Movies like Love with the Proper Stranger (1963)
The best movies like Love with the Proper Stranger (1963) are Once Around (1991), Moonstruck (1987) and Funny Girl (1968). If Love with the Proper Stranger hooked you with its comedy and drama, these 30 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedBegin Again (2014)7.2/10 from 4,102 votes
- NewestIs This Thing On? (2025)Released 2025
Once Around (1991)
A struggling woman finds unexpected love with a charismatic older salesman at a real estate seminar. Their passionate relationship clashes with the values of her family, particularly her father.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisMoonstruck (1987)
37-year-old Italian-American widow Loretta Castorini believes she is unlucky in love, and so accepts a marriage proposal from her boyfriend Johnny, even though she doesn't love him. When she meets his estranged younger brother Ronny, an emotional and passionate man, she finds herself drawn to him. She tries to resist, but Ronny, who blames his brother for the loss of his hand, has no scruples about aggressively pursuing her while Johnny is out of the country. As Loretta falls for Ronny, she learns that she's not the only one in her family with a secret romance.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisFunny Girl (1968)
The life of famed 1930s comedienne Fanny Brice, from her early days in the Jewish slums of New York, to the height of her career with the Ziegfeld Follies, as well as her marriage to the rakish gambler Nick Arnstein.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Worth the HypeMovies like thisIs This Thing On? (2025)
As their marriage quietly unravels, Alex faces middle age and an impending divorce, seeking new purpose in the New York comedy scene while Tess confronts the sacrifices she made for their family—forcing them to navigate co-parenting, identity, and whether love can take a new form.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisHe Said, She Said (1991)
Womanising, right-wing Dan Hanson and quiet, liberal Lorie Bryer work for the Baltimore Sun. Rivals for the job of new writer of a vacant column, the paper ends up instead printing their very different opinions alongside each other, which leads to a similarly combative local TV show. At the same time their initial indifference to each other looks like it may evolve into something more romantic.
Why it matches: Recommended by TMDB viewers · both comedy & drama
SnoozefestMovies like thisTrust (1990)
After being thrown away from home, pregnant high school dropout Maria meets Matthew, a highly educated and extremely moody electronics repairman. The two begin an unusual romance built on their sense of mutual admiration and trust.
Why it matches: Recommended by TMDB viewers · both drama & comedy
Popcorn FlickMovies like this200 Cigarettes (1999)
In 1981 New York City, a collection of twentysomethings try to cope with relationships, loneliness, desire and their individual neuroses on New Years Eve.
Why it matches: Recommended by TMDB viewers · both comedy & drama
SnoozefestMovies like thisBegin Again (2014)
Gretta, a budding songwriter, finds herself alone after her boyfriend Dave ditches her. Her life gains purpose when Dan, a record label executive, notices her talent.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Worth the HypeMovies like thisLetters to Juliet (2010)
An American girl on vacation in Italy finds an unanswered "letter to Juliet" -- one of thousands of missives left at the fictional lover's Verona courtyard, which are typically answered by the "secretaries of Juliet" -- and she goes on a quest to find the lovers referenced in the letter.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Worth the HypeMovies like thisI Met a Girl (2020)
An aspiring musician struggling with schizophrenia falls for a mysterious woman who may be all in his head. When she suddenly vanishes, he takes off on a cross-country journey across Australia to find her, forcing his long-suffering brother to chase after him.
Why it matches: Recommended by TMDB viewers · both romance & drama
Popcorn FlickMovies like thisQuartet (2012)
Cissy, Reggie, and Wilf are in a home for retired musicians. Every year, there is a concert to celebrate Composer Giuseppe Verdi's birthday and they take part. Jean, who used to be married to Reggie, arrives at the home and disrupts their equilibrium. She still acts like a diva, but she refuses to sing. Still, the show must go on, and it does.
Why it matches: Recommended by TMDB viewers · both drama & comedy
Popcorn FlickMovies like thisPeace, Love & Misunderstanding (2011)
A conservative lawyer named Diane takes her two teenage children Jake and Zoe to meet their estranged, hippie grandmother in Woodstock after her husband asks for a divorce.
Why it matches: Recommended by TMDB viewers · both comedy & drama
SnoozefestMovies like thisThe Switch (2010)
Kassie is a smart, fun-loving single woman who, despite her neurotic best friend Wally’s objections, decides it’s time to have a baby – even if it means doing it herself… with a little help from a charming sperm donor. But, unbeknownst to her, Kassie’s plans go awry because of a last-minute switch that isn’t discovered until seven years later… when Wally gets acquainted with Kassie’s cute, though slightly neurotic, son.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisA California Christmas: City Lights (2021)
Follows Callie and Joseph one year after they fell in love, now running a dairy farm and winery, but their romance is threatened when business and family obligations call Joseph back to the city.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisThe Goodbye Girl (1977)
After being dumped by her live-in boyfriend, an unemployed dancer and her 10-year-old daughter are reluctantly forced to live with a struggling off-Broadway actor.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Worth the HypeMovies like thisNew York Stories (1989)
Three tales of love, ambition, and neurosis unfold in the city that never sleeps. In "Life Lessons" (Martin Scorsese), a tormented painter channels heartbreak into his art. In "Life Without Zoë" (Francis Ford Coppola), a precocious 12-year-old navigates privilege and loneliness in a Manhattan hotel. And in "Oedipus Wrecks" (Woody Allen), a man’s domineering mother literally becomes a looming presence over New York.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisNew York, New York (1977)
An egotistical saxophone player and a young singer meet on V-J Day and embark upon a strained and rocky romance, even as their careers begin a long uphill climb.
