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Movies like The Princess Academy (1987)

The best movies like The Princess Academy (1987) are The Ladies Man (1961), Iliza Shlesinger: War Paint (2013) and The Trouble with Angels (1966). If The Princess Academy hooked you with its comedy, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. 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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  2. Iliza Shlesinger: War Paint (2013)

    Her innocent appearance is just a cover for Last Comic Standing winner Iliza Shlesinger's acerbic, stream-of-conscious comedy that she unleashes on an unsuspecting audience in her hometown of Dallas in "War Paint," her first stand-up special.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  3. 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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  4. Shane Gillis: Beautiful Dogs (2023)

    In a rowdy stand-up set, Shane Gillis riffs on his girlfriend's Navy SEAL ex, touring George Washington's house and being bullied by an Australian Goth.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  5. Nikki Glaser: Someday You'll Die (2024)

    Comedian and actress Nikki Glaser is back in her second HBO special, diving into a wide range of topics including why she doesn't want kids, the harsh realities of aging, her sexual fantasies and more.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  6. Jim Gaffigan: Quality Time (2019)

    Comedian Jim Gaffigan performs live at the State Theatre in Minneapolis, MN.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  7. Ricky Gervais Live 2: Politics (2004)

    A year after Animals, Ricky Gervais comes back with his second stand up comedy tour: Politics.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  8. Ricky Gervais: Out of England 2 (2010)

    The comic performs at the Chicago Theatre.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  9. Dave Chappelle: The Closer (2021)

    As he closes out his slate of comedy specials, Dave takes the stage to try and set the record straight — and get a few things off his chest.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  10. John Mulaney: Kid Gorgeous at Radio City (2018)

    John Mulaney relays stories from his childhood and "SNL," eviscerates the value of college and laments getting older in this electric comedy special.

    Why it matches: Recommended by TMDB viewers · both comedy

    Absolute CinemaMovies like this
  11. Iliza Shlesinger: Confirmed Kills (2016)

    The standup sensation tackle's TV's "Shark Tank," what it means to be a woman and how to deal with the lawless party goblin that lives in us all.

    Why it matches: Recommended by TMDB viewers · both comedy

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  12. 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

    Worth the HypeMovies like this
  13. Sarah Silverman: We Are Miracles (2013)

    In her first-ever HBO solo special, Sarah Silverman takes the stage for an evening of adults-only stand-up comedy. Taped live in front of an intimate audience of 39 fans at Largo, a music and comedy club in Los Angeles, Sarah Silverman: We Are Miracles features Silverman taking aim at such subjects as cell-phone porn, crazy religions, specialty deodorants, terrible roommates, eyebrow waxing, her 19-year-old dog, Obama and Republicans, having babies, Pixar movies, the miracle of existence, and more.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  14. Ricky Gervais: Armageddon (2023)

    Ricky Gervais dishes out controversial takes on political correctness and oversensitivity in a taboo-busting comedy special about the end of humanity.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  15. Eddie Murphy Raw (1987)

    Eddie Murphy delights, shocks and entertains with dead-on celebrity impersonations, observations on '80s love, sex and marriage, a remembrance of Mom's hamburgers and much more.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  16. A Song Is Born (1948)

    The story of seven scholars in search of an expert to teach them about swing music. They seem to have found the perfect candidate in winsome nightclub singer Honey Swanson. But Honey's gangster boyfriend doesn't want to give her up.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  17. Chris Rock: Kill the Messenger (2008)

    An HBO special edited from three performances from Chris Rock's 2008 comedy tour: London (dark suit, dark shirt), Johannesburg (black suit, white shirt) and New York (shiny jacket). Topics include the ongoing presidential campaign, the possibility of a black president, George W. Bush, gas prices, low-paid jobs, ringtones and bottled water, sex, relationships and the correct use of the n-word

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  18. Adam Sandler: Love You (2024)

    Adam Sandler hits the stage for a thrillingly unpredictable comedy special featuring songs, jokes, party-crashing dogs and plenty of love.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  19. 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

    Worth the HypeMovies like this
  20. Sarah Silverman: A Speck of Dust (2017)

    In her first comedy special post-health scare, Sarah Silverman shares a mix of fun facts, sad truths and yeah-she-just-went-there moments.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  21. The Vexxer (2007)

    Scotland Yard investigators have to prevent the murder of Victoria Dickman when her name is found on a death list.

