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Movies like The Naughty Nineties (1945)

The best movies like The Naughty Nineties (1945) are Way Out West (1937), Ruggles of Red Gap (1935) and The Bellboy (1960). If The Naughty Nineties hooked you with its comedy, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. Way Out West (1937)

    Stan and Ollie try to deliver the deed to a valuable gold mine to the daughter of a dead prospector. Unfortunately, the daughter's evil guardian is determined to have the gold mine for himself and his saloon-singer wife.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  2. Ruggles of Red Gap (1935)

    In this comedy of an Englishman stranded in a sea of barbaric Americans, Marmaduke Ruggles – a gentleman's gentleman and butler to an Earl – is lost in a poker game to an uncouth American cattle baron. Ruggles' life is turned upside down as he's taken to the USA, is gradually assimilated into American life, accidentally becomes a local celebrity, and falls in love along the way.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  3. The Bellboy (1960)

    Stanley is a bellboy at the Fountainbleau Hotel in Miami Beach, where he performs his duties quietly and without a word to anyone. All he displays are facial expressions and a comedic slapstick style. And anything that can go wrong, does go wrong when Stanley is involved. One day, Jerry Lewis arrives at the hotel and some of the staff notice the striking resemblance.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  4. Katt Williams: The Pimp Chronicles Pt. 1 (2006)

    Comedian Katt Williams (aka Money Mike) showcases his laugh out loud comedic talents in his first ever HBO stand-up comedy DVD taped in front of a live audience. A native of Cincinnati, Ohio, Williams worked his way up the comedy club ladder before landing key television and film roles that displayed his flashy, sassy, streetwise style.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  5. Kevin Hart: I'm a Grown Little Man (2009)

    Fresh off the heels of appearing in movies like Superhero Movie and The 40 Year-Old Virgin, fast-talking comedian Kevin Hart stars in this live stand-up performance where he makes fun of everything and everybody - especially himself.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  6. The Cocoanuts (1929)

    During the Florida land boom, the Marx Brothers run a hotel, auction off some land and thwart a jewel robbery.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  7. A Night in Casablanca (1946)

    The Marx Brothers are employed at a hotel in postwar Casablanca, where a ring of Nazis is trying to recover a cache of stolen treasure.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  8. Jimmy O. Yang: Good Deal (2020)

    In his debut standup special, Good Deal, Jimmy will tell you all about his take on Asian representation, how he learned to speak English from rap videos, dating tall women, and pursuing his dreams only to disappoint his old school Chinese parents. From assimilation to representation, Jimmy O. Yang delivers an absolutely hilarious hour of comedy in Good Deal.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  9. Go West (1940)

    A con man heading west to search for gold teams up with a pair of scheming brothers along the way. The trio soon find themselves in the middle of a feud between two rival families and two underhanded land developers.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  10. Room Service (1938)

    Broke Gordon Miller tries to land a backer for his new play while he has to deal with with the hotel manager trying to evict him and his cast.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  11. The Green Man (1956)

    Unknown to everyone but his shady Middle Eastern bosses, watchmaker Hawkins is actually a professional hired assassin with a predilection for killing his targets with bombs. After disposing of a dictator and millionaire, Hawkins is assigned to kill a politician who is heading to a remote hotel, The Green Man, for a secret tryst with his secretary. There, however, Hawkins' plot is discovered by vacuum salesman William Blake, who determines to stop him.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  12. Ricky Gervais: Out of England 2 (2010)

    The comic performs at the Chicago Theatre.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  13. 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

    Popcorn FlickMovies like this
  14. 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

    Popcorn FlickMovies like this
  15. 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

  16. She Done Him Wrong (1933)

    New York singer and nightclub owner Lady Lou has more male friends than can be imagined. One is a vicious escaped criminal on the way to see 'his' girl, unaware she hasn't exactly been faithful in his absence. Help is at hand in the form of young Captain Cummings, a local temperance league leader.

