Movies like The Ladies Man (2000)
The best movies like The Ladies Man (2000) are The Roast of Tom Brady (2024), Bill Burr: Drop Dead Years (2025) and Bullets Over Broadway (1994). If The 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
- Highest ratedJohn Mulaney: Kid Gorgeous at Radio City (2018)7.9/10 from 259 votes
- NewestBill Burr: Drop Dead Years (2025)Released 2025
The Roast of Tom Brady (2024)
Offensive lines. Full-contact comedy. Kevin Hart hosts this all-star roast of NFL legend Tom Brady.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisBill Burr: Drop Dead Years (2025)
In what might be his most personal and introspective hour yet, Bill offers hilarious takes on everything from male sadness to dating advice.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisBullets Over Broadway (1994)
After young playwright, David Shayne obtains funding for his play from gangster Nick Valenti, Nick's girlfriend Olive miraculously lands the role of a psychiatrist—but not only is she a bimbo who could never pass for a psychiatrist—she's a dreadful actress. David puts up with the leading man who is a compulsive eater, the grand dame who wants her part jazzed up, and Olive's interfering hitman/bodyguard—but, eventually he must decide whether art or life is more important.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisRicky Stanicky (2024)
When three childhood best friends pull a prank gone wrong, they invent the imaginary Ricky Stanicky to get them out of trouble. Twenty years later, the trio still uses the nonexistent Ricky as a handy alibi for their immature behavior. But when their spouses and partners get suspicious and demand to finally meet the fabled Mr. Stanicky, the guilty trio decide to hire a washed-up actor and raunchy celebrity impersonator to bring him to life.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisAli Wong: Single Lady (2024)
After a whirlwind couple of years, Ali Wong returns to the stage to dish on the highs, lows and surprises of dating post-divorce.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisDave 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 thisBetween Two Ferns: The Movie (2019)
Galifianakis dreamed of becoming a star. But when Will Ferrell discovered his public access TV show, 'Between Two Ferns' and uploaded it to Funny or Die, Zach became a viral laughing stock. Now Zach and his crew are taking a road trip to complete a series of high-profile celebrity interviews and restore his reputation.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisTaylor Tomlinson: Have It All (2024)
Can Taylor Tomlinson have it all? From dating woes to dream jobs to inventive dirty talk, she shares life's ups and downs in this stand-up comedy special.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisCheap Thrills (2013)
Recently fired and facing eviction, a new dad has his life turned upside down when he meets a wealthy couple who offer a path to financial security... but at a price.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisMy Man Godfrey (1936)
Fifth Avenue socialite Irene Bullock needs a "forgotten man" to win a scavenger hunt, and no one is more forgotten than Godfrey Park, who resides in a dump by the East River. Irene hires Godfrey as a servant for her riotously unhinged family, to the chagrin of her spoiled sister, Cornelia, who tries her best to get Godfrey fired. As Irene falls for her new butler, Godfrey turns the tables and teaches the frivolous Bullocks a lesson or two.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisAdam 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 thisExtract (2009)
The owner of a factory that produces flavor extracts, Joel Reynold seems to have it all, but really doesn't. What's missing is sexual attention from his wife, Suzie. Joel hatches a convoluted plan to get Suzie to cheat on him, thereby clearing the way for Joel to have an affair with Cindy, an employee. But what Joel doesn't know is that Cindy is a sociopathic con artist, and a freak workplace accident clears the way for her to ruin Joel forever.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisGame Night (2018)
Max and Annie's weekly game night gets kicked up a notch when Max's brother Brooks arranges a murder mystery party -- complete with fake thugs and federal agents. So when Brooks gets kidnapped, it's all supposed to be part of the game. As the competitors set out to solve the case, they start to learn that neither the game nor Brooks are what they seem to be. The friends soon find themselves in over their heads as each twist leads to another unexpected turn over the course of one chaotic night.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThe Wedding Ringer (2015)
Doug Harris is a loveable but socially awkward groom-to-be with a problem: he has no best man. With less than two weeks to go until he marries the girl of his dreams, Doug is referred to Jimmy Callahan, owner and CEO of Best Man, Inc., a company that provides flattering best men for socially challenged guys in need. What ensues is a hilarious wedding charade as they try to pull off the big con, and an unexpected budding bromance between Doug and his fake best man Jimmy.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisQuiz Lady (2023)
A brilliant but tightly wound, gameshow-obsessed young woman, Anne, and her estranged, train-wreck of a sister, Jenny, must work together to help cover their mother's gambling debts. When Anne's beloved dog is kidnapped, they set out on a wild, cross-country trek to get the cash the only way they know how: by turning Anne into a bona-fide gameshow champion.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisGeorge Carlin: It's Bad for Ya! (2008)
It's Bad For Ya, Carlin's Emmy nominated 14th and final HBO special from March of 2008 features Carlin's noted irreverent and unapologetic observations on topics ranging from death, religion, bureaucracy, patriotism, overprotected children and big business to the pungent examinations of modern language and the decrepit state of the American culture.
Why it matches: Recommended by TMDB viewers · both comedy
Absolute CinemaMovies like thisGuest House Paradiso (1999)
Richie and Eddie are in charge of the worst hotel in the UK, Guest House Paradiso, neighbouring a nuclear power plant. The illegal immigrant chef has fled and all the guests have gone. But when a famous Italian filmstar, Gina Carbonara, who is in hiding from a fiance she doesn't want to marry, arrives at the hotel, things get very interesting!
