Best movies like Love with the Proper Stranger
Last updated March 2024
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Plot Summary:
When a one-night stand results in pregnancy, a musician and a young girl try to resolve the issue together.
IMDB Rating: 7.3
IMDB Votes: 5000
Genere: Comedy, Drama, Romance
Country: USA
Duration: 102 min
Plot tags: psychological, retro, offbeat, depressing, black and white, sincere, humorous, realistic, witty, contemplative
Best tv shows and movies like Love with the Proper Stranger (1963):
Similar in 79%
Sunday in New York (1963)
Plot Summary:
Eileen is 22 and is smarting from her breakup with Russ. She comes to New York to visit her brother, Adam, who is an airline pilot. Eileen confides to her brother that she thinks she may be the only 22 year old virgin left in the world. Adam assures her that sex is not what all men look for and insists he hasn't slept around. Of course, Adam is lying and is in hot pursuit of a tryst with his occasional girlfriend Mona. However, Adam's date with Mona has a series of job related interruptions. Meanwhile, Eileen decides to see if she can have some fun for herself in New York, and seems to find the perfect candidate in Mike, a man she meets on the bus. But things get complicated when Russ pops in with a proposal and a mistaken assumption.
IMDB Rating: 6.7
IMDB Votes: 3000
Genere: Comedy, Romance
Country: USA
Duration: 105 min
Plot tags: retro, heartfelt, feel good, humorous, realistic, semi serious, sex comedy, vintage
Similar in 90%
According to Spencer (2001)
Plot Summary:
According to Spencer, She's the one... Everyone else thinks so too!.
IMDB Rating: 4.5
IMDB Votes: 730
Genere: Comedy, Drama, Romance
Country: USA, Germany
Duration: 94 min
Plot tags: feel good, humorous, semi serious, touching, sincere, melancholic, independent film, offbeat, crying
Similar in 88%
Sleepwalk with Me (2012)
Plot Summary:
A burgeoning stand-up comedian struggles with the stress of a stalled career, a stale relationship, and the wild spurts of severe sleepwalking he is desperate to ignore.
IMDB Rating: 6.7
IMDB Votes: 12000
Genere: Comedy, Drama, Romance
Country: USA
Duration: 81 min
Plot tags: funny, humorous, talky, surreal, semi serious, realistic, sexy, emotional, entertaining, intense
Similar in 86%
Plaza Suite (1971)
Plot Summary:
Film version of the Neil Simon play has three separate acts set in the same hotel suite in New York's Plaza Hotel with Walter Matthau in a triple role. In the first, Karen Nash tries to get her inattentive husband Sam's attention to spruce up their failing marriage. In the second, brash film producer Jesse Kiplinger tries to get his former one-time flame Muriel to see him for what he stands for. In the third, Roy Hubley and his wife Norma try and try to get their uncertain-of-herself daughter out of the bathroom before her approaching wedding.
IMDB Rating: 6.5
IMDB Votes: 3000
Genere: Comedy, Drama, Romance
Country: USA
Duration: 114 min
Plot tags: clever, humorous, witty, anthology, realistic, semi serious, sketch comedy, funny, light, surprise ending
Similar in 78%
Entropy (1999)
Plot Summary:
Entropy is the semi-autobiographical film by director which tells the story of a young director struggling to make a film for a despotic studio while his life falls apart around him. Along the way, he goes on tour with U2 to help them make a music video, gets married in Vegas, and has a conversation with his cat.
IMDB Rating: 6.2
IMDB Votes: 2000
Genere: Comedy, Drama, Romance
Country: USA
Duration: 104 min
Plot tags: independent film, humorous, realistic, witty, semi serious, crying
Similar in 87%
The Brothers McMullen (1995)
Plot Summary:
Deals with the lives of the three Irish Catholic McMullen brothers from Long Island, New York, over three months, as they grapple with basic ideas and values — love, sex, marriage, religion and family — in the 1990s. Directed, written, produced by and starring Edward Burns.
IMDB Rating: 6.6
IMDB Votes: 8000
Genere: Comedy, Drama, Romance
Country: USA
Duration: 98 min
Plot tags: independent film, touching, realistic, witty, talky, art house, sincere, humorous, contemplative, semi serious
Similar in 77%
She's the One (1996)
Plot Summary:
Mickey, a free-spirited New York cabbie, and Francis, a materialistic Wall Street stockbroker, are extremely competitive and confused about women as a result of their father's influence. Though they disagree about everything, they have one thing in common: Mickey's ex-fiance Heather is Francis's secret love. Though both brothers have beautiful wives, Heather triggers their longtime sibling rivalry.
