Movies like The Trouble with Women (1947)
The best movies like The Trouble with Women (1947) are The Nutty Professor (1963), The Ladies Man (1961) and The Errand Boy (1961). If The Trouble with Women hooked you with its comedy, these 30 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedLouis C.K.: Hilarious (2010)7.8/10 from 321 votes
- NewestMary the Widow (2026)Released 2026
The Nutty Professor (1963)
A timid, nearsighted chemistry teacher discovers a magical potion that can transform him into a suave and handsome Romeo. The Jekyll and Hyde game works well enough until the concoction starts to wear off at the most embarrassing times.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThe 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 thisThe Errand Boy (1961)
Paramutual Pictures wants to know where all the money is going so they hire Morty to be their spy. Morty works for Mr. Sneak and gets a job in the mail room so that he can have access to the lot. But all that Morty ever finds is that he can cause havoc no matter what he does.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisAnother Thin Man (1939)
Nick and Nora Charles are back - and this time, they have a baby, a wealthy new client, and another murder to solve! Retired detective Nick is enjoying family life with Nora and their young son, Nick Jr., when eccentric industrialist Colonel MacFay asks for protection after receiving threatening messages. When MacFay is found dead at his isolated estate, Nick and Nora spring into action, questioning a houseful of suspicious guests and uncovering greed, blackmail, family secrets, and a dangerous inheritance plot. With their trademark wit and sophistication, the glamorous couple balances parenthood, parties, and peril as they race to expose the killer.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisLouis 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 thisOld Boys (2018)
In the school-set re-working of Cyrano, an awkward but imaginative pupil helps the handsome but spectacularly dim school-hero pursue the fiery daughter of a visiting French teacher.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThe Happiest Days of Your Life (1950)
Nutbourne College, an old established, all-boys, boarding school is told that another school is to be billeted with due to wartime restrictions. The shock is that it's an all-girls school that has been sent. The two head teachers are soon battling for the upper hand with each other and the Ministry. But a crisis (or two) forces them to work together.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisMuch 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 thisSong 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 thisThe 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 thisThe Thin Man Goes Home (1944)
Hoping for a peaceful visit with his parents in the small town of Sycamore Springs, Nick Charles and his wife Nora soon find themselves surrounded by old rivalries, family tensions, and a mysterious murder. Nick’s father, a respected retired doctor, would much rather see his son give up detective work, but a suspicious shooting quickly draws Nick back into action. As Nick and Nora investigate, they uncover jealousy, deception, hidden motives, and a dangerous secret involving the town’s prominent citizens.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisChris Rock: Tamborine (2018)
Chris Rock takes the stage for his first comedy special in 10 years, filled with searing observations on fatherhood, infidelity and American politics.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisShadow of the Thin Man (1941)
While attending a major horse race with their young son, Nick Jr., Nick and Nora Charles witnesse a shocking murder from the crowded grandstand. What first appears to be an isolated killing soon leads to a maze of corruption, blackmail, gambling scandals, and criminal intrigue. As Nick investigates, he encounters suspicious bookmakers, dishonest officials, rival gangsters, and a mysterious killer determined to stay ahead of the law. Nora, as always, is never far from the action, bringing her quick wit and fearless curiosity to the case.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisGood Neighbor Sam (1964)
To help his divorced neighbor claim a substantial inheritance, a family man poses as her husband. The ruse spills over into his career in advertising, and his recent promotion relies on his wholesome and moral appearance.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisFather of the Bride Part 3 (ish) (2020)
The Banks Family reunites 25 years later for a very special event to benefit World Central Kitchen.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisCadet 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 thisNo 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 thisFun 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
Popcorn FlickMovies like thisOliver the Eighth (1934)
Barbershop owners Stan and Ollie answer an ad in the newspaper from a wealthy widow looking for a husband. Ollie only mails in his response and is invited to the widow's mansion. Stan discovers his unmailed letter and insists on tagging along. At the mansion, the widow's creepy butler informs them that the woman is crazy. She was once jilted by an Oliver and now her hobby is marrying Olivers and then slitting their throats. Now the boys must figure out how to escape.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisWho's Minding the Store? (1963)
Norman Phiffer, a proud man in a humble life, doesn't know that his girlfriend, Barbara, is heir to the Tuttle Department Store dynasty. Mrs. Tuttle, Barbara's mother, is determined to split the two lovers, and hires Norman in an attempt to humiliate him enough that Barbara leaves him. Will she ruin their love, or will he ruin her store?
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisIntacto (2001)
An enigmatic tale of four people whose lives are intertwined by destiny are subject to the laws of fate. They discover that luck is something they cannot afford to be without as they gamble with the highest stakes possible in a deadly game from which only one of them will emerge intact.
