Movies like Damned If You Do, Damned If You Don't (2025)
The best movies like Damned If You Do, Damned If You Don't (2025) are Ma che bella sorpresa (2015), A Fantastic Back and Forth (2013) and Zoran: My Nephew the Idiot (2013). If Damned If You Do, Damned If You Don't hooked you with its comedy, these 20 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedI Can Quit Whenever I Want (2014)7.4/10 from 1,874 votes
- NewestA Beautiful Day (2026)Released 2026
- In ItalianMa che bella sorpresa (2015)Also in Italian
Ma che bella sorpresa (2015)
High school professor Guido is a hopeless romantic whose life falls apart after his girlfriend leaves him. Paolo, a former student of his, helps him in getting out of his depression for a better chance to become a PE teacher himself.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisA Fantastic Back and Forth (2013)
Middle-aged family man Arnaldo is kicked out by his wife because of a misunderstanding. Instead of despairing, Arnaldo takes advantage of the situation to turn around his unsatisfying adult life by going to live in a flat shared with four university students.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisZoran: My Nephew the Idiot (2013)
Paolo, 40 years old, lives in a small Friulian town close to the north-eastern border. Unreliable and with a passion for good wine, he spends his days at the local tavern and stubbornly stalks his ex-wife.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisI Can Quit Whenever I Want (2014)
A university researcher is fired because of the cuts to university. To earn a living he decides to produce drugs recruiting his former colleagues, who despite their skills are living at the margins of society.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisA Beautiful Day (2026)
Tommaso, a single father of four, has shut himself off from the world. When his daughters push him to start over, he meets Lara — a brilliant, captivating woman. But both carry secrets that could change everything.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisGaribaldi's Lovers (2012)
A widowed working-class father falls in love with a struggling, poor artist.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisJourney with Papa (1982)
Armando is the daddy, Cristiano is the adult son. Each of them lives his life in a different way respect the other: Armando is an old play-boy and often he "buys" his women with his money; Cristiano is a shy guy who lives in a community with other guys like him. The movie proceeds showing us, ironically, the differences, the different ways to think, to act, to treat the women between father and son.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisA Girl in Australia (1971)
The film is about an old fashioned Italian with moral values of the 1930/40's , who has to find a wife in the modern, woman's liberated society of Australia of the 1960/70's.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThe Most Beautiful Day in the World (2019)
Arturo Meraviglia is a struggling impresario who has to take care of Gioele and Rebecca, two children "inherited" by an old uncle. When he realizes that little Gioele has superpowers, his luck changes.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThe Country Boy (1984)
A man is forced to completely change his habits when he decides to move from the country to the city.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisI Know That You Know That I Know (1982)
The investigations of a private eye shake up the almost broken marriage of a middle aged couple.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisA Boss in the Living Room (2014)
Cristina lives a peaceful life until her older brother Ciro, who has to attend a trial, asks to spend house arrests at Cristina’s home.
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 thisMy Best Enemy (2006)
When a neurotic hotel manager fires a maid for allegedly stealing a laptop, her son swears revenge and begins to expose his deepest secrets — only to regret it after falling for his daughter.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisTorture Me But Kill Me with Kisses (1968)
When Marino goes to Rome for an event, he certainly does not imagine meeting Marisa, who will become the love of his life. But once love is found, it is a matter of spreading it and here the difficulties begin: first the father who opposes it; then, after the death of his father, the gossips who make Marino believe that Marisa was a little good, so much so that Marisa runs away. Repentant, Marino searches in vain and then, almost by accident, finds her again, Mrs. Ciceri. But love admits no obstacles, not even that of a deaf and dumb husband.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisHe's Worse than Me (1985)
Two reckless friends Leonardo (Adriano Celentano) and Luciano (Renato Potstsetto) are just doing whatever they want and getting into endless alterations. When one of them decides to marry, their friendship is in a crisis ...
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisSpecial Features: Handsome (1983)
Forty-something Mattia has every woman in town lusting after him. But every time a woman wants to get hitched, he drags out his 'daughter' (actually the girl next door) to pass judgment on this woman.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisSotto una buona stella (2014)
A wealthy broker, Federico Picchioni, within two days forfeits his partner and work, finishing well to living with two children and granddaughter (abandoned by her father). He is, at this point, in the face of many difficulties of adjustment but finds comfort in the help of his neighbor.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisMom or Dad? (2017)
A divorced couple fights for the custody of their three children: neither of them wants it. Mom wants to leave them to dad, and vice versa.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisSextuplets (2019)
Father-to-be Alan is shocked to learn that he was born a sextuplet. With his newfound brother Russell riding shotgun, the duo sets out on a hilarious journey to reunite with their remaining long-lost siblings.
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 Damned If You Do, Damned If You Don't?
The closest matches to Damned If You Do, Damned If You Don't are Ma che bella sorpresa (2015), A Fantastic Back and Forth (2013) and Zoran: My Nephew the Idiot (2013). Below are 17 more, each with the reason it matches.
What should I watch after Damned If You Do, Damned If You Don't?
Start with Ma che bella sorpresa (2015), the closest match to Damned If You Do, Damned If You Don't.
What is the highest-rated movie like Damned If You Do, Damned If You Don't?
I Can Quit Whenever I Want (2014), rated 7.4/10 by 1,874 TMDB users.
What is the newest movie like Damned If You Do, Damned If You Don't?
A Beautiful Day (2026) is the most recent release on this list.
Are there Italian movies like Damned If You Do, Damned If You Don't?
Yes: Ma che bella sorpresa (2015), A Fantastic Back and Forth (2013) and Zoran: My Nephew the Idiot (2013).
How are movies similar to Damned If You Do, Damned If You Don't chosen?
First come films that Trakt’s viewers watch alongside Damned If You Do, Damned If You Don't, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.