist adventure through lab experiments and game shows, all seeking answers to common questions that many would never ask.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisEasy A (2010)
Olive, an average high school student, sees her below-the-radar existence turn around overnight once she decides to use the school's gossip grapevine to advance her social standing. Now her classmates are turning against her and the school board is becoming concerned, including her favorite teacher and the distracted guidance counselor. With the support of her hilariously idiosyncratic parents and a little help from a long-time crush, Olive attempts to take on her notorious new identity and crush the rumor mill once and for all.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisA Funny Thing Happened on the Way to the Forum (1966)
A wily slave must unite a virgin courtesan and his young smitten master to earn his freedom.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisFear (1996)
Nicole Walker always dreamed of being swept away by someone special — someone strong, sexy and sensitive who would care for her more than anything else in the world. David is all that and more: a modern-day knight who charms and seduces her, body and soul. But her perfect boyfriend is not all he seems to be. His sweet facade masks a savage, dark side that will soon transform Nicole's dream into a nightmare.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisLady Bird (2017)
Lady Bird McPherson, a strong willed, deeply opinionated, artistic 17 year old comes of age in Sacramento. Her relationship with her mother and her upbringing are questioned and tested as she plans to head off to college.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisMy Year of Dicks (2023)
An imaginative 15-year-old is stubbornly determined to lose her virginity despite the pathetic pickings in the outskirts of Houston in the early '90s.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisFast Times at Ridgemont High (1982)
A group of Southern-California high school students ignore their studies in favor of indulging in their teenage distractions.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThe 4:30 Movie (2024)
In the summer of 1986, three sixteen year old friends spend their Saturdays sneaking into movies at the local multiplex. But when one of the guys also invites the girl of his dreams to see the latest comedy, each of the teens learn more about life and love.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisHow to Date Billy Walsh (2024)
Archie has been in love with his best friend Amelia for as long as he can remember. Just when he builds up the courage to declare his feelings, she falls head over heels for Billy Walsh, a new American transfer student.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisSplendor (1999)
Veronica is a white-bread beauty searching for a good man in Los Angeles. While slam dancing at a Halloween rave, she meets Abel, a sensitive poet. Then she meets Zed, a supersexy tattooed drummer with incredible biceps. Who will she choose? Does she go for true love or cheap sex? She can't decide so she chooses both. But after managing to nurture a picture-perfect threesome, along comes Ernest, a rich movie director with deep baby blues that sweep Veronica off her feet. What's a girl to do now?
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisSex and the Single Girl (1964)
A womanizing reporter for a sleazy tabloid magazine impersonates his hen-pecked neighbor in order to get an expose on renowned psychologist Helen Gurley Brown.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like this
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Frequently asked questions
What are the best movies like How to Break Your Virginity?
The closest matches to How to Break Your Virginity are Sex and the Teenage Mind (2002), Alex Strangelove (2018) and American Pie (1999). Below are 17 more, each with the reason it matches.
What should I watch after How to Break Your Virginity?
Start with Sex and the Teenage Mind (2002), the closest match to How to Break Your Virginity.
What is the highest-rated movie like How to Break Your Virginity?
Lady Bird (2017), rated 7.2/10 by 9,270 TMDB users.
What is the newest movie like How to Break Your Virginity?
The 4:30 Movie (2024) is the most recent release on this list.
Are there English movies like How to Break Your Virginity?
Yes: Sex and the Teenage Mind (2002), Alex Strangelove (2018) and American Pie (1999).
How are movies similar to How to Break Your Virginity chosen?
First come films that Trakt’s viewers watch alongside How to Break Your Virginity, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.