Best movies like Playing Cupid
Last updated March 2024
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Plot Summary:
Set in the halls of Austen Middle School, a newly single middle-school teacher is covertly set up with a divorced dad after his daughter – one of her students – begins a matchmaking business for a school project she assigned her class.
IMDB Rating: 6.4
IMDB Votes: 1000
Genere: Comedy, Romance
Country: Canada, USA
Duration: 84 min
Plot tags: light, touching, feel good, humorous, sweet
Best tv shows and movies like Playing Cupid (2021):
Similar in 77%
Anything for Love (2016)
Plot Summary:
Katherine, a high-powered executive who believes men are intimidated by her career, is persuaded by her friend to create an internet dating profile claiming she is an executive assistant.
IMDB Rating: 6.5
IMDB Votes: 2000
Genere: Comedy, Romance
Country: Canada
Duration: 85 min
Plot tags: romantic, sentimental, light, feel good, captivating, emotional, cute, romantic comedy
Similar in 76%
Mr. Stein Goes Online (2017)
Plot Summary:
Pierre, widowed and retired, has not been out of his house for two years. He discovers the joys of the internet thanks to Alex, a young man hired by his daughter to teach him the basics of computer science. On a meeting place, a charming young woman, Flora63, seduced by the romanticism of Pierre, offers her a first date. Lovers, Pierre is back. But on his profile he put a picture of Alex and not his own. Pierre must convince the young man to meet Flora in his place.
IMDB Rating: 6.3
IMDB Votes: 3000
Genere: Comedy, Romance
Country: France, Belgium, Germany, Austria
Duration: 99 min
Plot tags: light, sincere, humorous, touching, feel good, semi serious, captivating, entertaining, neo screwball comedy
Similar in 79%
Hit List (2011)
Plot Summary:
Charlotte is a woman with anger management issues whose therapist suggests she write a journal to keep her emotions in check. Unlucky in love, she ventures online to find a boyfriend. Just as she reaches her limit of unsuccessful dates, Charlotte meets her soul mate Lyle. Everything is perfect until Lyle finds Charlottes journal and sets out to prove just how deeply he loves her.
IMDB Rating: 4.8
IMDB Votes: 833
Genere: Comedy, Romance
Country: USA
Duration: 90 min
Plot tags: humorous, sentimental, captivating, light, touching, feel good, melancholic, realistic, cynical, semi serious
Similar in 90%
Finding Mrs. Claus (2012)
Plot Summary:
When Mrs. Claus (Mira Sorvino) feels neglected by her less than attentive husband (Will Sasso), she goes to Las Vegas to help a little girl with her Christmas wish. But when Santa finds out and follows her to Sin City to make amends, he puts Christmas at risk when things don't go quite as he planned.
IMDB Rating: 6.1
IMDB Votes: 1000
Genere: Comedy, Romance
Country: Canada
Duration: 89 min
Plot tags: touching, humorous, light, captivating, feel good, emotional, semi serious
Similar in 83%
Three Kids and a Dad (2019)
Plot Summary:
Rafael is thirty years old, divorced and father of three children. His love life is complicated by the single fact of being a single father by threefold. Become almost a serial boyfriend, his young conquests are not willing to take responsibility, little according to his age. Thus, Rafael decides not to fall in love anymore. It's time to just have fun and put a wall to any hint of feeling. But when he thinks he has everything under control, his ex-wife appears with a big announcement: she must travel abroad for six months and now Rafael must take care of his three little ones. A very complicated responsibility, which forces him to learn the true meaning of being a father.
IMDB Rating: 6.2
IMDB Votes: 15
Genere: Comedy, Romance
Country: Peru
Duration: 104 min
Plot tags: feel good, humorous, entertaining, funny, light, romantic, captivating
Similar in 87%
A Case of You (2013)
Plot Summary:
Young writer Sam has a crush on Birdie, the cute and quirky barista at his local coffee shop. When his conventional attempts to woo her crash and burn, he takes his efforts online, creating an Internet profile embellished with all of the details that would make him Birdie’s dream guy. When the harebrained scheme is a surprise success and Birdie falls for his exaggerated alter ego, Sam must keep up the act or lose his dream girl forever.
IMDB Rating: 5.6
IMDB Votes: 12000
Genere: Comedy, Romance
Country: USA
Duration: 89 min
Plot tags: touching, realistic, semi serious, romantic, romantic comedy, thought provoking, feel good, happy, humorous, independent film
Similar in 82%
Destination Wedding (2017)
Plot Summary:
Ellie Hamilton is helping plan her little sister’s wedding taking place in Acapulco. With the nuptials just a few days away—and no sign yet of the bride and groom—Ellie must work with her ex-boyfriend to make last minute decisions and stall worried family and guests.
