Movies Like The 40 Year-Old Virgin
If you liked The 40 Year-Old Virgin (2005), a comedy and romance movie directed by Judd Apatow, 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

Another Gay Movie (2006)
★ 5.9/10Also comedy and romanceAndy 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…
- 2

The Last American Virgin (1982)
★ 6.6/10Also comedyThe 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.
- 3

American Pie (1999)
★ 6.7/10Also comedy and romanceAt 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…
- 4

Zack and Miri Make a Porno (2008)
★ 6.3/10Also comedy and romanceLifelong 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…
- 5

That Awkward Moment (2014)
★ 6.1/10Also comedy and romanceBest 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…
- 6

Sleeping with Other People (2015)
★ 6.3/10Also comedy and romanceCan 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…
- 7

Someone Like You... (2001)
★ 6/10Also comedy and romanceJane 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…
- 8

Friends with Benefits (2011)
★ 6.6/10Also romance and comedyDylan 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…
- 9

¿Quieres ser mi hijo? (2023)
★ 8.4/10Also comedy and romanceLu, 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.
- 10

Playing It Cool (2014)
★ 5.9/10Also comedy and romanceA young man meets and instantly falls in love with an engaged woman.
- 11

My Sassy Girl (2008)
★ 6.8/10Also comedy and romanceA guy has his life planned out until he is wooed, groomed and then dumped by an elusive woman.
- 12

Sex Appeal (2022)
★ 6.6/10Also comedy and romanceAvery, a teenager with a tendency towards perfectionism, enlists her friend Larson to help her prepare for her first time with her long-distance boyfriend.
- 13

Splendor (1999)
★ 6.2/10Also comedy and romanceVeronica 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…
- 14

One Night Only (2026)
★ 6.4/10Also romance and comedyTwo love-starved strangers crash into each other on the one night of the year when single people are allowed to have sex.
- 15

The Moon Is Blue (1953)
★ 6.3/10Also comedy and romanceTwo 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.
- 16

Players (2024)
★ 6.1/10Also romance and comedyNew York sportswriter Mack has spent years devising successful hook-up "plays" with her friends, but when she unexpectedly falls for one of her targets, she must learn what it takes to go from simply scoring to playing…
- 17

Bye Bye Love (1995)
★ 6.1/10Also comedy and romanceWith 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…
- 18

Bros (2022)
★ 6.6/10Also comedy and romanceTwo gay men are possibly, probably, stumbling towards love. Maybe. They're both very busy.
- 19

A Nice Girl Like You (2020)
★ 5.8/10Also comedy and romanceLucy Neal is thrown for a loop when she is accused of being too inhibited by her ex-boyfriend. In an effort to prove him wrong, Lucy creates a rather wild to-do list that sends her on a whirlwind and surprising journey…
- 20

Sex Drive (2008)
★ 6.4/10Also comedy and romanceA high school senior drives cross-country with his best friends to hook up with a babe he met online.