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Movies like The Gentleman Thief (1909)

The best movies like The Gentleman Thief (1909) are Held Up (1999), Louis C.K.: Ridiculous (2026) and Mr. Bones (2001). If The Gentleman Thief hooked you with its comedy, these 20 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. Held Up (1999)

    What should have been a romantic getaway turns into one hilarious debacle after another when Michael's woman dumps him in the desert where he gets carjacked by a teenager and he is taken hostage in a stickup at the local Sip and Zip.

    Why it matches: Recommended by TMDB viewers · both comedy

  2. Louis C.K.: Ridiculous (2026)

    From a bee getting shot in New York City to paying strangers to take his aging father, Louis C.K. unleashes the ridiculous thoughts in his mind.

    Why it matches: Recommended by TMDB viewers · both comedy

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  3. Mr. Bones (2001)

    A medicine man is sent looking for the son of his tribal king, and brings back an American golfer and a host of goons intent on keeping him in the golf tournament.

    Why it matches: Recommended by TMDB viewers · both comedy

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  4. LaRoy, Texas (2024)

    Broke and depressed, Ray is mistaken for a dangerous hitman and given an envelope of cash. Along with his P.I. friend Skip, he must escape the actual hitman to make it out of LaRoy alive.

    Why it matches: Recommended by TMDB viewers · both comedy

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  5. 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

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  6. 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

  7. The Pink Panther Strikes Again (1976)

    Charles Dreyfus, who has finally cracked over inspector Clouseau's antics, escapes from a mental institution and launches an elaborate plan to get rid of Clouseau once and for all.

    Why it matches: Recommended by TMDB viewers · both comedy

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  8. 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
  9. 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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  10. 29th Street (1991)

    After winning $6.2 million in the 1976 New York State Lottery, he is arrested for throwing rocks at a church. He then tells his story at the police station.

    Why it matches: Recommended by TMDB viewers · both comedy

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  11. The Best Man Holiday (2013)

    When college friends reunite after 15 years over the Christmas holidays, they discover just how easy it is for long-forgotten rivalries and romances to be reignited.

    Why it matches: Recommended by TMDB viewers · both comedy

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  12. 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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  13. 2 Minutes of Fame (2020)

    An up-and-coming stand-up comic moves to L.A. to pursue a film career after video clips of his act make him an online sensation.

    Why it matches: Recommended by TMDB viewers · both comedy

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  14. Spa Weekend (2026)

    Four lifelong friends realize that somewhere between careers, relationships, families, and everyday responsibilities, they’ve forgotten how to take care of themselves and each other. Burned out and overdue for a break, the women escape to a luxury spa retreat for an unforgettable weekend dedicated to fun, laughter, and a lot of really bad decisions.

    Why it matches: Recommended by TMDB viewers · both comedy

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  15. 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
  16. 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

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  17. Bottle Rocket (1993)

    Dysfunctional friends Dignan and Anthony plan and execute a robbery with their pot-growing friend, Bob. The short film that inspired Wes Anderson’s feature debut.

    Why it matches: Recommended by TMDB viewers · both comedy

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  18. 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
  19. 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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  20. The Trailer Park Boys Xmas Special (2004)

    In this holiday prequel, it’s 1997 and Sunnyvale Trailer Park is getting ready for the holiday season. Julian’s got a great idea to make money this Christmas, Ricky gets confused between God and Santa, and Bubbles tries to get the Boys together for an annual Christmas bonfire. Meanwhile, Mr. Lahey is thrilled because Christmas is the only day of the year that his wife Barb allows him to have a few drinks. Directed by series creator Mike Clattenburg, this hour-long special takes place before Jamie was J-Roc, before Randy and Lahey were a couple, and before the Shitmobile was missing a door.

    Why it matches: Recommended by TMDB viewers · both comedy

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Like The Gentleman Thief and something else?

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

Frequently asked questions

What are the best movies like The Gentleman Thief?

The closest matches to The Gentleman Thief are Held Up (1999), Louis C.K.: Ridiculous (2026) and Mr. Bones (2001). Below are 17 more, each with the reason it matches.

What should I watch after The Gentleman Thief?

Start with Held Up (1999), the closest match to The Gentleman Thief.

What is the highest-rated movie like The Gentleman Thief?

Louis C.K.: Hilarious (2010), rated 7.8/10 by 321 TMDB users.

What is the newest movie like The Gentleman Thief?

Spa Weekend (2026) is the most recent release on this list.

Are there English movies like The Gentleman Thief?

Yes: Held Up (1999), Louis C.K.: Ridiculous (2026) and Mr. Bones (2001).

How are movies similar to The Gentleman Thief chosen?

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