IMDB Rating: 6.0
IMDB Votes: 1000
Genere: Comedy, Romance
Country: USA
Duration: 84 min
Plot tags: sentimental, light, romantic, feel good, sweet, surprise ending
Similar in 84%
The Story of Us (2019)
Plot Summary:
Small town bookstore owner Jamie Vaughn learns that hers and other struggling local businesses face closure by a powerful Portland property developer, led by architect and former flame Sawyer O'Dell. As Valentine's Day approaches and closure seems imminent, Jamie must not only hatch a heartfelt plan to save her beloved bookstore, but she must also sort out her past feelings for Sawyer.
IMDB Rating: 6.3
IMDB Votes: 1000
Genere: Comedy, Romance
Country: USA
Duration: 84 min
Plot tags: light, romantic, feel good, sweet
Similar in 76%
While You Were Dating (2017)
Plot Summary:
A long-divorced couple are reunited on a blind date and agree to fix each other up with friends and colleagues. While fix-up after fix-up fails to work out for either of them, they begin to wonder if perhaps they aren't the right match for one another after all.
IMDB Rating: 5.8
IMDB Votes: 660
Genere: Comedy, Romance
Country: USA, Canada
Duration: 84 min
Plot tags: light, romantic, touching, feel good, emotional
Similar in 75%
Ms. Matched (2016)
Plot Summary:
A successful wedding planner is trying to make dreams come true for brides by organizing fairy tale weddings. But when she is paired with a financial advisor at a wedding expo, she soon realizes that he is giving the exact opposite advice to their audience by telling them to save their money. When they are forced to spend a lot of time together, they find out that they have more in common than they think.
IMDB Rating: 5.2
IMDB Votes: 2000
Genere: Comedy, Romance
Country: USA
Duration: 84 min
Plot tags: light, romantic, feel good, humorous, sweet, romantic comedy, surprise ending
Similar in 78%
Cupid (2012)
Plot Summary:
With Valentine’s Day approaching, Eve Lovett, a workaholic TV talk show host with a string of failed relationships, is worried she will never find true love. But when a mysterious stranger named Vernon Gart shows up on the set claiming to work for Cupid, Inc., Eve has no idea her love life is about to get an arrow right through the heart.
IMDB Rating: 5.0
IMDB Votes: 403
Genere: Comedy, Romance
Country: USA
Duration: 80 min
Plot tags: touching, feel good, humorous, light, captivating, realistic, semi serious, independent film, sexual, sexy
Similar in 85%
Coming & Going (2011)
Plot Summary:
Coming & Going is an irreverent romantic comedy that poses the question: How far would you go to capture the heart of the one you love? Lee (Rhys Darby) is a young, skilled OBGYN who lacks confidence when it comes to talking to women outside his successful medical practice. A minor injury temporarily lands him in a wheelchair and it is at that precise time that he meets his dream girl Alex (Sasha Alexander). Convinced she's only paid attention to him because he's in that chair, he stays in it to win her affections well after his injury has healed. Coming & Going is about love and the extreme things people do for it.
IMDB Rating: 5.3
IMDB Votes: 745
Genere: Comedy, Romance
Country: USA
Duration: 92 min
Plot tags: humorous, touching, light, feel good, realistic, semi serious, independent film
Similar in 78%
Planet Single (2016)
Plot Summary:
He is one of the top celebrities in the country: a fast-talking TV host, who can joke his way out of any situation. Women want to be with him, men want to be like him. He is looking for a new topic to discuss in his popular talk-show. She is a teacher at a musical school - a timid girl looking for Mr. Perfect on an internet dating site. He will help her realise her potential and teach her how to recognise various types of men for what they are, she will teach him what real life is about. The show will become a huge hit. It seems they are destined to fall in love and be together, but one day she actually does meet Mr. Perfect on the net.
IMDB Rating: 6.8
IMDB Votes: 3000
Genere: Comedy, Romance
Country: Poland
Duration: 136 min
Plot tags: romantic, touching, humorous, sentimental, feel good, captivating, entertaining, sexy, sweet
Similar in 83%
Marry Me For Christmas (2013)
Plot Summary:
Home for Christmas, single ad agency owner Marci fakes having a fiance to deflect mounting family pressure to get married.
