Movies Like How to Break Your Virginity

If you liked How to Break Your Virginity (2025), a movie directed by Joshua K.A.Ofosu, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

1
American Pie (1999)
★ 6.7/10
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…
2
Alex Strangelove (2018)
★ 6.6/10
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…
3
The 40 Year-Old Virgin (2005)
★ 6.4/10
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…
4
Another Gay Movie (2006)
★ 5.9/10
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…
5
The Last American Virgin (1982)
★ 6.6/10
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.
6
Blockers (2018)
★ 6.3/10
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.
7
Sex Drive (2008)
★ 6.4/10
A high school senior drives cross-country with his best friends to hook up with a babe he met online.
8
Everything You Always Wanted to Know About Sex *But Were Afraid to Ask (1972)
★ 6.5/10
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…
9
Easy A (2010)
★ 6.8/10
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…
10
Summer '03 (2018)
★ 5.8/10
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…
11
Fear (1996)
★ 6.7/10
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…
12
A Funny Thing Happened on the Way to the Forum (1966)
★ 6.1/10
A wily slave must unite a virgin courtesan and his young smitten master to earn his freedom.
13
Sex and the Teenage Mind (2002)
★ 5.9/10
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…
14
Lady Bird (2017)
★ 7.2/10
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…
15
Fast Times at Ridgemont High (1982)
★ 6.8/10
A group of Southern-California high school students ignore their studies in favor of indulging in their teenage distractions.
16
Sex and the Single Girl (1964)
★ 6.5/10
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.
17
Diary of a Wimpy Kid (2010)
★ 6.3/10
Greg Heffley is headed for big things, but first he has to survive the scariest, most humiliating experience of any kid’s life – middle school! That won’t be easy, considering he’s surrounded by hairy-freckled morons…
18
How to Date Billy Walsh (2024)
★ 6.4/10
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.
19
Sleeping with Other People (2015)
★ 6.3/10
Can two serial cheaters get a second chance at love? After a one-night stand in college, New Yorkers Lainey and Jake meet by chance twelve years later and discover they each have the same problem: because of their…
20
The Forge (2024)
★ 8.2/10
19 year old Isaiah Wright lives for basketball and video games. A year out of high school, he has no job, no plans, and no idea how to be a man. At odds with his single mother Cynthia, Isaiah is given an ultimatum – to…