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Movies like Generation Why? (2021)

The best movies like Generation Why? (2021) are The Trouble with Angels (1966), Adventures in Public School (2018) and Thunderstruck (2012). If Generation Why? 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. 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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  3. Thunderstruck (2012)

    After NBA star Kevin Durant switches talent with 16 year old Brian, the teenager becomes the star of his high school team, but Durant starts struggling and eventually learns an important lesson.

    Why it matches: Recommended by TMDB viewers · both comedy

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  4. Duplex (2003)

    When a young couple buys their dream home, they have no idea what the sweet little old lady upstairs is going to put them through!

    Why it matches: Recommended by TMDB viewers · both comedy

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  5. Cadet Kelly (2002)

    Hyperactive teenager Kelly is enrolled into a military school when her new stepfather becomes the Commandant. At first she has problems fitting in and taking orders until she tries out for the drill team.

    Why it matches: Recommended by TMDB viewers · both comedy

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  6. The F**k-It List (2020)

    After a prank blows up a studious high school senior's life, he shares a list of certain things he wishes he'd done differently — and maybe still can.

    Why it matches: Recommended by TMDB viewers · both comedy

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  7. Driver's Ed (2026)

    A group of teens hit the road in a stolen driver's ed car, racing against time to help a lovesick high school senior track down his college-freshman girlfriend and win her back.

    Why it matches: Recommended by TMDB viewers · both comedy

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  8. Gabriel Iglesias: I'm Sorry for What I Said When I Was Hungry (2016)

    Hawaiian-shirt enthusiast Gabriel "Fluffy" Iglesias finds the laughs in racist gift baskets, Prius-driving cops and all-female taco trucks.

    Why it matches: Recommended by TMDB viewers · both comedy

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  9. Babes (2024)

    After getting pregnant from a one-night stand, a single woman leans on her married best friend and mother of two to guide her through gestation and beyond.

    Why it matches: Recommended by TMDB viewers · both comedy

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  10. 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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  11. Like a Boss (2020)

    Two female friends with very different ideals decide to start a beauty company together. One is more practical, while the other wants to earn her fortune and live a lavish lifestyle.

    Why it matches: Recommended by TMDB viewers · both comedy

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  12. Class Rank (2017)

    Two high school misfits join forces in an attempt to overtake the local school board. Guided by their families, they enter the perilous word of politics and, in the process, learn a thing or two about love.

    Why it matches: Recommended by TMDB viewers · both comedy

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  13. Jackass Presents: Bad Grandpa (2013)

    86-year-old Irving Zisman is on a journey across America with the most unlikely companion: his 8 year-old grandson, Billy.

    Why it matches: Recommended by TMDB viewers · both comedy

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  14. 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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  15. 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
  16. Rookie of the Year (1993)

    When the cast comes off his once broken arm, a 12-year-old boy can throw a 100-mile-an-hour fastball, and the Chicago Cubs want him as their new pitcher.

    Why it matches: Recommended by TMDB viewers · both comedy

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  17. Hollywood Shuffle (1987)

    Aspiring actor and hot-dog stand employee Bobby Taylor catches the ire of his grandmother for auditioning for a role in the regrettably titled exploitation film "Jivetime Jimmy's Revenge." When Tinseltown Studios casts Taylor in the title role, he has a series of conflicted dreams satirizing African-American stereotypes in Hollywood, and must reconcile his career goals with his desire to remain a positive role model for his little brother.

    Why it matches: Recommended by TMDB viewers · both comedy

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  18. Easy Money (1983)

    To inherit his mother-in-law's colossal fortune, a hard living gambling addict must change his unhealthy ways before it gets the best of him.

    Why it matches: Recommended by TMDB viewers · both comedy

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  19. The Mouse That Roared (1959)

    The Duchy of Grand Fenwick decides that the only way to get out of their economic woes is to declare war on the United States, lose and accept foreign aid. They send an invasion force (in chain mail, armed with bows and arrows) to New York and they arrive during a nuclear drill that has cleared the streets.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  20. Die, Mommie, Die! (2003)

    Angela Arden is a washed up, has-been singing star who is trapped in a hateful marriage to film producer Sol Sussman. In an attempt to escape her marriage so that she can be with a hunky layabout, she poisons her husband. However, Angela's manipulative daughter, gay son and alcoholic maid are not going to make it easy for her.

    Why it matches: Recommended by TMDB viewers · both comedy

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Like Generation Why? and something else?

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

Frequently asked questions

What are the best movies like Generation Why??

The closest matches to Generation Why? are The Trouble with Angels (1966), Adventures in Public School (2018) and Thunderstruck (2012). Below are 17 more, each with the reason it matches.

What should I watch after Generation Why??

Start with The Trouble with Angels (1966), the closest match to Generation Why?.

What is the highest-rated movie like Generation Why??

The Willoughbys (2020), rated 7.1/10 by 1,036 TMDB users.

What is the newest movie like Generation Why??

Driver's Ed (2026) is the most recent release on this list.

Are there English movies like Generation Why??

Yes: The Trouble with Angels (1966), Adventures in Public School (2018) and Thunderstruck (2012).

How are movies similar to Generation Why? chosen?

First come films that Trakt’s viewers watch alongside Generation Why?, 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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