Movies like The Bridegroom's Dilemma (1898)
The best movies like The Bridegroom's Dilemma (1898) are Why Worry? (1923), Fun with Dick and Jane (1977) and Hard to Die (1990). If The Bridegroom's Dilemma hooked you with its comedy, these 20 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedOnce Upon a Deadpool (2018)7.1/10 from 886 votes
- NewestLouis C.K.: Ridiculous (2026)Released 2026
Why Worry? (1923)
A hypochondriac vacations in the tropics for the fresh air - and finds himself in the middle of a revolution instead.
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 thisHard to Die (1990)
While doing the inventory for a lingerie outlet in a high rise office building, five attractive women are terrorized by a series of bizarre killings. They suspect that the strange janitor, who witnessed another series of killings six months previously, is at the bottom of the whole thing. Little do they know the real horror that they face in the end.
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 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 thisPolice (1916)
Charlie is released from prison and immediately swindled by a fake parson. A fellow ex-convict convinces Charlie to help burglarize a house.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisOnce Upon a Deadpool (2018)
A kidnapped Fred Savage is forced to endure Deadpool's PG-13 rendition of Deadpool 2, as a Princess Bride-esque story full of magic, wonder, and zero Fs.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisThe Horse's Mouth (1958)
Gulley Jimson is a boorish aging artist recently released from prison. A swindler in search of his next art project, he hunkers down in the penthouse of would-be patrons the Beeders while they go on an extended vacation; he paints a mural on their wall, pawns their valuables and, along with the sculptor Abel, inadvertently smashes a large hole in their floor. Jimson's next project is an even larger wall in an abandoned church.
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 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 thisA Burlesque on Carmen (1915)
A gypsy seductress is sent to sway a goofy officer to allow a smuggling run.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisMy Wife's Relations (1922)
Buster and a woman are mistakenly married and her initially unfriendly family begins to treat him nicely when they come to believe he has a large inheritance awaiting him.
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 thisA Bad Idea Gone Wrong (2017)
Two would-be thieves forge a surprising relationship with an unexpected housesitter when they accidentally trap themselves in a house they just broke into.
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 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 thisSketch (2025)
When a young girl’s sketchbook falls into a strange pond, her drawings come to life—chaotic, real, and on the loose. As the town descends into chaos, her family must reunite and stop the monsters they never meant to unleash.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisSincerely Louis C.K. (2020)
Louis C.K. muses on religion, terrorism, small towns, Florida, disabilities, dogs, Auschwitz, marriage, sex, vegans, and his personal sexual controversy, in a live performance from Washington, D.C.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisHigh and Dizzy (1920)
A tipsy doctor encounters his patient sleepwalking on a building ledge, high above the street.
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 this
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Frequently asked questions
What are the best movies like The Bridegroom's Dilemma?
The closest matches to The Bridegroom's Dilemma are Why Worry? (1923), Fun with Dick and Jane (1977) and Hard to Die (1990). Below are 17 more, each with the reason it matches.
What should I watch after The Bridegroom's Dilemma?
Start with Why Worry? (1923), the closest match to The Bridegroom's Dilemma.
What is the highest-rated movie like The Bridegroom's Dilemma?
Once Upon a Deadpool (2018), rated 7.1/10 by 886 TMDB users.
What is the newest movie like The Bridegroom's Dilemma?
Louis C.K.: Ridiculous (2026) is the most recent release on this list.
How are movies similar to The Bridegroom's Dilemma chosen?
First come films that Trakt’s viewers watch alongside The Bridegroom's Dilemma, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.