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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. 1Another Gay Movie

    Another Gay Movie (2006)

    ★ 5.9/10Also comedy and romance

    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…

  2. 2The Last American Virgin

    The Last American Virgin (1982)

    ★ 6.6/10Also comedy

    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.

  3. 3American Pie

    American Pie (1999)

    ★ 6.7/10Also comedy and romance

    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…

  4. 4Zack and Miri Make a Porno

    Zack and Miri Make a Porno (2008)

    ★ 6.3/10Also comedy and romance

    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…

  5. 5That Awkward Moment

    That Awkward Moment (2014)

    ★ 6.1/10Also comedy and romance

    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…

  6. 6Sleeping with Other People

    Sleeping with Other People (2015)

    ★ 6.3/10Also comedy and romance

    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…

  7. 7Someone Like You...

    Someone Like You... (2001)

    ★ 6/10Also comedy and romance

    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…

  8. 8Friends with Benefits

    Friends with Benefits (2011)

    ★ 6.6/10Also romance and comedy

    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…

  9. 9¿Quieres ser mi hijo?

    ¿Quieres ser mi hijo? (2023)

    ★ 8.4/10Also comedy and romance

    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.

  10. 10Playing It Cool

    Playing It Cool (2014)

    ★ 5.9/10Also comedy and romance

    A young man meets and instantly falls in love with an engaged woman.

  11. 11My Sassy Girl

    My Sassy Girl (2008)

    ★ 6.8/10Also comedy and romance

    A guy has his life planned out until he is wooed, groomed and then dumped by an elusive woman.

  12. 12Sex Appeal

    Sex Appeal (2022)

    ★ 6.6/10Also comedy and romance

    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.

  13. 13Splendor

    Splendor (1999)

    ★ 6.2/10Also comedy and romance

    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…

  14. 14One Night Only

    One Night Only (2026)

    ★ 6.4/10Also romance and comedy

    Two love-starved strangers crash into each other on the one night of the year when single people are allowed to have sex.

  15. 15The Moon Is Blue

    The Moon Is Blue (1953)

    ★ 6.3/10Also comedy and romance

    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.

  16. 16Players

    Players (2024)

    ★ 6.1/10Also romance and comedy

    New 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. 17Bye Bye Love

    Bye Bye Love (1995)

    ★ 6.1/10Also comedy and romance

    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…

  18. 18Bros

    Bros (2022)

    ★ 6.6/10Also comedy and romance

    Two gay men are possibly, probably, stumbling towards love. Maybe. They're both very busy.

  19. 19A Nice Girl Like You

    A Nice Girl Like You (2020)

    ★ 5.8/10Also comedy and romance

    Lucy 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. 20Sex Drive

    Sex Drive (2008)

    ★ 6.4/10Also comedy and romance

    A high school senior drives cross-country with his best friends to hook up with a babe he met online.

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