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisJohn 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 thisOne of Them Days (2025)
When one roommate's boyfriend blows their rent money, two best friends embark on a chaotic race against time to avoid eviction while trying to keep their friendship intact.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisUHF (1989)
The eccentric new manager of a UHF television channel tries to save the station from financial ruin with an odd array of programming.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisPopular Music (2004)
Matti and Niila, growing up in the mid-sixties in the harsh and conservative environment of a Finnish-speaking part of Tornedalen in Swedish Laponia, close to the Finnish border. Their big dream is to become rock stars. In the present the now grown-up Matti feels guilt for the death of his drug-addicted rock star friend Niila.
Why it matches: Similar story and style · both comedy
Popcorn FlickMovies like thisGrill Point (2002)
Christian is a presenter at a small radio station. His wife Katrin directs traffic in a car park. Both are friends with Uwe, who runs a fast food kiosk, and Ellen, who works in a perfume shop. Their four lives are stuck in a rut. Until the day Chris and Ellen sleep together and upset the balance of the two couples...
Why it matches: Similar story and style · both comedy
Borat: Cultural Learnings of America for Make Benefit Glorious Nation of Kazakhstan (2006)
Kazakh journalist Borat Sagdiyev travels to America to make a documentary. As he zigzags across the nation, Borat meets real people in real situations with hysterical consequences. His backwards behavior generates strong reactions around him exposing prejudices and hypocrisies in American culture.
Why it matches: Similar story and style · both comedy
Popcorn FlickMovies like thisSummer Storm (2004)
Tobi and Achim, the pride of the local crew club, have been the best of friends for years and are convinced that nothing will ever stand in the way of their friendship. They look forward to the upcoming summer camp and the crew competition. Then the gay team from Berlin arrives and Tobi is totally confused. The evening before the races begin, the storm that breaks out is more than meteorological.
Why it matches: Similar story and style · both comedy
Popcorn FlickMovies like thisCockles and Muscles (2005)
Crustacés et coquillages is a fresh French comedy film with numerous surprise turnarounds and about the tolerance of a family of four. The family spend an idealistic summer vacation together where each of the family members gets involved in a new or old relationship.
Why it matches: Similar story and style · both comedy
Popcorn FlickMovies like thisSummer in Berlin (2005)
An intimate study of two women friends who come to each other because of troubles with everyday life and with men and thus try to enjoy a life based on their ideas.
Why it matches: Similar story and style · both comedy
Popcorn FlickMovies like thisStranger Than Paradise (1984)
New York layabout Willie forms an unexpected bond with his young Hungarian cousin Eva when she pays him a surprise visit. Later, Eva moves in with their aunt in Cleveland, and Willie takes his best friend Eddie to see her—a visit that culminates in a strange, eventful trip to Florida.
Why it matches: Similar story and style · both comedy
Worth the HypeMovies like thisHarold and Maude (1971)
A deadpan young man obsessed with death meets an eccentric septuagenarian who teaches him to live life to the fullest.
Why it matches: Similar story and style · both comedy
Worth the HypeMovies like thisFrench Kiss (1995)
After her fiancee admits to infidelity while on a business trip in France, a woman attempts to get her lover back and marry him by traveling to Paris despite her crippling fear of flying. On the way she unwittingly smuggles something of value that has a charming crook chasing her across France as she chases after her future husband.
Why it matches: Similar story and style · both comedy
Popcorn FlickMovies like thisSidestroke (1993)
Clara (Karin Viard) is a stripper with a high-strung, jealous boyfriend with the curious name of Loockeed (Antoine Chappey). The couple are friends with the even-temperred, almost saintly Max (Gerald Laroche), an auto mechanic. The three of them set out from their home in the north to journey to the Alpine mountains near Switzerland and Italy, where they will help a fourth friend take care of his pleasure boat business at Lake Annecy while he is in military service. As the trio attempt to establish some sort of equilibrium in their new lives, Max must constantly deal with Loockeed's testy, jealous barbs. Despite this, the three of them remain friends.
Why it matches: Similar story and style · both comedy
Like The Ladies Man and something else?
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Frequently asked questions
What are the best movies like The Ladies Man?
The closest matches to The Ladies Man are The Roast of Tom Brady (2024), Bill Burr: Drop Dead Years (2025) and Bullets Over Broadway (1994). Below are 27 more, each with the reason it matches.
What should I watch after The Ladies Man?
Start with The Roast of Tom Brady (2024), the closest match to The Ladies Man.
What is the highest-rated movie like The Ladies Man?
John Mulaney: Kid Gorgeous at Radio City (2018), rated 7.9/10 by 259 TMDB users.
What is the newest movie like The Ladies Man?
Bill Burr: Drop Dead Years (2025) is the most recent release on this list.
Are there English movies like The Ladies Man?
Yes: The Roast of Tom Brady (2024), Bill Burr: Drop Dead Years (2025) and Bullets Over Broadway (1994).
How are movies similar to The Ladies Man chosen?
First come films that Trakt’s viewers watch alongside The Ladies Man, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.