IMDB Rating: 6.0
IMDB Votes: 18000
Genere: Comedy, Drama, Romance
Country: USA
Duration: 96 min
Plot tags: talky, melancholic, humorous, sincere, semi serious, realistic, witty, emotional, funny, romantic
Similar in 76%
The Pompatus of Love (1995)
Plot Summary:
Four guys sit around drinking beer and talking, trying to figure out the meaning of "the pompatus of love" (from the Steve Miller song "Joker") and analyzing their relationships with women.
IMDB Rating: 5.3
IMDB Votes: 620
Genere: Comedy, Drama, Romance
Country: France, USA
Duration: 99 min
Plot tags: clever, talky, independent film, humorous, realistic, witty, semi serious, sexual, neurotic, light
Similar in 84%
The Only Game in Town (1970)
Plot Summary:
Fran walks into a piano bar for pizza. She comes back home with Joe, the piano player. Joe plans on winning $5,000 and leave Las Vegas. Fran waits for something else. Meanwhile, he moves in with her.
IMDB Rating: 5.7
IMDB Votes: 1000
Genere: Comedy, Drama, Romance
Country: USA
Duration: 113 min
Plot tags: sentimental, touching, humorous, realistic, gloomy, semi serious
Similar in 88%
Polish Wedding (1998)
Plot Summary:
The film centers on a big Polish family. Jadzia is the mother and the ruler of the Pzoniak family (she has five children). Though she's happily married to Bolek, she is also having a long-time affair with Roman. Her young daughter Hala is having an affair with neighbour cop Russell and becomes pregnant by him. Russell is pressed hard to marry Hala.
IMDB Rating: 5.5
IMDB Votes: 3000
Genere: Comedy, Drama, Romance
Country: USA
Duration: 105 min
Plot tags: light, melancholic, sentimental, touching, semi serious, realistic, talky, stylized, independent film, clever
Similar in 83%
Maggie's Plan (2015)
Plot Summary:
Maggie 's plan to have a baby on her own is derailed when she falls in love with John, a married man, destroying his volatile marriage to the brilliant and impossible Georgette. But one daughter and three years later, Maggie is out of love and in a quandary: what do you do when you suspect your man and his ex wife are actually perfect for each other?.
IMDB Rating: 6.2
IMDB Votes: 18000
Genere: Comedy, Drama, Romance
Country: USA
Duration: 98 min
Plot tags: romantic, melancholic, intellectual, satirical, talky, stylized, sentimental, romantic comedy, touching, teen
Similar in 80%
On the Rocks (2020)
Plot Summary:
Faced with sudden doubts about her marriage, a young New York mother teams up with her larger-than-life playboy father to tail her husband.
IMDB Rating: 6.4
IMDB Votes: 35000
Genere: Comedy, Drama, Romance
Country: USA
Duration: 96 min
Plot tags: feel good, humorous, sentimental, light, sincere, romantic, funny, dramatic, cult classic, comedy drama
Similar in 76%
The Lovers (2017)
Plot Summary:
The separation of a long married couple goes awry when they fall for each other again.
IMDB Rating: 6.1
IMDB Votes: 4000
Genere: Comedy, Drama, Romance
Country: USA
Duration: 97 min
Plot tags: captivating, sincere, touching, humorous, art house, sensual, depressing, crying, feel good
Similar in 82%
Greenberg (2010)
Plot Summary:
A New Yorker moves to Los Angeles in order to figure out his life while he housesits for his brother, and he soon sparks with his brother's assistant.
IMDB Rating: 6.2
IMDB Votes: 39000
Genere: Comedy, Drama, Romance
Country: USA
Duration: 107 min
Plot tags: psychological, independent film, semi serious, mumblecore, sincere, realistic, talky, satirical, art house, indie film
Similar in 85%
Ira & Abby (2006)
Plot Summary:
A neurotic, young psychology student, with low self-esteem, has a chance encounter with a free-spirited, extremely gregarious woman who works at the Paris Health Club in New York City, and who suggests that they immediately get married to see how it will work out. Both of the student's parents are analysts, and they provide the happy couple with a gift certificate for a year of marriage counseling as a wedding present.