IMDB Rating: 5.4
IMDB Votes: 376
Genere: Comedy, Romance
Country: USA
Duration: 120 min
Plot tags: light, romantic, feel good, humorous, entertaining
Similar in 76%
Desperately Seeking Santa (2011)
Plot Summary:
Jennifer, a young, ambitious executive running promotions at a failing Boston mall comes up with a genius promotional gimmick to save her workplace and position herself for advancement: hold a "Hunky Santa" contest to replace the old Mall Santa. David, a local man trying to save his family's pizzeria, ultimately wins the contest and sparks fly between him and Jennifer. However, complications ensue when it comes to light that the company Jennifer works for is the same one trying to run David's family out of business.
IMDB Rating: 5.9
IMDB Votes: 2000
Genere: Comedy, Romance
Country: Canada
Duration: 87 min
Plot tags: feel good, touching, humorous, semi serious, christmas comedy, realistic
Similar in 82%
Love Jacked (2018)
Plot Summary:
Maya, a headstrong 28-year-old with artistic ambitions – a strong contrast to what her father Ed wants: a dutiful daughter to run the family store. Ed is shocked when Maya takes her assertions of independence a step further and decides to travel to Africa for inspiration and returns with a fiancé who is not quite what he seems.
IMDB Rating: 5.8
IMDB Votes: 2000
Genere: Comedy, Romance
Country: Canada, South Africa
Duration: 100 min
Plot tags: romantic, touching, feel good, humorous, semi serious, romantic comedy
Similar in 84%
You're My Pet (2011)
Plot Summary:
A woman finds a man in a box in front of her home and takes him in. She jokingly says she wants to keep him as her pet since the man reminds her childhood dog. The man agrees. Later the woman discovers that the man is a dance prodigy. Complications arise when her old flame from college appears.
IMDB Rating: 5.6
IMDB Votes: 1000
Genere: Comedy, Romance
Country: South Korea
Duration: 110 min
Plot tags: humorous, light, captivating, sincere, feel good, touching, realistic, romantic, sex comedy, anime
Similar in 82%
If Lucy Fell (1996)
Plot Summary:
Joe and Lucy are roommates and best friends. Lucy, whose love life is embarrassingly dull, convinces Joe, who is infatuated with a neighbor he's never met, that if they don't have stable romances within a month, they must jump off the Brooklyn Bridge.
IMDB Rating: 4.9
IMDB Votes: 4000
Genere: Comedy, Romance
Country: USA
Duration: 92 min
Plot tags: sentimental, romantic, sweet, melancholic, humorous, realistic, semi serious, independent film, offbeat, funny
Similar in 84%
Lucky 7 (2003)
Plot Summary:
Before Amy Myer's mother died when Amy was 7, she planned out the little girl's life on a timeline, including the fact that Amy would marry her 7th boyfriend. When Amy falls in love with #6, she's thrown into a tailspin, because all of her mother's advice had worked perfectly. Now she must decide whether to follow her mother's advice and wait for #7, or follow her own heart.
IMDB Rating: 6.6
IMDB Votes: 3000
Genere: Comedy, Romance
Country: Canada
Duration: 95 min
Plot tags: humorous, sentimental, touching, feel good, semi serious, sweet, romantic drama
Similar in 86%
Love Birds (2011)
Plot Summary:
Love Birds is a hilarious charming romantic comedy that tells the story of a regular Kiwi bloke who finds himself on a quest to find true love – all with the help of a native New Zealand Shelduck. Comedian Rhys Darby (Flight of the Conchords, The Boat That Rocked) plays Doug – a road working employee and massive fan of the legendary band Queen, along with Golden-Globe Award winning actress Sally Hawkins (Made In Dagenham) who plays Holly the sassy animal specialist.
IMDB Rating: 6.0
IMDB Votes: 2000
Genere: Comedy, Romance
Country: New Zealand
Duration: 103 min
Plot tags: humorous, uplifting, feel good, captivating, light, sincere, touching, offbeat, realistic, witty
Similar in 86%
Backyard Wedding (2010)
Plot Summary:
Kim Tyler grew up loving her next-door neighbor, Evan Slauson. Now she's all set to have the wedding of her dreams to stable Jeffrey in her parents' backyard, but her ex-husband, and first love—whose parents still live next door—keeps popping up causing her to seriously question her big plans.
