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Movies like 20 Year Old Virgins (2011)

The best movies like 20 Year Old Virgins (2011) are The Trouble with Angels (1966), Much Ado About Nothing (2013) and Taking Care of Business (1990). If 20 Year Old Virgins hooked you with its comedy, these 20 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. The Trouble with Angels (1966)

    Mary and her friend, Rachel, are new students at St. Francis Academy, a boarding school run by the iron fist of Mother Superior. The immature teens grow bored and begin playing pranks on both the unsuspecting nuns and their unpleasant classmates, becoming a constant thorn in Mother Superior's side. However, as the years pass, Mary and Rachel slowly mature and begin to see the nuns in a different light.

    Why it matches: Recommended by TMDB viewers · both comedy

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  2. Much Ado About Nothing (2013)

    A modern retelling of Shakespeare's classic comedy about two pairs of lovers with different takes on romance and a way with words.

    Why it matches: Recommended by TMDB viewers · both comedy

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  3. Taking Care of Business (1990)

    An uptight advertising exec has his entire life in a filofax organizer which mistakenly ends up in the hands of a friendly convict who poses as him.

    Why it matches: Recommended by TMDB viewers · both comedy

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  4. Why Worry? (1923)

    A hypochondriac vacations in the tropics for the fresh air - and finds himself in the middle of a revolution instead.

    Why it matches: Recommended by TMDB viewers · both comedy

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  5. Louis C.K.: Hilarious (2010)

    In this unique and dynamic live concert experience, Louis C.K.'s exploration of life after 40 destroys politically correct images of modern life with thoughts we have all had...but would rarely admit to.

    Why it matches: Recommended by TMDB viewers · both comedy

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  6. After the Ball (2015)

    After the Ball, a retail fairy tale set in the world of fashion. Kate's dream is to design for couturier houses. Although she is a bright new talent, Kate can't get a job. No one trusts the daughter of Lee Kassell, a retail guru who markets clothes "inspired" by the very designers Kate wants to work for. Who wants a spy among the sequins and stilettos? Reluctantly, Kate joins the family business where she must navigate around her duplicitous stepmother and two wicked stepsisters. But with the help of a prince of a guy in the shoe department her godmother's vintage clothes and a shocking switch of identities, Kate exposes the evil trio, saves her father's company -- and proves that everyone can wear a fabulous dress.

    Why it matches: Recommended by TMDB viewers · both comedy

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  7. Adventures in Public School (2018)

    A socially-awkward, home-schooled kid forces his way into public school against his suffocating, but loving, mother's wishes.

    Why it matches: Recommended by TMDB viewers · both comedy

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  8. Stewie Griffin: The Untold Story (2005)

    The maniacal baby of the Griffin family, Stewie, meets his future self. In doing this he discovers that his future image is not what he has anticipated because of a near death experience.

    Why it matches: Recommended by TMDB viewers · both comedy

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  9. The Girl Most Likely To... (1973)

    An ugly girl undergoes plastic surgery and becomes beautiful. She then takes revenge on all the people who mistreated her when she was ugly.

    Why it matches: Recommended by TMDB viewers · both comedy

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  10. The Ladies Man (1961)

    After his girl leaves him for someone else, Herbert gets really depressed and starts searching for a job. He finally finds one in a big house which is inhabited by many, many women. Can he live in the same home with all these females?

    Why it matches: Recommended by TMDB viewers · both comedy

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  11. Monkey Business (1952)

    Research chemist Barnaby Fulton works on a fountain of youth pill for a chemical company. One of the labs chimps gets loose in the laboratory and mixes chemicals, but then pours the mix into the water cooler. When trying one of his own samples, washed down with water from the cooler, Fulton begins to act just like a twenty-year-old and believes his potion is working. Soon his wife and boss are also behaving like children.

    Why it matches: Recommended by TMDB viewers · both comedy

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  12. The Twelve Chairs (1970)

    In 1920s Soviet Russia, a fallen aristocrat, a priest and a con artist search for a treasure of jewels hidden inside one of twelve dining chairs, lost during the revolution.

    Why it matches: Recommended by TMDB viewers · both comedy

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  13. Mr. Bones (2001)

    A medicine man is sent looking for the son of his tribal king, and brings back an American golfer and a host of goons intent on keeping him in the golf tournament.

    Why it matches: Recommended by TMDB viewers · both comedy

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  14. Switched (2020)

    Tired of being bullied, Cassandra Evans prays that her nemesis, Katie Sharp, the queen bee of social media, would know what it’s like to walk a day in her shoes. Her prayer is answered in an unexpected way when they get switched.

    Why it matches: Recommended by TMDB viewers · both comedy

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  15. Jerry Seinfeld: 23 Hours to Kill (2020)

    Jerry Seinfeld takes the stage in New York and tackles talking vs. texting, bad buffets vs. so-called "great" restaurants and the magic of Pop Tarts.

    Why it matches: Recommended by TMDB viewers · both comedy

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  16. Kevin Hart: Laugh at My Pain (2011)

    Experience the show that quickly became a national phenomenon. Get an up-close and personal look at Kevin back in Philly where he began his journey to become one of the funniest comedians of all time.

    Why it matches: Recommended by TMDB viewers · both comedy

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  17. No Time for Sergeants (1958)

    Georgia farm boy Will Stockdale is about to bust with pride. He’s been drafted. Will’s ready. But is Uncle Sam ready for Will?

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  18. Trailer Park Boys: Don't Legalize It (2014)

    Out of jail and broke, Julian concocts an outrageously greasy scheme to get rich and, to make it even greasier, he will have to deliver his product to his arch-enemy, Cyrus, who’s waiting in Montreal to close the dirty deal. Meanwhile, Ricky’s dope growing business is under a major threat when the government announces a plan to legalize marijuana. Bubbles reluctantly joins them on his own quest to claim an inheritance left to him by his long-lost parents.

    Why it matches: Recommended by TMDB viewers · both comedy

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  19. The Willoughbys (2020)

    When the four Willoughby children are abandoned by their selfish parents, they must learn how to adapt their Old-Fashioned values to the contemporary world in order to create something new: The Modern Family.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  20. Carry On Regardless (1961)

    After a bunch of no-hopers approaches an employment agency, the anarchy mounts as they do a series of odd jobs, including a chimp's tea party, trying to stay sober at a wine tasting… and demolishing a house.

    Why it matches: Recommended by TMDB viewers · both comedy

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Like 20 Year Old Virgins and something else?

Blend two favourites and we’ll find the films in between.

Frequently asked questions

What are the best movies like 20 Year Old Virgins?

The closest matches to 20 Year Old Virgins are The Trouble with Angels (1966), Much Ado About Nothing (2013) and Taking Care of Business (1990). Below are 17 more, each with the reason it matches.

What should I watch after 20 Year Old Virgins?

Start with The Trouble with Angels (1966), the closest match to 20 Year Old Virgins.

What is the highest-rated movie like 20 Year Old Virgins?

Louis C.K.: Hilarious (2010), rated 7.8/10 by 321 TMDB users.

What is the newest movie like 20 Year Old Virgins?

Switched (2020) is the most recent release on this list.

Are there English movies like 20 Year Old Virgins?

Yes: The Trouble with Angels (1966), Much Ado About Nothing (2013) and Taking Care of Business (1990).

How are movies similar to 20 Year Old Virgins chosen?

First come films that Trakt’s viewers watch alongside 20 Year Old Virgins, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.

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