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Movies like The Skipper Surprised His Wife (1950)

The best movies like The Skipper Surprised His Wife (1950) are The Ladies Man (1961), Cadet Kelly (2002) and Playing with Fire (2019). If The Skipper Surprised His Wife 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. 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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  3. Playing with Fire (2019)

    A crew of rugged firefighters meet their match when attempting to rescue three rambunctious kids.

    Why it matches: Recommended by TMDB viewers · both comedy

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  4. The Errand Boy (1961)

    Paramutual Pictures wants to know where all the money is going so they hire Morty to be their spy. Morty works for Mr. Sneak and gets a job in the mail room so that he can have access to the lot. But all that Morty ever finds is that he can cause havoc no matter what he does.

    Why it matches: Recommended by TMDB viewers · both comedy

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  5. The Wackiest Ship in the Army (1960)

    Lieutenant Rip Crandall is hoodwinked into taking command of the "Wackiest Ship in the Navy" – a real garbage scow with a crew of misfits who don't know a jib from a jigger. What none of them knows, including Crandall, is that this ship has a very important top-secret mission to complete in waters patrolled by the Japanese fleet. Their mission will save hundreds of allied lives – if only they can get there in one piece.

    Why it matches: Recommended by TMDB viewers · both comedy

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  6. Who's Minding the Store? (1963)

    Norman Phiffer, a proud man in a humble life, doesn't know that his girlfriend, Barbara, is heir to the Tuttle Department Store dynasty. Mrs. Tuttle, Barbara's mother, is determined to split the two lovers, and hires Norman in an attempt to humiliate him enough that Barbara leaves him. Will she ruin their love, or will he ruin her store?

    Why it matches: Recommended by TMDB viewers · both comedy

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  7. A Burlesque on Carmen (1915)

    A gypsy seductress is sent to sway a goofy officer to allow a smuggling run.

    Why it matches: Recommended by TMDB viewers · both comedy

  8. Animal Crackers (1930)

    The well-known explorer and hunter Captain Spaulding has just returned from Africa, and is being welcomed home with a lavish party at the estate of influential society matron Mrs. Rittenhouse when a valuable painting goes missing. The intrepid Captain Spaulding attempts to solve the crime with the help of his silly secretary Horatio Jamison, while sparring with the anarchic Signor Emanuel Ravelli and his nutty sidekick The Professor.

    Why it matches: Recommended by TMDB viewers · both comedy

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  9. Fun with Dick and Jane (1977)

    When an upwardly mobile couple find themselves unemployed and in debt, they turn to armed robbery in desperation.

    Why it matches: Recommended by TMDB viewers · both comedy

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  10. 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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  11. The Air Up There (1994)

    Jimmy Dolan is a college basketball coach who wants a big promotion. To get it, he needs to make a dramatic find. He ends up deep in Africa, hoping to recruit Saleh, a huge basketball prodigy Jimmy glimpsed in a home movie. But Saleh is the chief's son and has responsibilities at home, since the tribe's land is threatened by a mining company with its own hotshot basketball team.

    Why it matches: Recommended by TMDB viewers · both comedy

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  12. Family Guy Presents: Blue Harvest (2007)

    With the Griffins stuck at home during a blackout, Peter tells the story of "Star Wars Episode IV: A New Hope".

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  13. 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: Recommended by TMDB viewers · both comedy

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  14. 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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  15. 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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  16. 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

  17. The Happiest Days of Your Life (1950)

    Nutbourne College, an old established, all-boys, boarding school is told that another school is to be billeted with due to wartime restrictions. The shock is that it's an all-girls school that has been sent. The two head teachers are soon battling for the upper hand with each other and the Ministry. But a crisis (or two) forces them to work together.

