Movies like Times Square Playboy (1936)
The best movies like Times Square Playboy (1936) are Way Out West (1937), The Hangover Part III (2013) and Paint Your Wagon (1969). If Times Square Playboy hooked you with its comedy, these 30 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedSherlock Jr. (1924)8.0/10 from 1,239 votes
- NewestBabes (2024)Released 2024
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 thisThe Hangover Part III (2013)
This time, there's no wedding. No bachelor party. What could go wrong, right? But when the Wolfpack hits the road, all bets are off.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisPaint Your Wagon (1969)
A Michigan farmer and a prospector form a partnership in the California gold country. Their adventures include buying and sharing a wife, hijacking a stage, kidnapping six prostitutes, and turning their mining camp into a boom town. Along the way there is plenty of drinking, gambling, and singing. They even find time to do some creative gold mining.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisI Love My Dad (2022)
A hopelessly estranged father catfishes his son in an attempt to reconnect.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisNickelodeon (1976)
In the silent film era, attorney Leo Harrigan and gunslinger Buck Greenway are hired to stop an illegal film production. However, they soon team up with the filmmakers and become important players in the show business industry. Leo learns he has a talent for directing, and Buck's cowboy persona quickly earns him leading-man status — but both men fall for beautiful starlet Kathleen Cooke, leading to a heated personal rivalry.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisYou're Never Too Young (1955)
When an aspiring barber becomes inadvertently involved in the theft of a valuable diamond, necessity forces him to masquerade as a 12 year-old child - with humorous consequences.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThe Patsy (1964)
Eccentric bellhop Stanley Belt is recruited unexpectedly by the comedy team of a recently deceased entertainer. Stanley struggles to become a song-and-dance man as the team grooms him to become a star. But as the date of a high-stakes appearance on the Ed Sullivan Show grows near, they begin to fear that the only astonishing thing about Stanley is his utter lack of talent.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisMr. 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 thisThe Apple Dumpling Gang (1975)
A roving bachelor gets saddled with three children and a wealth of trouble when the youngsters stumble upon a huge gold nugget. They join forces with two bumbling outlaws to fend off the greedy townspeople and soon find themselves facing a surly gang of sharpshooters.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisPrivate Valentine: Blonde & Dangerous (2008)
When fluffy, bubble gum movie star Megan Valentine suddenly finds herself broke and humiliated in the public eye, she wanders from the wreckage of a car accident and witlessly enlists in the U.S. Army hoping in vain that it will change her life.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisLEGO Scooby-Doo! Haunted Hollywood (2016)
The gang find themselves in a tinsel-town twist! While on a VIP tour of the legendary Brickton Studios, Scooby and friends get a first-hand experience of the rumored hauntings when classic movie monsters drop in for a creepy casting call.
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 thisAmerican 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
SnoozefestMovies like thisGo 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 thisBabes (2024)
After getting pregnant from a one-night stand, a single woman leans on her married best friend and mother of two to guide her through gestation and beyond.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisWoody Woodpecker (2017)
Woody Woodpecker enters a turf war with a big city lawyer wanting to tear down his home in an effort to build a house to flip.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThunderstruck (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 thisSherlock Jr. (1924)
A film projectionist longs to be a detective, and puts his meager skills to work when he is framed by a rival for stealing his girlfriend's father's pocketwatch.
Why it matches: Recommended by TMDB viewers · both comedy
Absolute CinemaMovies like thisBeau Hunks (1931)
Stan and Ollie join the French Foreign Legion after Ollie's sweetheart rejects him.
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 thisAttack of the Killer Tomatoes! (1978)
After a wave of reports of mysterious attacks involving people and pets being eaten by the traditionally docile fruit, a special government task force is set up to investigate the violent fruit and put a stop to their murderous spree.