    Why it matches: Recommended by TMDB viewers · both comedy

  17. Kevin Hart: Laugh at My Pain (2011)

    Experience the show that quickly became a national phenomenon. Get an up-close and personal look at Kevin back in Philly where he began his journey to become one of the funniest comedians of all time.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  18. Song of the Thin Man (1947)

    While attending a glamorous jazz cruise on New York’s East River, Nick and Nora Charles witness the fatal shooting of a wealthy patron. When suspicion falls on a young bandleader and his musicians, the couple steps in to clear their friends and uncover the real killer. Their investigation leads through a lively world of jazz clubs, radio personalities, high society, and backstage rivalries, where almost everyone has a secret and the next clue may be hidden in the music.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  19. Vegas Vacation (1997)

    The Griswold family hits the road again for a typically ill-fated vacation, this time to the glitzy mecca of slots and showgirls—Las Vegas.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  20. 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
  21. The Great Dictator (1940)

    Dictator Adenoid Hynkel tries to expand his empire while a poor Jewish barber tries to avoid persecution from Hynkel's regime.

    Why it matches: Similar story and style · both comedy

    Absolute CinemaMovies like this
  22. The General (1926)

    During America’s Civil War, Union spies steal engineer Johnnie Gray's beloved locomotive, 'The General'—with Johnnie's lady love aboard an attached boxcar—and he single-handedly must do all in his power to both get The General back and to rescue Annabelle.

    Why it matches: Similar story and style · both comedy

    Absolute CinemaMovies like this
  23. The Gold Rush (1925)

    A gold prospector in Alaska struggles to survive the elements and win the heart of a dance hall girl.

    Why it matches: Similar story and style · both comedy

    Absolute CinemaMovies like this
  24. Chimes at Midnight (1965)

    Henry IV usurps the English throne, sets in motion the factious War of the Roses and now faces a rebellion led by Northumberland scion Hotspur. Henry's heir, Prince Hal, is a ne'er-do-well carouser who drinks and causes mischief with his low-class friends, especially his rotund father figure, John Falstaff. To redeem his title, Hal may have to choose between allegiance to his real father and loyalty to his friend.

    Why it matches: Similar story and style · both comedy

    Worth the HypeMovies like this
  25. Bringing Up Baby (1938)

    David Huxley is waiting to get a bone he needs for his museum collection. Through a series of strange circumstances, he meets Susan Vance, and the duo have a series of misadventures which include a leopard called Baby.

    Why it matches: Similar story and style · both comedy

    Worth the HypeMovies like this
  26. City Lights (1931)

    A tramp falls in love with a beautiful blind flower girl. His on-and-off friendship with a wealthy man allows him to be the girl's benefactor and suitor.

    Why it matches: Similar story and style · both comedy

    Absolute CinemaMovies like this
  27. The Vexxer (2007)

    Scotland Yard investigators have to prevent the murder of Victoria Dickman when her name is found on a death list.

    Why it matches: Similar story and style · both comedy

    Popcorn FlickMovies like this
  28. Down by Law (1986)

    A disc jockey, a pimp and an Italian tourist escape from jail in New Orleans.

    Why it matches: Similar story and style · both comedy

    Worth the HypeMovies like this
  29. Singapore Sling (1990)

    Singapore Sling pursues Laura, a romantic memory from his past. One night, he finds himself at a mysterious villa, watching two women bury a body. He falls into their trap and, in an atmosphere of isolation and decadence, the trio act out insane pleasure games and a ritual of blood and murder.

    Why it matches: Similar story and style · both comedy

    Popcorn FlickMovies like this
  30. Fear and Loathing in Las Vegas (1998)

    Raoul Duke and his attorney Dr. Gonzo drive a red convertible across the Mojave desert to Las Vegas with a suitcase full of drugs to cover a motorcycle race. As their consumption of drugs increases at an alarming rate, the stoned duo trash their hotel room and fear legal repercussions. Duke begins to drive back to L.A., but after an odd run-in with a cop, he returns to Sin City and continues his wild drug binge.

    Why it matches: Similar story and style · both comedy

    Worth the HypeMovies like this

Like The Naughty Nineties and something else?

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

Frequently asked questions

What are the best movies like The Naughty Nineties?

The closest matches to The Naughty Nineties are Way Out West (1937), Ruggles of Red Gap (1935) and The Bellboy (1960). Below are 27 more, each with the reason it matches.

What should I watch after The Naughty Nineties?

Start with Way Out West (1937), the closest match to The Naughty Nineties.

What is the highest-rated movie like The Naughty Nineties?

The Great Dictator (1940), rated 8.3/10 by 3,872 TMDB users.

What is the newest movie like The Naughty Nineties?

Jimmy O. Yang: Good Deal (2020) is the most recent release on this list.

Are there English movies like The Naughty Nineties?

Yes: Way Out West (1937), Ruggles of Red Gap (1935) and The Bellboy (1960).

How are movies similar to The Naughty Nineties chosen?

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