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Movies like Cougar School (2009)

The best movies like Cougar School (2009) are The Trouble with Angels (1966), The Ladies Man (1961) and Don't Tell Mom the Babysitter's Dead (1991). If Cougar School 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 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. 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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  3. Don't Tell Mom the Babysitter's Dead (1991)

    Sue Ellen Crandell is a teenager eagerly awaiting her mother's summer-long absence. While the babysitter looks after her rambunctious younger siblings, Sue Ellen can party and have fun. But then the babysitter abruptly dies, leaving the Crandells short on cash. Sue Ellen finds a sweet job in fashion by lying about her age and experience on her résumé. But, while her siblings run wild, she discovers the downside of adulthood

    Why it matches: Recommended by TMDB viewers · both comedy

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  4. Airborne (1993)

    Good-natured teen surfer Mitchell Goosen finds himself staying with his aunt and uncle in Cincinnati, Ohio when his parents head to Australia for work. There he meets his cousin, Wiley, and together they try to navigate the perils of high school—avoid the bullies, get the girl, and win a little respect.

    Why it matches: Recommended by TMDB viewers · both comedy

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  5. Good Neighbor Sam (1964)

    To help his divorced neighbor claim a substantial inheritance, a family man poses as her husband. The ruse spills over into his career in advertising, and his recent promotion relies on his wholesome and moral appearance.

    Why it matches: Recommended by TMDB viewers · both comedy

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  6. To Grandmother's House We Go (1992)

    When precocious twins Sarah and Julie feel like Mom is tired of them, they take off on an exciting adventure to their grandmother's house and encounter a pair of villains along the way.

    Why it matches: Recommended by TMDB viewers · both comedy

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  7. Shorts (2009)

    A young boy's discovery of a colorful, wish-granting rock causes chaos in the suburban town of Black Falls when jealous kids and scheming adults alike set out to get their hands on it.

    Why it matches: Recommended by TMDB viewers · both comedy

  8. Amy Schumer: Mostly Sex Stuff (2012)

    A ratings hit! Amy Schumer debuts her one-hour special in front of a live audience at the Historic Fillmore Theatre in San Francisco. Nothing is off limits as Schumer airs every hilarious, messed up detail of her dating and sex life, from encounters with unexpected body parts to hate-filled personal grooming appointments. In her matter-of-fact raunchy style, at odds with her self-described "Cabbage Patch Kid" appearance, Schumer tells stories of a boyfriend who makes dirty requests over dinner, the way she outsmarts her birth control, and a shocking ending to a seemingly innocent cab ride.

    Why it matches: Recommended by TMDB viewers · both comedy

  9. Diary of a Wimpy Kid: Rodrick Rules (2011)

    Wimpy Greg Heffley, now in seventh grade, thinks he has it all together. He has mastered middle school and gotten rid of the Cheese Touch. However, Greg's older brother, Rodrick, is itching to cut him down to size. He gets the perfect opportunity when their mother tries to force the boys to bond. Rodrick may be Greg's chief tormentor, but he feels his constant pranks are just what his little brother needs to prepare him for life's hard knocks.

    Why it matches: Recommended by TMDB viewers · both comedy

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  10. Wake Up, Ron Burgundy: The Lost Movie (2004)

    While Ron Burgundy's rivalry with Veronica Corningstone escalates quickly, a group of unprofessional thieves better known as 'The Alarm Clock' try to make the truth known, whatever that may mean...

    Why it matches: Recommended by TMDB viewers · both comedy

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  11. Invader Zim: Enter the Florpus (2019)

    ZIM discovers his almighty leaders never had any intention of coming to Earth and he loses confidence in himself for the first time in his life, which is the big break his human nemesis, Dib has been waiting for.

    Why it matches: Recommended by TMDB viewers · both comedy

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  12. Merry Christmas, Drake & Josh (2008)

    Step brothers Drake and Josh must give a foster family the best Christmas ever or face years in jail for a Christmas party gone wrong.

    Why it matches: Recommended by TMDB viewers · both comedy

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  13. What Did You Do in the War, Daddy? (1966)

    A by-the-book Captain is ordered to capture a strategic village in Italy. The Italian soldiers are willing to surrender, if they can have a festival first. The lieutenant convinces the Captain this is the only way. Because of aerial reconnaissance, they must look like they are fighting. To sort this out an intelligence officer is sent in. Meanwhile the festival gets complicated with the Mayors daughter.

    Why it matches: Recommended by TMDB viewers · both comedy

  14. 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

    Worth the HypeMovies like this
  15. 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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  16. Scooby-Doo! and the Legend of the Vampire (2003)

    The Yowie Yahoo starts kidnapping musicians at a concert attended by Scooby and the gang in Vampire Rock, Australia.

