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Movies like Ladies Man (1969)

The best movies like Ladies Man (1969) are Much Ado About Nothing (2013), Cadet Kelly (2002) and The Trouble with Angels (1966). If Ladies Man hooked you with its comedy, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. 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

    Popcorn FlickMovies like this
  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

    Popcorn FlickMovies like this
  3. 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

    Popcorn FlickMovies like this
  4. 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

    Popcorn FlickMovies like this
  5. Jerry Seinfeld: I'm Telling You for the Last Time (1998)

    Taped for HBO in August 1998, on the final date of Jerry Seinfeld's tour appearances at New York City's Broadhurst Theater, I'm Telling You for the Last Time presents the standup comedian's so-called "final" standup, or at least his final tour with the standup material that made him famous.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  6. Ashens and the Quest for the Gamechild (2013)

    Ashens goes on a quest to find the legendary and elusive piece of electronic tech known only as the GameChild.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  7. The Willoughbys (2020)

    When the four Willoughby children are abandoned by their selfish parents, they must learn how to adapt their Old-Fashioned values to the contemporary world in order to create something new: The Modern Family.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  8. Jerry Seinfeld: 23 Hours to Kill (2020)

    Jerry Seinfeld takes the stage in New York and tackles talking vs. texting, bad buffets vs. so-called "great" restaurants and the magic of Pop Tarts.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  9. Shorts (2009)

    A young boy's discovery of a colorful, wish-granting rock causes chaos in the suburban town of Black Falls when jealous kids and scheming adults alike set out to get their hands on it.

    Why it matches: Recommended by TMDB viewers · both comedy

  10. 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

  11. Yellow Mirror (2026)

    A defective lamp reveals a heartbreaking truth about what Homer believes is reality, and an AI-powered tablet befriends and controls Maggie. The Simpsons struggle to find the light through two dark tales of the curious and bizarre.

    Why it matches: Recommended by TMDB viewers · both comedy

    Absolute CinemaMovies like this
  12. Thunderstruck (2012)

    After NBA star Kevin Durant switches talent with 16 year old Brian, the teenager becomes the star of his high school team, but Durant starts struggling and eventually learns an important lesson.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  13. Iliza Shlesinger: War Paint (2013)

    Her innocent appearance is just a cover for Last Comic Standing winner Iliza Shlesinger's acerbic, stream-of-conscious comedy that she unleashes on an unsuspecting audience in her hometown of Dallas in "War Paint," her first stand-up special.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  14. The Olsen Gang in Jutland (1971)

    The Olsen gang in Jutland. Ones again Egon Olsen has a plan when he gets out of Vridslose State Prison. He has found out that the Germans left a large sum of money (in American dollars and gold bars) in one of their commando bunkers, when they were defeated in 1945; the only problem it's in Jutland. Egon, Benny and Kjeld "appropriate" a car and drives to Jutland along with Kjelds wife and child Yvonne and Borge. They look forward to fooling the the people in Jutland, but of course, things don't go quite as planed. It ends with Benny, Kjeld, Borge and Yvonne sitting in the train back to Copenhagen, were they are overtaken by Egon in his car on the road next to the track. This is the last time the Olsen gang goes to Jutland.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  15. Be Big! (1931)

    Stan and Ollie are on their way to Atlantic City with their wives, when Ollie gets a phone call from a lodge buddy telling him that a stag party is taking place that night in their honor. Ollie pretends to be sick and sends the wives on ahead, promising that he and Stan will meet them in the morning. The pair dress in their lodge gear, but their wives return having missed their train. With no obvious escape route, Stan and Ollie take to a bed in fear and in response to Stan's plea of "What'll I do?", Ollie replies "Be big!".

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  16. The Sandlot 2 (2005)

    A decade has passed in the small town where the original Sandlot gang banded together during the summer of ’62 to play baseball and battle the Beast. Now, back at the dugout, nine new kids descend on the diamond only to discover that a descendant of the Beast lives in Mr. Mertle’s backyard – a monster of mythical proportions known as 'The Great Fear'.

    Why it matches: Recommended by TMDB viewers · both comedy

  17. Sketch (2025)

    When a young girl’s sketchbook falls into a strange pond, her drawings come to life—chaotic, real, and on the loose. As the town descends into chaos, her family must reunite and stop the monsters they never meant to unleash.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  18. 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
  19. Chickenhare and the Hamster of Darkness (2022)

    A brave young animal explorer teams up with two trusty friends to find a powerful artifact before his greedy uncle can get his paws on it.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  20. Slumberland (2022)

    A young girl discovers a secret map to the dreamworld of Slumberland, and with the help of an eccentric outlaw, she traverses dreams and flees nightmares, with the hope that she will be able to see her late father again.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  21. The Collector (2004)

    A romantic comedy set in the world of gambling, debt collecting and professional boxing. Laura is an unlucky gambler with a huge debt, she crosses paths with Claus, a former boxer who now makes a living as a debt collector. Laura is cheating, scamming, and lying and eventually life catches up with her. Claus is trying to regain his self respect and start anew. Together, they make an awkward but very charming couple on the verge of love. It is a story about trust, friendship, new beginnings, getting a second chance and doing the right thing.