IMDB Rating: 6.4
IMDB Votes: 2000
Genere: Comedy, Romance
Country: USA
Duration: 104 min
Plot tags: sentimental, touching, humorous, witty, smart, offbeat, realistic, talky, not serious, independent film
Similar in 82%
The Puffy Chair (2005)
Plot Summary:
Josh's life is pretty much in the toilet. He's a failed NYC indie rocker, and a failing booking agent. But he finds the potential of a small victory in a really bad idea. He decides to purchase a 1985 Lazy Boy on eBay, just like the one his dad had when Josh was a kid. He'll drive cross-country for the chair, staying with Emily at his brother's house on the way, and deliver it to his father as a surprise birthday gift. But when Rhett ends up coming along for the ride, it's three people and a giant purple puffy chair in a too-small van... and one of them has to go before the trip's end.
IMDB Rating: 6.5
IMDB Votes: 5000
Genere: Comedy, Drama, Romance
Country: USA
Duration: 85 min
Plot tags: mumblecore, road movie, melancholic, stylized, humorous, independent film, realistic, talky, indie film, funny
Similar in 80%
Tiptoes (2002)
Plot Summary:
A man is reluctant to tell his fiancee that his parents, uncle and brother are dwarfs.
IMDB Rating: 4.2
IMDB Votes: 6000
Genere: Comedy, Drama, Romance
Country: USA, France
Duration: 91 min
Plot tags: sentimental, touching, realistic, humorous, semi serious, offbeat
Similar in 79%
Love Comes to the Executioner (2006)
Plot Summary:
A young man is hired as the executioner at a prison where his brother sits on death row. Things get more surreal when he falls in love with his brother's ex-girlfriend -- who's imprisoned herself.
IMDB Rating: 5.3
IMDB Votes: 938
Genere: Comedy, Drama, Romance
Country: USA
Duration: 89 min
Plot tags: humorous, semi serious, captivating, realistic, absurd, black comedy, dark comedy, psychological thriller, psycho film
Similar in 78%
Goodbye, Columbus (1969)
Plot Summary:
A Jewish man and a jewish woman meet and while attracted to each other find that their worlds are very different. She is the archetypical Jewish-American-Princess, very emotionally involved with her parents world and the world they have created for her while he is much less dependent on his family. They begin an affair which brings more differences to the surface.
IMDB Rating: 6.4
IMDB Votes: 2000
Genere: Comedy, Drama, Romance
Country: USA
Duration: 102 min
Plot tags: independent film, humorous, witty, sexual, funny, technicolor, weeping, touching, offbeat, realistic
Similar in 78%
An Unmarried Woman (1978)
Plot Summary:
A wealthy woman from Manhattan's Upper East Side struggles to deal with her new identity and her sexuality after her husband of 16 years leaves her for a younger woman.
IMDB Rating: 7.2
IMDB Votes: 6000
Genere: Comedy, Drama, Romance
Country: USA
Duration: 124 min
Plot tags: sentimental, psychological, touching, humorous, emotional, sincere, semi serious, retro, independent film, romantic comedy
Similar in 90%
The Young Kieslowski (2014)
Plot Summary:
Grand romantic gestures need not apply in this comedic tale of star-crossed young love. Instead, freshman Brian Kieslowski displays endless reserves of bumbling awkwardness as he goes home with a girl for the first time... and then learns that he got her pregnant... with twins... all while she's going through a rather inconvenient Christianity phase. Could it be that being the good guy and doing what's right are two very different things?.
IMDB Rating: 6.5
IMDB Votes: 899
Genere: Comedy, Drama, Romance
Country: USA
Duration: 94 min
Plot tags: humorous, emotional, light, captivating, romantic, offbeat, realistic, semi serious, independent film
Similar in 86%
Rumor Has It... (2005)
Plot Summary:
Sarah Huttinger's return home with her fiance convinces her that the sedate, proper, country-club lifestyle of her family isn't for her – and that maybe the Huttinger family isn't even hers – as she uncovers secrets that suggest the Huttingers are neither sedate nor proper.