    Why it matches: Recommended by TMDB viewers · both comedy

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  18. Saturday Night Live: The Best of Will Ferrell (2002)

    The best skits from Will Ferrell's days on Saturday Night Live 1995-2002

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  19. 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
  20. 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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  21. Cops (1922)

    Buster Keaton gets involved in a series of misunderstandings involving a horse and cart. Eventually he infuriates every cop in the city when he accidentally interrupts a police parade.

    Why it matches: Similar story and style · both comedy

    Worth the HypeMovies like this
  22. Good Night, Nurse! (1918)

    Roscoe's wife, tired of his endless drunkenness, reads of an operation that cures alcoholism and has him admitted to No Hope Sanitarium to get the surgery. Roscoe, wanting out, eventually disguises himself as a nurse to effect his escape.

    Why it matches: Similar story and style · both comedy

  23. La Fille du Régiment - Metropolitan Opera (2008)

    Madcap physical comedy and impeccable coloratura come together for Natalie Dessay’s indelible portrayal of the feisty tomboy raised by a regiment of French soldiers. Juan Diego Flórez is the young Swiss villager who conquers her heart—and a slew of high Cs. Also featuring uproarious performances by Felicity Palmer and Alessandro Corbelli, as well as a cameo by Tony Award winner Marian Seldes, this laugh-out-loud production was a runaway hit that left audiences exhilarated.

    Why it matches: Similar story and style · both comedy

  24. Gonzo Presents Muppet Weird Stuff (1985)

    Gonzo hosts this collection of some of the weirdest moments from The Muppet Show at his trailer home, assisted by Camilia and visited by Kermit The Frog.

    Why it matches: Similar story and style · both comedy

  25. 2 Alone in Paris (2008)

    A bumbling Paris policeman is doggedly determined to capture the master thief that repeatedly eludes him, even when they're the last two men on Earth.

    Why it matches: Similar story and style · both comedy

  26. So You Think You're a Nervous Wreck (1946)

    Joe McDoakes attempts to deal with his myriad neuroses.

    Why it matches: Similar story and style · both comedy

  27. The Ghost and Mr. Chicken (1966)

    Luther Heggs, a typesetter for the town newspaper, pitches an idea for a story about a local haunted house where a famous murder/suicide occurred 20 years earlier. After the editor assigns Luther to spend one night alone in the mansion, Heggs has a number of supernatural encounters and writes a front page story that makes him a hometown hero...until the nephew of the deceased sues him for libel.

    Why it matches: Similar story and style · both comedy

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  28. Awesome Lotus (1983)

    The government calls one of its top agents out of retirement to battle an evil organization that is trying to put the silk industry out of business by using silkworms.

    Why it matches: Similar story and style · both comedy

  29. Courtship of Miles Sandwich (1923)

    The story of the first Thanksgiving is re-imagined as a father tells it to his son.

    Why it matches: Similar story and style · both comedy

  30. Soft Pedal (1926)

    An opportunistic umbrella salesman attempts to save a musician and his daughter from blackmail.

    Why it matches: Similar story and style · both comedy

Like The Skipper Surprised His Wife and something else?

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Frequently asked questions

What are the best movies like The Skipper Surprised His Wife?

The closest matches to The Skipper Surprised His Wife are The Ladies Man (1961), Cadet Kelly (2002) and Playing with Fire (2019). Below are 27 more, each with the reason it matches.

What should I watch after The Skipper Surprised His Wife?

Start with The Ladies Man (1961), the closest match to The Skipper Surprised His Wife.

What is the highest-rated movie like The Skipper Surprised His Wife?

Cops (1922), rated 7.2/10 by 242 TMDB users.

What is the newest movie like The Skipper Surprised His Wife?

Playing with Fire (2019) is the most recent release on this list.

Are there English movies like The Skipper Surprised His Wife?

Yes: The Ladies Man (1961), Cadet Kelly (2002) and Playing with Fire (2019).

How are movies similar to The Skipper Surprised His Wife chosen?

First come films that Trakt’s viewers watch alongside The Skipper Surprised His Wife, 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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