    Why it matches: Similar story and style · both comedy

  22. Charley's Aunt (1959)

    Charles and Peter have passed their law degree and are looking forward to wooing a few girls in the country. For that, they need a chaperone and persuade their fellow student Ditlev to play Charles's aunt from Brazil. Ditlev has a talent for acting and takes the role very seriously, but when Charles's real aunt turns up, things get complicated.

    Why it matches: Similar story and style · both comedy

  23. Don Olsen kommer til byen (1964)

    Bank director L.W. Jacobsen resides in a small provincial town. He is not particularly interested in his wife, Elsebeth, but rather in teacher and city council member Miss Mortensen. Thorsen, the town's manufacturer, is a member of the same city council group as Jacobsen. Then Don Olsen comes to town. Olsen is not interested in the upper class, but rather in people. By chance, Thorsen and Olsen meet and soon become drinking buddies. Thorsen drags the milkman's horse home to his apartment in the middle of the night. The scandal is a reality. Thorsen wants to flee, but with Olsen's help, he instead woos the townspeople and Miss Mortensen under the motto "Make good times better."

    Why it matches: Similar story and style · both comedy

  24. The bride from Dragstrup (1955)

    At Helene Dragstrup's 20th birthday, her grandmother Margrethe decides that it is time that Helene learns something about life outside the protective walls of the estate.

    Why it matches: Similar story and style · both comedy

  25. Dorte (1951)

    A train pulls into Copenhagen Central Station, and 16-year-old Dorte gets off. She needs to find some people on a road somewhere near Svanemøllen. Here, in a beautiful villa, lives Asger Haensen, a director who runs a large company in Copenhagen. He lives with his two children, Margot and Steen. Asger Haensen lives a superficial and overly expensive life—among other things, he has an expensive girlfriend. In the evening, the doorbell rings at the director's house. Outside stands Dorte with a letter that must be delivered to him personally. The letter reveals that Dorte is the result of a small youthful mistake on the part of the director. So Dorte stays in the house. Dorte does not quite fit into the elegant home. But she is feisty—and brings life to the house!

    Why it matches: Similar story and style · both comedy

  26. A Hullaballoo at the Castle (1959)

    The cheerful, traveling musicians Flink and Villy meet sweet music in the form of two girls. Unfortunately, the chrome nut is tone deaf and chases them away. Luck smiles on them, however, because the nearby castle Bullerborg is abandoned. Flink and Villy move in - and get mixed up in a fight between a cunning lawyer, a bankrupt count and a sausage maker family.

    Why it matches: Similar story and style · both comedy

  27. The Last Viking (2025)

    After serving fourteen years for robbery, Anker is released from prison and reunites with his mentally ill brother Manfred, who alone knows where the stolen money is hidden but has forgotten its location, sending them on a journey to recover the loot and confront who they are.

    Why it matches: Similar story and style · both comedy

    Worth the HypeMovies like this
  28. Ved Kongelunden... (1953)

    The good people of a small community in the countryside near Copenhagen enjoy life and find their way to love.

    Why it matches: Similar story and style · both comedy

  29. Verdens rigeste pige (1958)

    One dark night, a ravishing young girl flees from a convent boarding school in Switzerland. She is Lisa Hoffmann, daughter of a wealthy Danish-American oil magnate from Brazil, and she is running away with her sweetheart, the calypso singer Jacque. There is a huge uproar in newspapers around the world, and even more so when it turns out that the two young people are performing in cabarets around Europe's capital cities.

    Why it matches: Similar story and style · both comedy

  30. Den store gav-tyv (1956)

    Crime writer Rodian moves into a hotel which used to be the hideout for the thief Mathisen and his gang. However, when Rodian has gone to bed and fallen asleep, Mathisen reads the writer's manuscripts and copies the fictional crimes. This gets Rodian in trouble...

    Why it matches: Similar story and style · both comedy

Like Ladies Man and something else?

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

Frequently asked questions

What are the best movies like Ladies Man?

The closest matches to Ladies Man are Much Ado About Nothing (2013), Cadet Kelly (2002) and The Trouble with Angels (1966). Below are 27 more, each with the reason it matches.

What should I watch after Ladies Man?

Start with Much Ado About Nothing (2013), the closest match to Ladies Man.

What is the highest-rated movie like Ladies Man?

Chickenhare and the Hamster of Darkness (2022), rated 7.2/10 by 299 TMDB users.

What is the newest movie like Ladies Man?

Yellow Mirror (2026) is the most recent release on this list.

How are movies similar to Ladies Man chosen?

First come films that Trakt’s viewers watch alongside Ladies Man, 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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