Movies like The 40 Year-Old Virgin (2005)
The best movies like The 40 Year-Old Virgin (2005) are Another Gay Movie (2006), American Pie (1999) and Zack and Miri Make a Porno (2008). If The 40 Year-Old Virgin hooked you with its comedy and romance, these 30 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest rated¿Quieres ser mi hijo? (2023)8.4/10 from 378 votes
- NewestOne Night Only (2026)Released 2026
Another 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 · both comedy & romance
SnoozefestMovies 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 · both comedy & romance
Popcorn FlickMovies like thisZack and Miri Make a Porno (2008)
Lifelong platonic friends Zack and Miri look to solve their respective cash-flow problems by making an adult film together. As the cameras roll, however, the duo begin to sense that they may have more feelings for each other than they previously thought.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisThat Awkward Moment (2014)
Best pals Jason and Daniel indulge in casual flings and revel in their carefree, unattached lives. After learning that the marriage of their friend Mikey is over, they gladly welcome him back into their circle. The three young men make a pact to have fun and avoid commitment. However, when all three find themselves involved in serious relationships, they must keep their romances secret from one another.
Why it matches: Recommended by TMDB viewers · both comedy & romance
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 · both comedy & romance
Popcorn FlickMovies like thisSomeone Like You... (2001)
Jane Goodale has everything going for her. She's a producer on a popular daytime talk show, and is in a hot romance with the show's dashing executive producer Ray. But when the relationship goes terribly awry, Jane begins an extensive study of the male animal, including her womanizing roommate Eddie. Jane puts her studies and romantic misadventure to use as a pseudonymous sex columnist -- and becomes a sensation.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisSleeping with Other People (2015)
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 monogamy-challenged ways, neither can maintain a relationship. Determined to stay friends despite their mutual attraction, they make a pact to keep it platonic, a deal that proves easier said than done.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisFriends with Benefits (2011)
Dylan is done with relationships. Jamie decides to stop buying into the Hollywood clichés of true love. When the two become friends they decide to try something new and take advantage of their mutual attraction - but without any emotional attachment.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisMy Sassy Girl (2008)
A guy has his life planned out until he is wooed, groomed and then dumped by an elusive woman.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like this¿Quieres ser mi hijo? (2023)
Lu, a conformist woman in her forties, learns that her 15-year partner has been having extramarital affairs. Starting from scratch, she gets involved in an unexpected relationship with a young womanizer.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Absolute CinemaMovies like thisThe Moon Is Blue (1953)
Two aging playboys are both after the same attractive young woman, but she fends them off by claiming that she plans to remain a virgin until her wedding night. Both men determine to find a way around her objections.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisSex Appeal (2022)
Avery, a teenager with a tendency towards perfectionism, enlists her friend Larson to help her prepare for her first time with her long-distance boyfriend.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisBye Bye Love (1995)
With varying degrees of success, recently divorced friends Dave, Vic and Donny are trying to move on with their lives. Vic feels vilified by his ex-wife's parents, while Donny has a shaky bond with his teen daughter, Emma. Dave, meanwhile, has an enviable problem -- he has more dates than he can handle. As they confront their post-marital challenges, the men take solace in one another's plights.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisPlaying It Cool (2014)
A young man meets and instantly falls in love with an engaged woman.
Why it matches: Recommended by TMDB viewers · both comedy & romance
SnoozefestMovies like thisSet It Up (2018)
Two overworked and underpaid assistants come up with a plan to get their bosses off their backs by setting them up with each other.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisOne Night Only (2026)
Two love-starved strangers crash into each other on the one night of the year when single people are allowed to have sex.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisDesperados (2020)
A panicked young woman and her two best friends fly to Mexico to delete a ranting email she sent to her new boyfriend. On arrival, they run into her former beau, who soon gets caught up in their frantic scheme.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisHow I Got Into College (1989)
High school senior Marlon Bowne is smitten with overachieving classmate Jessica Kailo. But, if he wants to have a shot with her, he'll have to find a way to get into Ramsey College, Jessica's top choice of schools. It won't be easy, since the college is highly selective and Marlon's grades are hardly impressive. That means the lovelorn teen will have to find a way to score high on the SATs and win over the college admissions committee.