    Why it matches: Recommended by TMDB viewers · both comedy

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  17. Beverly Hills Chihuahua 2 (2011)

    Puppy mayhem turns the lives of newlywed Chihuahua parents Papi and Chloe upside down when their rambunctious, mischievous puppies present one challenge after another. But when their human owners end up in trouble, the tiny pups will stop at nothing to save them - because in good times and hard times, the family always sticks together. So Papi, Chloe and the puppies embark on a heroic adventure, proving once again that big heroes come in small packages.

    Why it matches: Recommended by TMDB viewers · both comedy

  18. 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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  19. Gabriel Iglesias: Hot and Fluffy (2007)

    Gabriel Iglesias is one of the fastest-rising comics today! With his unique brand of humor, lovable stage presence and wide range of voices and impressions, it's no wonder that he already has a huge fan following. Now you can see Comedy Central's "Comic of the Year" in his sold-out performance at the historic Fox Theatre in Bakersfield, California!

    Why it matches: Recommended by TMDB viewers · both comedy

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  20. 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
  21. A Virgem e o Bem-Dotado (1980)

    Why it matches: Similar story and style · both comedy

  22. The Boys of Cellblock Q (1992)

    The Boys of Cellblock Q is set within the bowels of the Sunnyvale Labor Farm. Without the presence of women, the prisoners indulge in regular trysts with one another, make full use out of the jail's supply of priests, turn the eyes several policemen, and help a young convict learn the ins and outs of the prison community.

    Why it matches: Similar story and style · both comedy

  23. Comic Book Store 3D (2012)

    Wannabe actress So-ra always fails in auditions and she doesn't think it's her acting that's failing her, but she's just unlucky and that there's something wrong with the directors. One day on the way back from a disappointing audition, she meets Seung-hyeon, a guy she used to act with. He invites her to the site where he is filming a movie and she is surprised by his acting skills. Coincidentally, So-ra gets to fill in for an actress who didn't show up and the filming becomes a disaster because of her acting...

    Why it matches: Similar story and style · both comedy

  24. Love Lesson (2013)

    Korea's most popular song writer Hee-soo runs into a nineteen-year-old boy in the elevator. Hee-soo is inspired by a new song watching him shake at her figure. She starts to tell him about women under the excuse that she's teaching him music. They fall for each other but things get complicated when her life teacher, Joon-ho who taught her about life and music comes back.

    Why it matches: Similar story and style · both comedy

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  25. Carry On Behind (1975)

    Professors Vooshka and Crump decide to visit an archaeological site to study the artifacts there. Lo and behold, it's right next to a caravan site where all manner of people are staying. With a randy Major owning the site, a snobbish mother, and the two professors' constant innuendos, the story ends with a sinking caravan site and a striptease performance as a replacement for the cabaret night.

    Why it matches: Similar story and style · both comedy

  26. Carry On Camping (1969)

    Sid and Bernie keep having their amorous intentions snubbed by their girlfriends Joan and Anthea, so when they decide to take them on a holiday to Paradise Camp, they think they're off to a nudist colony—but they couldn't be more wrong, and meet up with the weirdest bunch of campers you can imagine.

    Why it matches: Similar story and style · both comedy

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  27. Cruising Love Story (1991)

    A junior high school teacher who happens to be a homosexual and falls in love with an extremely handsome young man he meets by chance in Hatten Park. The directorial debut of Ryuji Yamamoto.

    Why it matches: Similar story and style · both comedy

  28. Carry On Abroad (1972)

    A group of holidaymakers head for the Spanish resort of Elsbels for a 4-day visit. When they get there, they find the Hotel still hasn't been finished being built, and the weather is awful. And there is something strange about the staff—they all look very similar. To top it all off, the weather seems to be having an adverse affect on the Hotel's foundations.

    Why it matches: Similar story and style · both comedy

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  29. Youthful Bastard (1989)

    A hot-blooded gay movie set in a high school rugby club. A parody of Kensaku Morita-style sports youth dramas. Instead of shouting "You idiot" to the ocean, the club members hook up with each other...

    Why it matches: Similar story and style · both comedy

  30. SpiderBabe (2003)

    A socially awkward young woman gets bitten by a radioactive spider and becomes a crime-fighting superhero and tries to defeat a nefarious super villain while going after any man (or woman) she wants to bed down with.

    Why it matches: Similar story and style · both comedy

Like Cougar School and something else?

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

Frequently asked questions

What are the best movies like Cougar School?

The closest matches to Cougar School are The Trouble with Angels (1966), The Ladies Man (1961) and Don't Tell Mom the Babysitter's Dead (1991). Below are 27 more, each with the reason it matches.

What should I watch after Cougar School?

Start with The Trouble with Angels (1966), the closest match to Cougar School.

What is the highest-rated movie like Cougar School?

Louis C.K.: Hilarious (2010), rated 7.8/10 by 320 TMDB users.

What is the newest movie like Cougar School?

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

Are there English movies like Cougar School?

Yes: The Trouble with Angels (1966), The Ladies Man (1961) and Don't Tell Mom the Babysitter's Dead (1991).

How are movies similar to Cougar School chosen?

First come films that Trakt’s viewers watch alongside Cougar School, 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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