IMDB Rating: 5.5
IMDB Votes: 61000
Genere: Comedy, Drama, Romance
Country: Germany, Australia, USA
Duration: 97 min
Plot tags: light, romantic, sentimental, semi serious, humorous, realistic, predictable, entertaining, philosophical, uplifting
Similar in 83%
Let's Ruin It with Babies (2014)
Plot Summary:
Channing has it all: a beautiful home, a rock star lifestyle, and a loving husband intent on ruining it all by knocking her up.
IMDB Rating: 5.0
IMDB Votes: 256
Genere: Comedy, Drama, Romance
Country: USA
Duration: 80 min
Plot tags: touching, humorous, realistic, semi serious, sexual, independent film, sexy
Similar in 75%
Spread (2009)
Plot Summary:
In Los Angeles, Nikki is homeless, car-less and closing in on 30, but he's amoral, good-looking, and adept in the sack, moving from one wealthy woman of 35 or 40 to another, a kept boy-toy. His newest gig, with Samantha, an attorney whose house overlooks L.A., is sweet, although it's unclear how long she'll put up with him. Then Nikki meets Heather, a waitress. Is the player being played, or might this be love? What will Nikki discover?.
IMDB Rating: 5.8
IMDB Votes: 42000
Genere: Comedy, Drama, Romance
Country: USA
Duration: 97 min
Plot tags: sexy, erotic, romantic, sentimental, teen, psychological, captivating, cynical, sex comedy, light
Similar in 84%
Prime (2005)
Plot Summary:
A career driven professional from Manhattan is wooed by a young painter, who also happens to be the son of her psychoanalyst.
IMDB Rating: 6.2
IMDB Votes: 42000
Genere: Comedy, Drama, Romance
Country: USA
Duration: 105 min
Plot tags: sweet, light, sentimental, romantic, funny, melancholic, humorous, semi serious, romantic comedy, witty
Similar in 88%
The Jane Austen Book Club (2007)
Plot Summary:
Six Californians start a club to discuss the works of Jane Austen. As they delve into Austen's literature, the club members find themselves dealing with life experiences that parallel the themes of the books they are reading.
IMDB Rating: 6.7
IMDB Votes: 29000
Genere: Comedy, Drama, Romance
Country: USA
Duration: 106 min
Plot tags: feel good, humorous, romantic, sweet, light, entertaining, witty, touching, sentimental, semi serious
Similar in 83%
Smart People (2008)
Plot Summary:
Professor Lawrence Wetherhold (Dennis Quaid) might be imperiously brilliant, monumentally self-possessed and an intellectual giant -- but when it comes to solving the conundrums of love and family, he's as downright flummoxed as the next guy.
IMDB Rating: 6.1
IMDB Votes: 23000
Genere: Comedy, Drama, Romance
Country: USA
Duration: 95 min
Plot tags: humorous, emotional, melancholic, talky, realistic, sentimental, touching, contemplative, semi serious, independent film
Similar in 83%
5 to 7 (2014)
Plot Summary:
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.
IMDB Rating: 7.1
IMDB Votes: 21000
Genere: Comedy, Drama, Romance
Country: USA
Duration: 95 min
Plot tags: touching, realistic, independent film, captivating, romantic, romantic comedy, cute, teen, humorous, semi serious
Similar in 78%
The Disappearance of Eleanor Rigby: Them (2014)
Plot Summary:
A New York couple's relationship is tested after the loss of their child. This film is the wide-released combination of the original two :him and :her volumes that premiered at the Cannes Film Festival.
IMDB Rating: 6.3
IMDB Votes: 13000
Genere: Drama, Romance
Country: USA
Duration: 123 min
Plot tags: independent film, psychological, meditative, surreal, sincere, touching, crying, sad, eros, cute
Similar in 77%
Sleeping with Other People (2015)
Plot Summary:
Can two serial cheaters get a second chance at love? After a one-night stand in college, New Yorkers Lainey and Jake meet by chance twelve years later and discover they each have the same problem: because of their monogamy-challenged ways, neither can maintain a relationship. Determined to stay friends despite their mutual attraction, they make a pact to keep it platonic, a deal that proves easier said than done.
IMDB Rating: 6.5
IMDB Votes: 47000
Genere: Comedy, Drama, Romance
Country: USA
Duration: 101 min
Plot tags: light, sexy, funny, sex comedy, teen, melancholic, romantic comedy, independent film, humorous, semi serious