Why it matches: Recommended by TMDB viewers · both romance & drama
Popcorn FlickMovies like thisHigh Society (1956)
With socialite Tracy Lord about to remarry, her ex-husband - with the help of a sympathetic reporter - has 48 hours to convince her that she really still loves him.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like this5 to 7 (2014)
A young writer begins an affair with an older woman from France whose open marriage to a diplomat dictates that they can meet only between the hours of 5 p.m. to 7 p.m.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Worth the HypeMovies like thisChasing Papi (2003)
Playboy Thomas Fuentes has so far been able to skate by in life on good looks and charm alone. But when his duplicitous relationships with three women -- impassioned waitress Cici, meticulous lawyer Lorena and bored socialite Patricia -- spiral out of control, he suffers a mental breakdown. His doctor recommends that he choose just one girlfriend -- but can he choose in time before they discover his deception?
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisBack for Good (2017)
An actress confronts her quarter-life crisis by breaking up with New York City and returning home to win back the love of her life.
Why it matches: Similar story and style · both drama & comedy
Working Girl (1988)
When a secretary's idea is stolen by her boss, she takes a risky chance to reclaim it by impersonating him and running the project from his position.
Why it matches: Similar story and style · both comedy & romance
Popcorn FlickMovies like thisFrankie and Johnny (1991)
When Johnny is released from prison following a forgery charge, he quickly lands a job as a short-order cook at a New York diner. Following a brief fling with waitress Cora, he develops an attraction for Cora's friend and fellow waitress Frankie. While Frankie resists Johnny's charms initially, she eventually relents when her best friend, Tim, persuades her to give Johnny a chance.
Why it matches: Similar story and style · both drama & romance
Popcorn FlickMovies like thisI Now Pronounce You Chuck & Larry (2007)
Firefighters Chuck Ford and Larry Valentine are guy's guys, loyal to the core—which is why when widower Larry asks Chuck to pose as his lover so that he can get domestic partner benefits for his kids, his buddy agrees. However, things get dicey when a bureaucrat comes calling, and the boys are forced to present a picture of domestic bliss.
Why it matches: Similar story and style · both comedy & romance
Popcorn FlickMovies like this54 (1998)
When the mastermind behind New York's infamous Studio 54 disco plucks young Shane from the sea of faces clamoring to get inside his club, he not only gets his foot in the door, but lands a coveted job behind the bar — and a front-row ticket to the most legendary party on the planet!
Why it matches: Similar story and style · both drama & romance
SnoozefestMovies like thisHoney (2003)
Honey Daniels dreams of making a name for herself as a hip-hop choreographer. When she's not busy hitting downtown clubs with her friends, she teaches dance classes at a nearby community center in Harlem, N.Y., as a way to keep kids off the streets. Honey thinks she's hit the jackpot when she meets a hotshot director casts her in one of his music videos. But, when he starts demanding sexual favors from her, Honey makes a decision that will change her life.
Why it matches: Similar story and style · both drama & romance
Popcorn FlickMovies like thisNine 1/2 Weeks (1986)
An erotic story about a woman, the assistant of an art gallery, who gets involved in an impersonal affair with a man. She barely knows about his life, only about the sex games they play, so the relationship begins to get complicated.
Why it matches: Similar story and style · both drama & romance
Popcorn FlickMovies like thisMickey Blue Eyes (1999)
An English auctioneer proposes to the daughter of a mafia kingpin, only to realize that certain "favors" would be asked of him.
Why it matches: Similar story and style · both comedy & romance
SnoozefestMovies like this13 Going on 30 (2004)
After total humiliation at her thirteenth birthday party, Jenna Rink wants to just hide until she's thirty. Thanks to some magic wishing dust, Jenna's prayer has been answered. With a knockout body, a fabulous wardrobe, an athlete boyfriend, a dream job, and superstar friends, this can't be a better life. But soon Jenna realizes that adult life isn’t as easy as she hoped for.
Why it matches: Similar story and style · both comedy & romance
Popcorn FlickMovies like thisHow to Lose a Guy in 10 Days (2003)
It's the battle of wills, as Andie needs to prove she can dump a guy in 10 days, whereas Ben needs to prove he can win a girl in 10 days. Now, the clock is ticking—and the wildly entertaining comedy smash is off and running in this irresistible tale of sex, lies and outrageous romantic fireworks!
Why it matches: Similar story and style · both comedy & romance
Popcorn FlickMovies like this
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Frequently asked questions
What are the best movies like Love with the Proper Stranger?
The closest matches to Love with the Proper Stranger are Once Around (1991), Moonstruck (1987) and Funny Girl (1968). Below are 27 more, each with the reason it matches.
What should I watch after Love with the Proper Stranger?
Start with Once Around (1991), the closest match to Love with the Proper Stranger.
What is the highest-rated movie like Love with the Proper Stranger?
Begin Again (2014), rated 7.2/10 by 4,102 TMDB users.
What is the newest movie like Love with the Proper Stranger?
Is This Thing On? (2025) is the most recent release on this list.
Are there English movies like Love with the Proper Stranger?
Yes: Once Around (1991), Moonstruck (1987) and Funny Girl (1968).
How are movies similar to Love with the Proper Stranger chosen?
First come films that Trakt’s viewers watch alongside Love with the Proper Stranger, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.