Why it matches: Recommended by TMDB viewers · both comedy & romance
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 · both comedy
Popcorn FlickMovies like thisSex 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 · both comedy
SnoozefestMovies like thisFC Venus (2006)
Anna is persuaded by her boyfriend Paul to move from Berlin to his home town of Imma. What the notorious soccer hater doesn't know, however, is that joining his best friend Steffen's law firm is just a pretext. In reality, Paul and his buddies are there to save the soccer club he co-founded, Eintracht Imma 95, from relegation. Anna soon realizes that the players' wives have nothing to say to their soccer junkies: Artificial turf in the bedroom, Effenberg bedding and weekends on the soccer pitch. When she finds out the real reason for the move, she mobilizes her fellow sufferers to counter-attack after a fierce bout of frustration and challenges Paul and his friends to the ultimate duel on the soccer pitch. The bet is on: women against men. If the women win, soccer is over - and Paul has to go back to Berlin with Anna. Forever. If the men win, there will be no more complaining.
Why it matches: Similar story and style · both comedy & romance
The House Bunny (2008)
Shelley is living a carefree life until a rival gets her tossed out of the Playboy Mansion. With nowhere to go, fate delivers her to the sorority girls from Zeta Alpha Zeta. Unless they can sign a new pledge class, the seven socially clueless women will lose their house to the scheming girls of Phi Iota Mu. In order to accomplish their goal, they need Shelley to teach them the ways of makeup and men; at the same time, Shelley needs some of what the Zetas have - a sense of individuality. The combination leads all the girls to learn how to stop pretending and start being themselves.
Why it matches: Similar story and style · both romance & comedy
SnoozefestMovies like thisNico and Dani (2000)
While his parents are away for the summer, 16-year-old Dani invites his best friend, the irrepressible Nico, to stay for the holidays. Jealously rears its head when Nico appears more interested in the local girls than in Dani. Hot summer nights and too many joints lead to experimentation which neither boy can talk about, a situation complicated by the appearance of the older and openly gay Julián, a published writer and old friend of Dani’s father.
Why it matches: Similar story and style · both comedy & romance
SnoozefestMovies like thisBuying the Cow (2002)
A commitment-averse man frantically hits the dating scene after his girlfriend starts pressuring him to pop the question.
Why it matches: Similar story and style · both comedy & romance
SnoozefestMovies like thisÑeñeñe (2014)
Mario has prepared something for Cristina, but she doesn't seem very interested in knowing what it is.
Why it matches: Similar story and style · both comedy
The Dreamers (2003)
When Isabelle and Theo invite Matthew to stay with them, what begins as a casual friendship ripens into a sensual voyage of discovery and desire in which nothing is off limits and everything is possible.
Why it matches: Similar story and style · both romance
Worth the HypeMovies like thisOffice Space (1999)
A depressed white-collar worker tries hypnotherapy, only to find himself in a perpetual state of devil-may-care bliss that prompts him to start living by his own rules, and hatch a hapless attempt to embezzle money from his soul-killing employers.
Why it matches: Similar story and style · both comedy
Worth the HypeMovies like thisThumbsucker (2005)
Justin Cobb, a teenager in suburban Oregon, copes with his thumb-sucking problem, romance, and his diagnosis with ADHD and subsequent experience using Ritalin.
Why it matches: Similar story and style · both comedy
Popcorn FlickMovies like thisLearning to Lie (2003)
18-year-old school boy Helmut falls in love with fellow pupil Britta. He starts working for a Peace movement to get to know Britta. Britta, however, suddenly moves to San Francisco to live with her father and whilst there, finds a new boyfriend. Helmut studies, literature and politics in his home town and have a relationship with another girl from his former school, now studying medicine at the same university but they break up after having an affair with her roommate. Helmut begins a lot of short affairs with different women but still searches for his first girl.
Why it matches: Similar story and style · both comedy
Sweet Movie (1974)
The winner of the Miss World Virginity contest marries, escapes from her masochistic husband and ends up involved in a world of debauchery.
Why it matches: Similar story and style · both comedy
SnoozefestMovies like this
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Frequently asked questions
What are the best movies like The 40 Year-Old Virgin?
The closest matches to The 40 Year-Old Virgin are Another Gay Movie (2006), American Pie (1999) and Zack and Miri Make a Porno (2008). Below are 27 more, each with the reason it matches.
What should I watch after The 40 Year-Old Virgin?
Start with Another Gay Movie (2006), the closest match to The 40 Year-Old Virgin.
What is the highest-rated movie like The 40 Year-Old Virgin?
¿Quieres ser mi hijo? (2023), rated 8.4/10 by 378 TMDB users.
What is the newest movie like The 40 Year-Old Virgin?
One Night Only (2026) is the most recent release on this list.
Are there English movies like The 40 Year-Old Virgin?
Yes: Another Gay Movie (2006), American Pie (1999) and Zack and Miri Make a Porno (2008).
How are movies similar to The 40 Year-Old Virgin chosen?
First come films that Trakt’s viewers watch alongside The 40 Year-Old Virgin, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.