20 movies like Playing for Keeps, ordered by similarity : Carol(2015), Let the Sunshine In(2017), Cloud 9(2008), Road to Singapore(1940), Gregory's Girl(1981), Jeans(1998), To Paris, With Love(1955), The Keeper(2018), Royal New Year's Eve(2017), Crazy, Stupid, Love.(2011), Husband Material(2018), Just Charlie(2017) ...
5.7/10
Romance
USA
2012
105 Minutes
Gerard Butler Jessica Biel Uma Thurman Catherine Zeta-Jones Dennis Quaid Judy Greer James Tupper Noah Lomax Abella Wyss Grant Goodman Grant Collins
ex-husband ex-wife soccer player son single mother married woman lighthearted playful suburbia soccer field family home soccer divorce father/son relationship adultery reconciliation love transformation underdog 2010s
A former sports star who's fallen on hard times starts coaching his son's football team as a way to get his life together. His attempts to become an adult are met with challenges from the attractive football moms who pursue him at every turn.
7.2/10
Gay & Lesbian, Romance, Drama
UK|USA|Australia
2015
118 Minutes
Cate Blanchett Rooney Mara Sarah Paulson Jake Lacy John Magaro Cory Michael Smith Carrie Brownstein Kevin Crowley Nik Pajic Kyle Chandler
woman love interest divorcée romantic interest lover daughter mother photographer gay/lesbian emotional engaging endearing sad powerful tense united states manhattan new york new york city department store
An aspiring photographer develops an intimate relationship with an older woman in 1950s New York.
6.0/10
Romance
France|Belgium
2017
95 Minutes
Juliette Binoche Xavier Beauvois Philippe Katerine Josiane Balasko Sandrine Dumas Nicolas Duvauchelle Alex Descas Laurent Grévill Bruno Podalydès Paul Blain Valeria Bruni-Tedeschi
lover love interest frenchman frenchwoman mother divorcée artist lighthearted engaging playful paris france eiffel tower apartment love dating city life art sexual conquests heartbreak
Isabelle, Parisian artist, divorced mother, is looking for love, true love at last.
6.6/10
Romance, Drama
Germany
2008
98 Minutes
Ursula Werner Horst Rehberg Horst Westphal Steffi Kühnert
woman man couple lover cheeky confident emotional engaging heartwarming germany home apartment lake love love triangle loveless marriage lovers old age love forbidden love
A romantic drama about a woman who enters into an affair after 30 years of marriage.
6.8/10
Romance
USA
1940
84 Minutes
Bing Crosby Bob Hope Dorothy Lamour Charles Coburn Judith Barrett Anthony Quinn Jerry Colonna Johnny Arthur Pierre Watkin Steve Pendleton Miles Mander
sailor best friend love interest wife ex-boyfriend father lighthearted charming ship family home singapore love triangle marriage running away father/son relationship friendship travel love quest pursuit
Two playboys try to forget previous romances in Singapore - until they meet a beautiful dancer.
7.1/10
Romance
UK
1981
90 Minutes
Gordon John Sinclair Dee Hepburn Jake D'Arcy Chic Murray Alex Norton John Bett Clare Grogan Robert Buchanan William Greenlees
teenager friend sister soccer player quirky winsome scotland school soccer field puberty young love adolescence unrequited love soccer growing up love quest 1980s
Gregory is a normal teen who is infatuated with a classmate. He must work to win her affection.
6.5/10
Romance
India
1998
175 Minutes
Aishwarya Rai Bachchan Lakshmi Nassar Senthil Raju Sundaram Geeta Raadhika Sarathkumar
impostor twin brother fiancée father son amusing madcap lighthearted tender los angeles restaurant california hospital family home marriage deception assumed identity love triangle father/son relationship
The father of twin brothers wants to get them married to only twin sisters. But one of the brothers falls in love with a woman does not have a twin sister.
5.5/10
Romance
UK
1955
78 Minutes
Alec Guinness Odile Versois Vernon Gray Elina Labourdette Jacques François Austin Trevor Jacques B. Brunius Claude Romain Maureen Davis Mollie Hartley Milburn
father son young woman woman hilarious frenetic heartwarming family home paris street hotel elevator tree father/son relationship love triangle courtship vacation life lessons may-december romance growing up
A middle-aged widower takes his son on a trip to Paris, where they try to find wives for each other.
Romance, Biography, Drama
2018
120 Minutes
David Kross Freya Mavor John Henshaw Harry Melling Michael Socha Dave Johns Barbara Young Chloe Harris
soccer player engaging moving powerful soccer field manchester, england soccer biography personal tragedy triumph over adversity underdog 19th century
A young English woman and a soccer-playing German POW overcome prejudice, public hostility and personal tragedy near the end of World War II.
8.2/10
Romance, Other, Drama
UK
2017
84 Minutes
Jessy Schram Sam Page Crystal Balint Cheryl Ladd Hayley Sales Andrew Kavadas Nicole LaPlaca Gerard Plunkett
fashion designer prince young woman love interest lady young man amusing charming playful lighthearted heartwarming emotional ballroom relationships love tradition love triangle royal life family honor discovery
Hamlet has the world at his feet. Young, wealthy and living a hedonistic life studying abroad. Then word reaches him that his father is dead. Returning home he finds his world is utterly ... See full summary »
7.4/10
Romance
USA
2011
118 Minutes
Glenn Ficarra Steve Carell Ryan Gosling Julianne Moore Emma Stone Analeigh Tipton Jonah Bobo Joey King Marisa Tomei Beth Littleford John Carroll Lynch
husband wife daughter playboy son babysitter lighthearted hilarious melodramatic california bar high school household car divorce family rekindled romance one-night stand infidelity romance
A middle-aged husband's life changes dramatically when his wife asks him for a divorce. He seeks to rediscover his manhood with the help of a newfound friend, Jacob, learning to pick up girls at bars.
