Movies like Trifling with Fate (2000)
The best movies like Trifling with Fate (2000) are Romance & Cigarettes (2006), The Merry Widow (1934) and Les Girls (1957). If Trifling with Fate hooked you with its comedy and music, these 20 similar films are what to watch next, and every pick says why it matches.
Trifling with Fate
Quick picks
- Highest rated¿Quieres ser mi hijo? (2023)8.4/10 from 378 votes
- NewestYoh! Bestie (2026)Released 2026
Romance & Cigarettes (2006)
Ironworker Nick lives with his wife, Kitty, and three daughters. When he meets a significantly younger woman, Tula, he starts an affair with her, much to the chagrin of his wife, and his life is thrown into upheaval. Kitty kicks Nick out of the house, and he is forced to make some difficult decisions.
Why it matches: Recommended by TMDB viewers · both comedy & music
Popcorn FlickMovies like thisThe Merry Widow (1934)
A prince from a small kingdom courts a wealthy widow to keep her money in the country.
Why it matches: Recommended by TMDB viewers · both comedy & music
Popcorn FlickMovies like thisLes Girls (1957)
After writing a tell-all book about her days in the dance troupe "Barry Nichols and Les Girls", Sybil Wren is sued for libeling her fellow dancer Angele. A Rashômon style narrative presents the story from three points of view where Sybil accuses Angele of having an affair with Barry, while Angele insists that it was actually Sybil who was having the affair. Finally, Barry gives his side of the story.
Why it matches: Recommended by TMDB viewers · both comedy & music
Popcorn FlickMovies like thisIn the Good Old Summertime (1949)
Two co-workers in a music shop dislike one another during business hours but unwittingly carry on an anonymous romance through the mail.
Why it matches: Recommended by TMDB viewers · both comedy & music
Popcorn FlickMovies like thisSpeedway (1968)
A race car driver tries to outrun the beautiful tax auditor out to settle his account.
Why it matches: Recommended by TMDB viewers · both comedy & music
SnoozefestMovies like thisMusic and Lyrics (2007)
A washed-up '80s pop star gets a chance at a comeback when reigning pop diva Cora Corman invites him to write & record a duet with her, but there's a problem--Alex hasn't written a song in years; he's never written lyrics and he has to come up with a hit in a matter of days.
Why it matches: Recommended by TMDB viewers · both comedy & music
Popcorn FlickMovies like thisThe Incredible Jessica James (2017)
Burned by a bad breakup, a struggling New York City playwright makes an unlikely connection with a divorced app designer she meets on a blind date.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisLet's Make Love (1960)
When billionaire Jean-Marc Clement learns that he is to be satirized in an off-Broadway revue, he passes himself off as an actor playing him in order to get closer to the beautiful star of the show, Amanda Dell.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like this¿Quieres ser mi hijo? (2023)
Lu, a conformist woman in her forties, learns that her 15-year partner has been having extramarital affairs. Starting from scratch, she gets involved in an unexpected relationship with a young womanizer.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Absolute CinemaMovies like thisThe Right Kind of Wrong (2013)
A stubborn idealist spies a bride on her way to her wedding and immediately falls in love with her.
Why it matches: Recommended by TMDB viewers · both romance & comedy
SnoozefestMovies like thisPlayers (2024)
New York sportswriter Mack has spent years devising successful hook-up "plays" with her friends, but when she unexpectedly falls for one of her targets, she must learn what it takes to go from simply scoring to playing for keeps.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisThe Wrong Paris (2025)
Dawn thinks she's joining a dating show in Paris, France, only to land in Paris, Texas. She has an exit plan — until sparks fly with the cowboy bachelor.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisGirl on a Bicycle (2013)
Paolo, an Italian tour bus driver living in Paris, has just summoned up the courage to propose marriage to his German girlfriend Greta. However, a chance encounter with a French woman on a bicycle the very next day turns Paolo's life upside down.
Why it matches: Recommended by TMDB viewers · both comedy & romance
SnoozefestMovies like thisYoh! Bestie (2026)
Thando is perpetually unlucky in love, but when her bestie returns from his travels with a fiancée in tow, she's forced to face a new emotion — jealousy.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisPlatinum Blonde (1931)
Ann Schuyler is an upper-crust socialite who bullies her reporter husband into conforming to her highfalutin ways. The husband chafes at the confinement of high society, though, and yearns for a creative outlet. He decides to write a play and collaborates with a fellow reporter.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisLove, Weddings & Other Disasters (2020)
A fussy celebrity caterer, a blind woman, a tour-bus guide and an inexperienced wedding planner search for love.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisLittle Italy (2018)
Former childhood pals Leo and Nikki are attracted to each other as adults—but will their feuding parents' rival pizzerias put a chill on their sizzling romance?
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisRelationship Goals (2026)
When TV producer Leah Caldwell aims to become the first woman running New York's top morning show, her ex competes for the same role. Leah stays focused on her career, until chemistry with her ex challenges her priorities.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisWhat's Love Got to Do with It? (2023)
Two childhood friends now in their thirties must decide whether to follow their heads or their hearts once the man decides to follow his parents' advice and enter into an arranged marriage in Pakistan.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisDean (2016)
A comedy about loss, grief, and the redemptive power of love. Dean is a NY illustrator who falls hard for an LA woman while trying to prevent his father from selling the family home in the wake of his mother's death.
Why it matches: Recommended by TMDB viewers · both romance & comedy
SnoozefestMovies like this
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Frequently asked questions
What are the best movies like Trifling with Fate?
The closest matches to Trifling with Fate are Romance & Cigarettes (2006), The Merry Widow (1934) and Les Girls (1957). Below are 17 more, each with the reason it matches.
What should I watch after Trifling with Fate?
Start with Romance & Cigarettes (2006), the closest match to Trifling with Fate.
What is the highest-rated movie like Trifling with Fate?
¿Quieres ser mi hijo? (2023), rated 8.4/10 by 378 TMDB users.
What is the newest movie like Trifling with Fate?
Yoh! Bestie (2026) is the most recent release on this list.
Are there English movies like Trifling with Fate?
Yes: Romance & Cigarettes (2006), The Merry Widow (1934) and Les Girls (1957).
How are movies similar to Trifling with Fate chosen?
First come films that Trakt’s viewers watch alongside Trifling with Fate, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.