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Movies like Oh! Carefree, Aren't You? (1926)

The best movies like Oh! Carefree, Aren't You? (1926) are Chris Rock: Kill the Messenger (2008), The Tramp (1915) and Dave Chappelle: Killin' Them Softly (2000). If Oh! Carefree, Aren't You? hooked you with its comedy, these 20 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. 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
  2. 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

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  3. Dave Chappelle: Killin' Them Softly (2000)

    Dave Chappelle returns for a stand-up to D.C. and riffs on politics, police, race relations, drugs, Sesame Street and more.

    Why it matches: Recommended by TMDB viewers · both comedy

    Absolute CinemaMovies like this
  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. 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
  6. 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
  7. American Dreamer (2022)

    In this winsome comedy, an entitled Economics professor pursues a tactic to buy an ailing widow’s mansion for nothing, but he quickly realizes that his seemingly foolproof strategy won’t be as easy as he thought.

    Why it matches: Recommended by TMDB viewers · both comedy

  8. Marc Maron: Too Real (2017)

    Battle-scarred stand-up comedian Marc Maron unleashes a storm of ideas about meditation, mortality, documentary films and our weird modern world.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  9. The Railrodder (1965)

    After literally swimming across the Atlantic Ocean, an Englishman takes a country trip across Canada on a railcar.

    Why it matches: Recommended by TMDB viewers · both comedy

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  10. Aziz Ansari: Nightclub Comedian (2022)

    After another year of lockdowns, Aziz takes the stage to skewer pandemic life, quarantines, vaccine cards, celebrity side-gigs, smartphones and more.

    Why it matches: Recommended by TMDB viewers · both comedy

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  11. 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
  12. How to Be a Man (2013)

    When former comedian Mark McCarthy is faced with a rare form of cancer, he hires a young, impressionable cameraman to document his crude and comical lessons on what it means to be a man for his unborn son.

    Why it matches: Recommended by TMDB viewers · both comedy

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  13. Louis C.K.: Oh My God (2013)

    Filmed at the Celebrity Theatre in Phoenix, AZ on February 15th and 16th, 2013, Oh My God is Louis C.K.'s fifth stand-up special, his first for HBO since 2007's Shameless, and his first since winning a Emmy Award for writing on his acclaimed show on FX, Louie. Performed in the round in front of a live audience, he discusses such topics as the food chain, animals, divorce, strange anecdotes, broken morality, murder and mortality.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  14. How to Irritate People (1969)

    A pre-Monty Python mockumentary, written by and presented by John Cleese, that provides tips on learning how to irritate people.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  15. 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
  16. Psychic Kusuo (2017)

    Born a powerful psychic, high schooler Kusuo Saiki craves the simple life. But the weirdos in his class make it difficult to conceal his abilities.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  17. 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

    Popcorn FlickMovies like this
  18. Kevin James: Never Don't Give Up (2018)

    Kevin James makes his long-awaited return to stand-up in this family-friendly special, dishing on fatherhood, fans, his disdain for allergies and more.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  19. 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
  20. 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

Like Oh! Carefree, Aren't You? and something else?

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

Frequently asked questions

What are the best movies like Oh! Carefree, Aren't You??

The closest matches to Oh! Carefree, Aren't You? are Chris Rock: Kill the Messenger (2008), The Tramp (1915) and Dave Chappelle: Killin' Them Softly (2000). Below are 17 more, each with the reason it matches.

What should I watch after Oh! Carefree, Aren't You??

Start with Chris Rock: Kill the Messenger (2008), the closest match to Oh! Carefree, Aren't You?.

What is the highest-rated movie like Oh! Carefree, Aren't You??

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

What is the newest movie like Oh! Carefree, Aren't You??

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

Are there Japanese movies like Oh! Carefree, Aren't You??

Yes: Psychic Kusuo (2017).

How are movies similar to Oh! Carefree, Aren't You? chosen?

First come films that Trakt’s viewers watch alongside Oh! Carefree, Aren't You?, 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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