6.9/10
Comedy, Romance, Drama
India
2018
150 Minutes
Tapsee Pannu Abhishek Bachchan Vicky Kaushal Jasmin Bajwa Ashnoor Kaur Abdul Quadir Amin Saurabh Sachdeva
young woman dj bank employee father mother emotional intense melodramatic inspiring heartwarming charming india disco love triangle loveless marriage wedding true love unconditional love forbidden love love
A love triangle between a spirited young woman, her outgoing boyfriend and a fiance who's husband material.
6.8/10
Drama
UK
2017
97 Minutes
Harry Gilby Patricia Potter Scot Williams Joshua Pascoe Karen Bryson Andrea Green Ewan Mitchell Caroline Nash Jeff Alexander John Draycott Jess Collett
soccer player star player teen boy father family emotional endearing gritty intense moving england soccer field soccer game club home gender identity following your heart family relationships soccer father/child relationship
Football star Charlie is a girl trapped in the body of a boy. Rejected by her Father and teammates will she ever play football again?
7.2/10
Other, Romance
USA
1949
87 Minutes
Robert Mitchum Janet Leigh Wendell Corey Gordon Gebert Griff Barnett Esther Dale Henry O'Neill Harry Morgan Larry J. Blake Helen Brown James Griffith
clerk widow single mother son lawyer homeless person lighthearted charming emotional department store hotel central park new york city zoo love fraud mourning mother/son relationship unemployment christmas
A young widow is torn between a boring attorney and a romantic ne'er-do-well.
7.1/10
Drama, Romance
West Germany
1955
105 Minutes
Eva Kotthaus Erik Schumann Horst Buchholz Georg Thomalla Gustav Knuth Camilla Spira Erich Ponto Lucie Höflich Siegfried Lowitz Otto Wernicke Wolfgang Neuss
german woman son border patrol officer love interest great-grandmother emotional melodramatic engaging heartwarming passionate charming east germany germany west germany border mother/son relationship east/west clash family relationships father/son relationship
A border police officer helps a woman cross between West and East Germany with her son. Despite being increasingly united by love, the distance between them increases as border security tightens.
4.9/10
Comedy, Romance
Italy|Spain|USA|UK|Sweden
2015
87 Minutes
Sarah Jessica Parker Raoul Bova Claudia Cardinale Rosie Day Paz Vega Chiara Bassermann Marco Bonini Barney Harris
single mother teacher woman mother daughter teen girl former lover romantic interest couple love interest man lighthearted positive emotional endearing airy amusing charming rome italy
Maggie is an uptight, single mother and college writing teacher from New York City. In an effort to reconnect with her troubled teen daughter Summer, she decides to embark on a journey to a... See full summary »
6.8/10
Drama, Romance
USA
2013
110 Minutes
Shona Kay Brad Johnson Melanie Gardner Don Cosney Chantel Flanders Robyn Kemp Garrick Dean Ben Hopkin Kimberly Mellen
socialite man love interest melodramatic lighthearted moving city forest united states love change life lessons true love love discovery transformation 2010s
'Godfather of hipsterdom' Gavin McInnes goes on a stand-up comedy tour with his best friend from high school and things go from bad to worse to downright catastrophic.
5.9/10
Romance
France|Belgium
2011
99 Minutes
Isabelle Huppert Benoît Poelvoorde André Dussollier Virginie Efira Corentin Devroey Donatien Suner Aurélien Recoing Eric Berger Philippe Magnan Bruno Podalydès Samir Guesmi
frenchwoman gallery owner art gallerist son father boyfriend amusing engaging hilarious witty charming playful france paris gallery apartment father/son relationship relationships happiness fun
Agathe lives with her husband and son in a posh apartment in front of the Jardin du Luxembourg. Patrick lives with his son in the back of a van. She is the head of an important contemporary... See full summary »
6.4/10
Comedy, Drama
Canada
2016
101 Minutes
Clive Owen Jaeden Martell Maria Bello Robert Forster Tim Blake Nelson Patton Oswalt Matthew Modine Stephen Tobolowsky
carpenter thief son father family mother charming endearing heartwarming lighthearted moving playful canada small town home father/son relationship fatherhood bonding life lessons growing up
A divorced father and his eight-year-old son are about to spend a somewhat predictable weekend together, nevertheless, when a valuable toolbox gets stolen, the search for the thieves will soon turn into a true family bonding.
5.8/10
Romance
USA
1941
56 Minutes
Bob Cummings Ruth Hussey Judith Anderson C. Aubrey Smith Nigel Bruce Reginald Owen Tom Conway Forrester Harvey Charles Coleman Theresa Maxwell Conover Frederick Worlock
father son swindler heiress widow wealthy man amusing melodramatic outlandish concert hall mansion party racetrack marrying for money father/son relationship morality love triangle high society debt transformation
Max Clemington (Robert Cummings) and his father are both looking to marry wealthy women. The task would be far easier if either one of them had any money of their own. Max decides on Martha... See full summary »
Romance
1975
96 Minutes
Marie-Christine Barrault Victor Lanoux Marie-France Pisier Guy Marchand Ginette Garcin Sybil Maas Jean Herbert Pierre Plessis Catherine Verlor
wife husband cousin lover family amusing cheeky tender witty france wedding comedy love family marriage temptation forbidden love love 1970s
Two distant French cousins (Marie-Christine Barrault, Victor Lanoux) meet, fall in love and have an affair despite their marriages.
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