Movies like Cupid Through a Keyhole (1913)
The best movies like Cupid Through a Keyhole (1913) are After the Ball (2015), Taking Care of Business (1990) and Fun with Dick and Jane (1977). If Cupid Through a Keyhole hooked you with its comedy, these 20 similar films are what to watch next, and every pick says why it matches.
Cupid Through a Keyhole
Quick picks
- Highest ratedSlumberland (2022)7.2/10 from 998 votes
- NewestSlumberland (2022)Released 2022
After the Ball (2015)
After the Ball, a retail fairy tale set in the world of fashion. Kate's dream is to design for couturier houses. Although she is a bright new talent, Kate can't get a job. No one trusts the daughter of Lee Kassell, a retail guru who markets clothes "inspired" by the very designers Kate wants to work for. Who wants a spy among the sequins and stilettos? Reluctantly, Kate joins the family business where she must navigate around her duplicitous stepmother and two wicked stepsisters. But with the help of a prince of a guy in the shoe department her godmother's vintage clothes and a shocking switch of identities, Kate exposes the evil trio, saves her father's company -- and proves that everyone can wear a fabulous dress.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisTaking Care of Business (1990)
An uptight advertising exec has his entire life in a filofax organizer which mistakenly ends up in the hands of a friendly convict who poses as him.
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 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 thisHappiness Is a Warm Blanket, Charlie Brown (2011)
Linus is pushed to his limits when he learns Grandma is coming to visit and plans on ridding him of his childish security blanket.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies 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 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 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 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 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 thisRicky Gervais: Out of England 2 (2010)
The comic performs at the Chicago Theatre.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisThe 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 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 thisAmy Schumer: Mostly Sex Stuff (2012)
A ratings hit! Amy Schumer debuts her one-hour special in front of a live audience at the Historic Fillmore Theatre in San Francisco. Nothing is off limits as Schumer airs every hilarious, messed up detail of her dating and sex life, from encounters with unexpected body parts to hate-filled personal grooming appointments. In her matter-of-fact raunchy style, at odds with her self-described "Cabbage Patch Kid" appearance, Schumer tells stories of a boyfriend who makes dirty requests over dinner, the way she outsmarts her birth control, and a shocking ending to a seemingly innocent cab ride.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies 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 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 thisLittle Big League (1994)
When the owner of the Minnesota Twins passes away, he bequeaths the team to his preteen grandson. The newly minted head honcho quickly appoints himself manager, causing unrest in an organization that struggles to take orders from a 12-year-old.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisJerry 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 thisSlumberland (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 thisA.R.C.H.I.E. (2016)
A recently orphaned 15-year-old who has moved to a small town to live with her uncle befriends a robotic canine with super strength, x-ray vision and the ability to talk and the pair take on a military complex, bullies, kidnappers, romance and the world.
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 Cupid Through a Keyhole?
The closest matches to Cupid Through a Keyhole are After the Ball (2015), Taking Care of Business (1990) and Fun with Dick and Jane (1977). Below are 17 more, each with the reason it matches.
What should I watch after Cupid Through a Keyhole?
Start with After the Ball (2015), the closest match to Cupid Through a Keyhole.
What is the highest-rated movie like Cupid Through a Keyhole?
Slumberland (2022), rated 7.2/10 by 998 TMDB users.
What is the newest movie like Cupid Through a Keyhole?
Slumberland (2022) is the most recent release on this list.
Are there English movies like Cupid Through a Keyhole?
Yes: After the Ball (2015), Taking Care of Business (1990) and Fun with Dick and Jane (1977).
How are movies similar to Cupid Through a Keyhole chosen?
First come films that Trakt’s viewers watch alongside Cupid Through a Keyhole, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.



















