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Movies like The Pickaninny (1921)

The best movies like The Pickaninny (1921) are My Wife's Relations (1922), Shanghaied (1915) and Police (1916). If The Pickaninny hooked you with its comedy, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. My Wife's Relations (1922)

    Buster and a woman are mistakenly married and her initially unfriendly family begins to treat him nicely when they come to believe he has a large inheritance awaiting him.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  2. Shanghaied (1915)

    A shipowner intends to scuttle his ship on its last voyage to get the insurance money. Charlie, a tramp in love with the owner's daughter, is grabbed by the captain and promises to help him shanghai some seamen. The daughter stows away to follow Charlie. Charlie assists in the galley and attempts to serve food during a gale.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  3. Police (1916)

    Charlie is released from prison and immediately swindled by a fake parson. A fellow ex-convict convinces Charlie to help burglarize a house.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  4. A Woman (1915)

    Mother, father and daughter go to the park. The women doze off on a bench while the father plays a hide-and-seek game with a girl, blindfolded. Charlie leads him into a lake. Both dozing ladies on the bench fall for Charlie and invite him for dinner. The father returns home with a friend. Charlie rushes upstairs and dresses like a woman, shaving his mustache. Both men fall for Charlie.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  5. From Soup to Nuts (1928)

    Inexperienced waiters (Laurel & Hardy) are hired for a swank dinner party.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  6. His Mouse Friday (1951)

    Tom is shipwrecked on an island, which is inhabited by at least one mouse - Jerry. To thwart the hungry cat, Jerry disguises himself as a cannibal.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  7. The Tramp (1915)

    The Little Fellow finds the girl of his dreams and work on a family farm. He helps defend the farm against criminals, and all seems well, until he discovers the girl of his dreams already has someone in her life. Unwilling to be a problem in their lives, he takes to the road, though he is seen skipping and swinging his cane as if happy to be back on the road where he knows he belongs.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  8. A Knight for a Day (1946)

    By accident, Cedric (Goofy), replaces his master, Sir Loinsteak, in the armor just before the joust with champion Sir Cumference.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  9. Solid Serenade (1946)

    Tom ties up Spike and sneaks into the courtyard of the glamorous Toodles Galore with his bass, hoping to woo her with his song, much to the annoyance of a sleeping Jerry.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  10. Perfect Day (1929)

    Two families embark on a pleasant Sunday picnic but manage to run into a variety of issues with their temperamental automobile. Each incident requires repeated exits and reboardings by Laurel, Hardy, their wives and grouchy, gout-ridden Uncle Edgar.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  11. A Night in the Show (1915)

    Two disruptive theater patrons, the wealthy drunk Mr. Pest (played by Charlie Chaplin) and the rowdy working-class Mr. Rowdy (also played by Chaplin), attend a live vaudeville theater production. Their constant antics, seat-hopping, and physical altercations quickly overshadow the acts on stage and plunge the entire theater into absolutely hilarious chaos.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  12. 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
  13. 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

    Popcorn FlickMovies like this
  14. The Finishing Touch (1928)

    Stan and Ollie are hired to build a house in just one day. When they are done, a bird lands on the house and it collapses. Naturally, the owner wants his money back.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  15. 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

    Popcorn FlickMovies like this
  16. Casanova Cat (1951)

    Tom heads for a big city penthouse to become acquainted with a rich pretty female cat that lives there. He brings her Jerry as a gift and does some humiliating things to Jerry. Jerry, in turn, attracts the attention of another cat who also becomes interested in the female cat. It eventually turns into a fight between Tom and the other cat for the lady's hand but Jerry is the one who gets her in the end.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  17. The Big Bad Wolf (1934)

    The Big Bad Wolf torments Little Red Riding Hood and the Three Little Pigs.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies 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. The Yankee Doodle Mouse (1943)

    As Tom and Jerry stage their typical fight sequences, the patriotic soldier theme of the title is evidenced by such things as a carton of eggs labeled "Hen Grenades"; Jerry dropping light bulbs from an airplane like bombs; and Jerry sending a telegram with the message "Sighted Cat - Sank Same." Musical phrasings from various patriotic war songs are heard throughout. The cut scene after Jerry hitting Tom with the board 4 times was cut from the 1950 reissue print for a war bond joke, and the original footage is currently considered "lost" due to the negatives destroyed in the 1978 George Eastman House fire.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  20. Hard to Die (1990)

    While doing the inventory for a lingerie outlet in a high rise office building, five attractive women are terrorized by a series of bizarre killings. They suspect that the strange janitor, who witnessed another series of killings six months previously, is at the bottom of the whole thing. Little do they know the real horror that they face in the end.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  21. Robot Dreams (2023)

    A lonely dog's friendship with his robot companion takes a sad turn when an unexpected malfunction forces him to abandon Robot at the beach. Will Dog ever meet Robot again?