Why it matches: Similar story and style · both comedy
SnoozefestMovies like thisThe House Bunny (2008)
Shelley is living a carefree life until a rival gets her tossed out of the Playboy Mansion. With nowhere to go, fate delivers her to the sorority girls from Zeta Alpha Zeta. Unless they can sign a new pledge class, the seven socially clueless women will lose their house to the scheming girls of Phi Iota Mu. In order to accomplish their goal, they need Shelley to teach them the ways of makeup and men; at the same time, Shelley needs some of what the Zetas have - a sense of individuality. The combination leads all the girls to learn how to stop pretending and start being themselves.
Why it matches: Similar story and style · both comedy
SnoozefestMovies like thisScarlet River (1933)
Unable to find open range near Hollywood, western actor Tom Baxter and his troop head to Judy Blake's ranch to shoot their film.
Why it matches: Similar story and style · both comedy
The Divinity of a City (2024)
David Bono is a hitman hired to target Orshanabi Nazzar, a high-ranking priest-bureaucrat in a temple corporation in the fictional city of Babylonia (Brussels-based). The corporation has invented a way to avoid death by recording people's lives. While gathering information and preparing for the job, David meets Ellie, with whom they slept together. However, Ellie is a member of a cult called Children of Ishtar, and David's job would interrupt their life-recording ceremony. Facing an obsessive dilemma, David tries to find a way to do his mission without killing Ellie. First, he tries to convince Ellie not to attend the ceremony, and then he hires a local crook to kidnap her while he does the job. After the successful job, Ellie frees herself from the kidnapper, discovers the truth, and leaves for Akkadia. Meanwhile, David calls to receive the rest of his payment but gets ambushed by the contractor.
Why it matches: Similar story and style · both comedy
Down with Love (2003)
In 1962 New York City, love blossoms between a playboy journalist and a feminist advice author.
Why it matches: Similar story and style · both comedy
Popcorn FlickMovies like thisBreakfast at Tiffany's (1961)
Holly Golightly is an eccentric New York City playgirl determined to marry a Brazilian millionaire. But when young writer Paul Varjak moves into her apartment building, her past threatens to get in their way.
Why it matches: Similar story and style · both comedy
Worth the HypeMovies like thisAlfie (1966)
A young man leads a promiscuous lifestyle until several life reversals make him rethink his purposes and goals in life.
Why it matches: Similar story and style · both comedy
Popcorn FlickMovies like thisPillow Talk (1959)
Playboy songwriter Brad Allen's succession of romances annoys his neighbor, interior designer Jan Morrow, who shares a telephone party line with him and hears all his breezy routines. After Jan unsuccessfully lodges a complaint against him, Brad sets about to seduce her in the guise of a sincere and upstanding Texas rancher. When mutual friend Jonathan discovers that his best friend is moving in on the girl he desires, however, sparks fly.
Why it matches: Similar story and style · both comedy
Worth the HypeMovies like thisAttack of the Pig-Zombies! (2012)
Why it matches: Similar story and style · both comedy
Alfie (2004)
A tale of a philosophical womanizer who is forced to question his seemingly carefree existence.
Why it matches: Similar story and style · both comedy
SnoozefestMovies like this
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Frequently asked questions
What are the best movies like Times Square Playboy?
The closest matches to Times Square Playboy are Way Out West (1937), The Hangover Part III (2013) and Paint Your Wagon (1969). Below are 27 more, each with the reason it matches.
What should I watch after Times Square Playboy?
Start with Way Out West (1937), the closest match to Times Square Playboy.
What is the highest-rated movie like Times Square Playboy?
Sherlock Jr. (1924), rated 8.0/10 by 1,239 TMDB users.
What is the newest movie like Times Square Playboy?
Babes (2024) is the most recent release on this list.
Are there English movies like Times Square Playboy?
Yes: Way Out West (1937), The Hangover Part III (2013) and Paint Your Wagon (1969).
How are movies similar to Times Square Playboy chosen?
First come films that Trakt’s viewers watch alongside Times Square Playboy, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.