IMDB Rating: 5.6
IMDB Votes: 679
Genere: Comedy, Romance
Country: USA
Duration: 90 min
Plot tags: light, romantic, feel good, sweet, entertaining, cult classic, romantic drama
Similar in 90%
Cherry on the Cake (2012)
Plot Summary:
Amanda believes men are too complicated and has lost faith finding the perfect one. Her friend and a psychoanalyst have a plan how to make her fall in love. She insists that Amanda not stay home alone on New Year's Eve, and only gets her way after swearing that all the other guests will be couples, except for Maxime, a gay colleague. But Maxime leaves at the last minute to join his lover in Amsterdam, and Antoine, recently separated from his wife, arrives alone at the party.
IMDB Rating: 5.5
IMDB Votes: 393
Genere: Comedy, Romance
Country: France, Italy
Duration: 83 min
Plot tags: humorous, touching, feel good, captivating, funny, light, realistic, semi serious
Similar in 88%
Perfect Combination (2010)
Plot Summary:
This is the story of a fairly successful young black man, just shy of 30 years old, who decided he needs to be less of a workaholic and meet and date women, with marriage and family as a goal.
IMDB Rating: 3.7
IMDB Votes: 302
Genere: Comedy, Romance
Country: USA
Duration: 92 min
Plot tags: humorous, semi serious, light, captivating, touching, realistic, sexual
Similar in 80%
My Boyfriends' Dogs (2014)
Plot Summary:
The owners of a small diner are surprised one rainy evening when, just after close, a young woman wearing a wedding dress with three dogs in tow begs to come into their restaurant. What follows is the young woman's retelling of how she arrived at this curious junction in her life and how, through the search for the right man, she ended up as a runaway bride with three new dogs.
IMDB Rating: 5.8
IMDB Votes: 2000
Genere: Comedy, Family, Romance
Country: USA
Duration: 84 min
Plot tags: feel good, humorous, touching, semi serious, light, captivating, realistic
Similar in 86%
I Hate Valentine's Day (2009)
Plot Summary:
A love story set in Manhattan, where a florist who abides by a strict five-date-limit with any man finds herself wanting more with the new restaurateur in town.
IMDB Rating: 4.7
IMDB Votes: 9000
Genere: Comedy, Romance
Country: USA
Duration: 98 min
Plot tags: romantic, feel good, semi serious, humorous, realistic, sincere, sweet, touching, romantic comedy, exciting
Similar in 77%
Love by Chance (2016)
Plot Summary:
Claire, an ambitious pastry chef, is busy running her new restaurant, but her meddling mom is preoccupied with her lack of love life. Without her knowledge, Claire’s mother finds her the perfect man, but when Claire finds out it wasn’t fate that brought them together, it could ruin the relationship.
IMDB Rating: 6.2
IMDB Votes: 2000
Genere: Comedy, Romance
Country: USA
Duration: 83 min
Plot tags: light, romantic, feel good, humorous, sweet, romantic comedy
Similar in 79%
New in Town (2009)
Plot Summary:
Lucy Hill is an ambitious up-and-coming executive living in Miami. She loves her shoes, she loves her cars and she loves climbing the corporate ladder. When she is offered a temporary assignment – in the middle of nowhere – to restructure a manufacturing plant, she jumps at the opportunity, knowing that a big promotion is close at hand. What begins as a straight-forward assignment becomes a life-changing experience as Lucy discovers greater meaning in her life and, most unexpectedly, the man of her dreams.
IMDB Rating: 5.7
IMDB Votes: 25000
Genere: Comedy, Romance
Country: USA, Canada
Duration: 97 min
Plot tags: feel good, humorous, sweet, light, entertaining, romantic, romantic comedy, cute, teen, philosophical
Similar in 84%
Love, Guaranteed (2020)
Plot Summary:
A lawyer takes on a new client that wants to sue a dating website because it guarantees love.
IMDB Rating: 5.6
IMDB Votes: 19000
Genere: Comedy, Romance
Country: USA
Duration: 90 min
Plot tags: romantic, funny, light, feel good, humorous, entertaining, romantic comedy
Similar in 82%
Little Italy (2018)
Plot Summary:
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?.
IMDB Rating: 5.7
IMDB Votes: 17000
Genere: Comedy, Romance
Country: Canada, USA
Duration: 102 min
Plot tags: romantic, light, atmospheric, touching, humorous, captivating, sincere, funny, sentimental
Similar in 88%
Black Coffee (2014)
Plot Summary:
Robert picked the wrong time to meet his soul mate! After being fired from his own father's company, he feels like his luck has run out - until Morgan enters into his life.
IMDB Rating: 5.8
IMDB Votes: 805
Genere: Comedy, Romance
Country: USA
Duration: 85 min
Plot tags: humorous, touching, feel good, captivating, light, erotic, sentimental, realistic, semi serious, independent film