Why it matches: Similar story and style · both comedy
Popcorn FlickMovies like thisWonder Boys (2000)
Grady is a 50-ish English professor who hasn't had a thing published in years—not since he wrote his award winning 'Great American Novel' 7 years ago. This weekend proves even worse than he could imagine as he finds himself reeling from one misadventure to another in the company of a new wonder boy author.
Why it matches: Similar story and style · both comedy
Popcorn FlickMovies like thisThe Electric Horseman (1979)
A former champion rodeo rider is reduced to using his saddle skills to promote a breakfast cereal in a gaudy Las Vegas show. When he's asked to perform with a $12 million horse, he discovers it is being doped to remain docile. He flees into the desert astride the beast in an act of defiance. A story-hungry female reporter gives chase.
Why it matches: Similar story and style · both comedy
Popcorn FlickMovies like thisThe Barbarian Invasions (2003)
In this belated sequel to 'The Decline of the American Empire', middle-aged Montreal college professor, Remy, learns that he is dying of liver cancer. His ex-wife, Louise, asks their estranged son, Sebastian, a successful businessman living in London, to come home. Sebastian makes the impossible happen, using his contacts and disrupting the Canadian healthcare system in every way possible to help his father fight his terminal illness to the bitter end, while reuniting some of Remy's old friends, including Pierre, Alain, Dominique, Diane, and Claude, who return to see their friend before he passes on.
Why it matches: Similar story and style · both comedy
Worth the HypeMovies like thisI Often Think of Piroschka (1955)
Andreas, a young German student comes to Hungary on an exchange programme. In the Hungarian village he falls in love with the stationmaster's daughter Piroschka and spends much of his time with her. They have an enchanting summer until Andreas gets an invitation to join another young woman at a nearby resort. Piroschka is jealous and follows him there, causing trouble. It takes a long time for Andreas and Piroschka to even talk to each other again. When Andreas has to leave Hungary at the end of his holiday, he is determined to return some day.
Why it matches: Similar story and style · both comedy
Madly in Love (1981)
Cristina is a rich, spoiled princess visiting Rome with her royal parents. The mission of their visit is to marry her off to a super-wealthy corporate type and thereby start to turn around the losses their small kingdom is experiencing in its casino business. These less-than-noble intentions get derailed when Barnaba, a zany bus driver enters their lives and falls madly in love with the gorgeous Cristina. He is nuts enough to succeed in this romantic chase after royalty, as love seems to fuel his determination to rid Cristina of her elitism and to make her see his own irrepressible attractions.
Why it matches: Similar story and style · both comedy
Popcorn FlickMovies like thisSummer Catch (2001)
Local boy Ryan Dunne, now a pitcher for Boston College, meets Tenley Parrish, the daughter of a wealthy couple who summer on the Cape. Ryan and Tenley fall in love, much to the chagrin of their families, while Ryan clings to one last hope of being discovered and signed to a pro baseball contract.
Why it matches: Similar story and style · both comedy
SnoozefestMovies like thisThe Rewrite (2014)
An Oscar-winning writer in a slump leaves Hollywood to teach screenwriting at a college on the East Coast, where he falls for a single mom taking classes there.
Why it matches: Similar story and style · both comedy
Popcorn FlickMovies like thisDilan 1983 (2024)
In this 1980s prequel, Dilan reunites with his elementary school friends after a year and a half away and tries to impress a new transfer student.
Why it matches: Similar story and style · both comedy
Mary the Widow (2026)
An aging widow begrudgingly goes to a speed-dating event at her daughter’s request. Among a string of dud dates, one gentle stranger lingers in her mind. Mary the Widow is a tender look at love, memory, and the echoes of what we’ve lost.
Why it matches: Similar story and style · both comedy
Like The Trouble with Women and something else?
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Frequently asked questions
What are the best movies like The Trouble with Women?
The closest matches to The Trouble with Women are The Nutty Professor (1963), The Ladies Man (1961) and The Errand Boy (1961). Below are 27 more, each with the reason it matches.
What should I watch after The Trouble with Women?
Start with The Nutty Professor (1963), the closest match to The Trouble with Women.
What is the highest-rated movie like The Trouble with Women?
Louis C.K.: Hilarious (2010), rated 7.8/10 by 321 TMDB users.
What is the newest movie like The Trouble with Women?
Mary the Widow (2026) is the most recent release on this list.
Are there English movies like The Trouble with Women?
Yes: The Nutty Professor (1963), The Ladies Man (1961) and The Errand Boy (1961).
How are movies similar to The Trouble with Women chosen?
First come films that Trakt’s viewers watch alongside The Trouble with Women, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.