    Why it matches: Similar story and style · both comedy

    Absolute CinemaMovies like this
  22. Persuasive Peggy (1917)

    Informed by her husband Ed that they will not be honeymooning at Niagara Falls as promised, but rather at the County Fair, newlywed Peggy decides it is time to assert her independence and steals away to the falls alone, leaving her bewildered husband to follow. After the honeymoon, Ed takes his bride to the home that had been his mother's, and Peggy redecorates the entire house in her husband's absence. Gradually, Ed learns to submit to his wife's modern attitudes until he discovers that her continual visits to the city have not been to the dentist's, as she had said, but to the studio of portrait painter Perry Pipp. Ed angrily confronts Peggy with her deception, forcing her to return home to her parent's house. Later, when Ed learns that Peggy has been posing for a portrait as a birthday surprise, he begs his wife's forgiveness, which she bestows, along with the information that a baby is on it's way.

    Why it matches: Similar story and style · both comedy

  23. The Rink (1916)

    After amusements working in a restaurant, a waiter uses his lunch break to go roller skating.

    Why it matches: Similar story and style · both comedy

    Popcorn FlickMovies like this
  24. The Pawnshop (1916)

    A pawnbroker's assistant deals with his grumpy boss, his annoying co-worker and some eccentric customers as he flirts with the pawnbroker's daughter, until a perfidious crook with bad intentions arrives at the pawnshop.

    Why it matches: Similar story and style · both comedy

    Popcorn FlickMovies like this
  25. String Beans (1918)

    Farmer Toby Watkinsm whose fanciful poetry does not impress his exasperated uncle, leaves the farm to become a subscription solicitor for the "Sawbert Weekly Clarion." In Sawbert, Toby meets Mayor Lot Morris' daughter Jean, and the shy young people fall in love. Crooked stock promoter Kendall Reeves arrives in town and unveils his plan to open a string-bean cannery.

    Why it matches: Similar story and style · both comedy

  26. Josh's Suicide (1911)

    Josh doesn't like the way things go at home and decides to quit and get out. Later, his wife gets what purports to be his farewell letter, which is intended to lead her to believe he has committed suicide. He, however, goes to New York to have a good time, and he does, "by gosh." The wife, believing herself a widow, makes a trip to New York with her admirer. Well, you may guess the rest.

    Why it matches: Similar story and style · both comedy

  27. Exposure (2017)

    The pattern-living Paul Fowler has his routines disrupted by the contact-seeking photographer Jane.

    Why it matches: Similar story and style · both comedy

  28. Puffy Buys Shoes (1914)

    Out of the three-part burlesque, the only surviving one is the one called Pufi would buy a pair of shoes, with Hungarian inserts. The film is shot on a real-life location, in a Budapest shoe shop, and it portrays the mutual efforts of a puny sales assistant and Pufi, the bladder-of-lard customer, to find him a suitable pair of shoes. The content of the other two parts is not known.

    Why it matches: Similar story and style · both comedy

  29. Auf dem Oktoberfest (1921)

    Karl Valentin and Liesl Karlstadt at the Oktoberfest.

    Why it matches: Similar story and style · both comedy

  30. Untitled Kinetoscope Comedy (1895)

    An 1895 British short black and white silent comedy film featuring two drunken men and a boy squabbling in a small bar.

    Why it matches: Similar story and style · both comedy

Like The Pickaninny and something else?

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

Frequently asked questions

What are the best movies like The Pickaninny?

The closest matches to The Pickaninny are My Wife's Relations (1922), Shanghaied (1915) and Police (1916). Below are 27 more, each with the reason it matches.

What should I watch after The Pickaninny?

Start with My Wife's Relations (1922), the closest match to The Pickaninny.

What is the highest-rated movie like The Pickaninny?

Robot Dreams (2023), rated 8.0/10 by 884 TMDB users.

What is the newest movie like The Pickaninny?

Adam Sandler: Love You (2024) is the most recent release on this list.

Are there English movies like The Pickaninny?

Yes: My Wife's Relations (1922), Shanghaied (1915) and Police (1916).

How are movies similar to The Pickaninny chosen?

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