Movies like The Man Who Played It Cool! (1983)
The best movies like The Man Who Played It Cool! (1983) are The Trouble with Angels (1966), Duplex (2003) and I Love My Dad (2022). If The Man Who Played It Cool! hooked you with its comedy, these 20 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedThe Willoughbys (2020)7.1/10 from 1,037 votes
- NewestLouis C.K.: Ridiculous (2026)Released 2026
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 thisDuplex (2003)
When a young couple buys their dream home, they have no idea what the sweet little old lady upstairs is going to put them through!
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 thisThe 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 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 thisOld Dads (2023)
A cranky middle-aged dad and his two best friends find themselves out of step in a changing world of millennial CEOs and powerful preschool principals.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisMy Spy (2020)
A hardened CIA operative finds himself at the mercy of a precocious 9-year-old girl, having been sent undercover to surveil her family.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThe Laurel-Hardy Murder Case (1930)
The boys think their days of fishing to feed themselves have come to an end, when Stan's rich uncle Ebenezer dies leaving a large estate. But they soon learn that Ebenezer was murdered and all the relatives, including Stan, are suspects.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisLike a Boss (2020)
Two female friends with very different ideals decide to start a beauty company together. One is more practical, while the other wants to earn her fortune and live a lavish lifestyle.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisAdventures in Public School (2018)
A socially-awkward, home-schooled kid forces his way into public school against his suffocating, but loving, mother's wishes.
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 thisClass Rank (2017)
Two high school misfits join forces in an attempt to overtake the local school board. Guided by their families, they enter the perilous word of politics and, in the process, learn a thing or two about love.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies 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 thisGabriel Iglesias: I'm Sorry for What I Said When I Was Hungry (2016)
Hawaiian-shirt enthusiast Gabriel "Fluffy" Iglesias finds the laughs in racist gift baskets, Prius-driving cops and all-female taco trucks.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies 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 thisDriver's Ed (2026)
A group of teens hit the road in a stolen driver's ed car, racing against time to help a lovesick high school senior track down his college-freshman girlfriend and win her back.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisPups Alone (2021)
After receiving an exciting new job opportunity at a cutting edge Pet Invention company, Robert, his teenage daughter Jenna and their trusty and special border collie Charlie make the move to the new neighborhood, right before Christmas. Upon arriving, Robert meets his gorgeous next door neighbor Holly, and her sassy and spunky border collie Gidget. Before the sparks can fly, they are set upon my Robert’s conniving and obnoxious next door neighbor and project manager Victor, his neighborhood bully bulldog “Vinnie P” and the sycophantic sidekick Chihuahua “Jose”.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisLouis C.K.: Ridiculous (2026)
From a bee getting shot in New York City to paying strangers to take his aging father, Louis C.K. unleashes the ridiculous thoughts in his mind.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisRicky Gervais: Armageddon (2023)
Ricky Gervais dishes out controversial takes on political correctness and oversensitivity in a taboo-busting comedy special about the end of humanity.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisRicky Gervais Live 2: Politics (2004)
A year after Animals, Ricky Gervais comes back with his second stand up comedy tour: Politics.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like this
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Frequently asked questions
What are the best movies like The Man Who Played It Cool!?
The closest matches to The Man Who Played It Cool! are The Trouble with Angels (1966), Duplex (2003) and I Love My Dad (2022). Below are 17 more, each with the reason it matches.
What should I watch after The Man Who Played It Cool!?
Start with The Trouble with Angels (1966), the closest match to The Man Who Played It Cool!.
What is the highest-rated movie like The Man Who Played It Cool!?
The Willoughbys (2020), rated 7.1/10 by 1,037 TMDB users.
What is the newest movie like The Man Who Played It Cool!?
Louis C.K.: Ridiculous (2026) is the most recent release on this list.
How are movies similar to The Man Who Played It Cool! chosen?
First come films that Trakt’s viewers watch alongside The Man Who Played It Cool!, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.