    Why it matches: Similar story and style · both comedy

    Popcorn FlickMovies like this
  22. Zazie dans le Métro (1960)

    A brash and precocious ten-year-old comes to Paris for a whirlwind weekend with her rakish uncle.

    Why it matches: Similar story and style · both comedy

    Popcorn FlickMovies like this
  23. The Golden Apron (2025)

    A mockumentary that follows the 5 main contestants of The Golden Apron contest, a competition in search of "the greatest home chef in America", being held by a nefarious food manufacturing company with their own corporate agenda.

    Why it matches: Similar story and style · both comedy

  24. The Medallion (2003)

    A Hong Kong detective suffers a fatal accident involving a mysterious medallion and is transformed into an immortal warrior with superhuman powers.

    Why it matches: Similar story and style · both comedy

  25. The Cat in the Hat (2003)

    During a rainy day, and while their mother is out, Conrad and Sally, and their pet fish, are visited by the mischievous Cat in the Hat. Fun soon turns to mayhem, and the siblings must figure out how to rid themselves of the maniacal Cat.

    Why it matches: Similar story and style · both comedy

  26. Johnny English (2003)

    A lowly pencil pusher working for MI7, Johnny English is suddenly promoted to super spy after Agent One is assassinated and every other agent is blown up at his funeral. When a billionaire entrepreneur sponsors the exhibition of the Crown Jewels—and the valuable gems disappear on the opening night and on English's watch—the newly-designated agent must jump into action to find the thief and recover the missing gems.

    Why it matches: Similar story and style · both comedy

    Popcorn FlickMovies like this
  27. Johnny English Strikes Again (2018)

    Disaster strikes when a criminal mastermind reveals the identities of all active undercover agents in Britain. The secret service can now rely on only one man - Johnny English. Currently teaching at a minor prep school, Johnny springs back into action to find the mysterious hacker. For this mission to succeed, he’ll need all of his skills - what few he has - as the man with yesterday’s analogue methods faces off against tomorrow’s digital technology.

    Why it matches: Similar story and style · both comedy

    Popcorn FlickMovies like this
  28. The Apple Dumpling Gang (1975)

    A roving bachelor gets saddled with three children and a wealth of trouble when the youngsters stumble upon a huge gold nugget. They join forces with two bumbling outlaws to fend off the greedy townspeople and soon find themselves facing a surly gang of sharpshooters.

    Why it matches: Similar story and style · both comedy

    Popcorn FlickMovies like this
  29. The Big Bus (1976)

    A nuclear-powered bus is making its maiden non-stop trip from New York to Denver. The journey is plagued by disasters due to the machinations of a mysterious group allied with the oil lobby. Will the down-on-his-luck driver, with a reputation for eating his passengers, be able to complete the journey?

    Why it matches: Similar story and style · both comedy

  30. Hellzapoppin' (1941)

    Olsen and Johnson, a pair of stage comedians, try to turn their play into a movie and bring together a young couple in love, while breaking the fourth wall every step of the way.

    Why it matches: Similar story and style · both comedy

    Worth the HypeMovies like this

Like The Princess Academy and something else?

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

Frequently asked questions

What are the best movies like The Princess Academy?

The closest matches to The Princess Academy are The Ladies Man (1961), Iliza Shlesinger: War Paint (2013) and The Trouble with Angels (1966). Below are 27 more, each with the reason it matches.

What should I watch after The Princess Academy?

Start with The Ladies Man (1961), the closest match to The Princess Academy.

What is the highest-rated movie like The Princess Academy?

John Mulaney: Kid Gorgeous at Radio City (2018), rated 7.9/10 by 259 TMDB users.

What is the newest movie like The Princess Academy?

The Golden Apron (2025) is the most recent release on this list.

Are there English movies like The Princess Academy?

Yes: The Ladies Man (1961), Iliza Shlesinger: War Paint (2013) and The Trouble with Angels (1966).

How are movies similar to The Princess Academy chosen?

First come films that Trakt’s viewers watch alongside The Princess Academy, 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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