20 movies like Free and Easy, ordered by similarity : Road to Singapore(1940), Cloud 9(2008), Jeans(1998), Camille(1936), To Paris, With Love(1955), My Reputation(1946), The Lady Eve(1941), It Happened One Night(1934), Yeh Dillagi(1994), Husband Material(2018), What If(2013), Holiday Affair(1949) ...
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
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.
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.
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.
Romance
USA
1936
108 Minutes
Greta Garbo Robert Taylor Lionel Barrymore Elizabeth Allan Jessie Ralph Henry Daniell
courtesan young man love interest father baron maid melodramatic emotional passionate paris chateau apartment opera house countryside forbidden love scandal love triangle wealth father/son relationship tuberculosis
A Parisian courtesan must choose between the young man who loves her and the callous baron who wants her, even as her own health begins to fail.
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
USA
1946
96 Minutes
Barbara Stanwyck George Brent Warner Anderson Lucile Watson John Ridgely Eve Arden Jerome Cowan Esther Dale Scotty Beckett Bobby Cooper Leona Maricle
widow major boyfriend son love interest moving emotional lake forest, ill. ski resort california chicago mourning relationships gossip romantic dilemma love triangle love love forbidden love discovery
A recent widow meets an army major while skiing and despite pressures from friends and family becomes romantically involved with him.
Romance
USA
1941
97 Minutes
Barbara Stanwyck Henry Fonda Charles Coburn Eugene Pallette William Demarest Eric Blore Melville Cooper Martha O'Driscoll Janet Beecher Robert Greig Dora Clement
con artist father heir cardsharp amusing charming winsome witty ship train new york city household love deception romance crime father/daughter relationship love rivalry revenge
A trio of classy card sharks targets the socially awkward heir to brewery millions for his money, until one of them falls in love with him.
Romance
USA
1934
105 Minutes
Claudette Colbert Clark Gable Walter Connolly Roscoe Karns Alan Hale Ward Bond
heiress reporter father husband salesman boss charming amusing playful madcap hotel bus highway countryside vehicle road love triangle road trip class distinctions prejudice
A renegade reporter and a crazy young heiress meet on a bus heading for New York, and end up stuck with each other when the bus leaves them behind at one of the stops.
Drama, Romance
India
1994
155 Minutes
Akshay Kumar Saif Ali Khan Kajol Saeed Jaffrey Reema Lagoo Achyut Potdar Neena Softa Deven Verma Karisma Kapoor
father son brother businessman driver daughter amusing charming cool emotional hilarious melodramatic house bungalow office garage car love at first sight love interest love triangle
A poor girl is rebuked by a rich boy. She leaves town to return successful and rich. He falls for her but his brother is already in love with the girl.
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.
Romance
2013
102 Minutes
Daniel Radcliffe Zoe Kazan Megan Park Adam Driver Mackenzie Davis Jemima Rooper Rafe Spall Meghan Heffern Jonathan Cherry Oona Chaplin
friend best friend love interest medical student boyfriend girlfriend college dropout true love animator amusing endearing heartwarming hilarious lighthearted positive united states apartment city office love
A medical-school dropout (Daniel Radcliffe) tries to hide his attraction to his new friend (Zoe Kazan), a bubbly artist who already has a boyfriend.
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.
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.
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.
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 »
Romance
India
1998
160 Minutes
Bobby Deol Neha Shammi Kapoor Johnny Lever Saurabh Shukla Abhay Chopra Moushumi Chatterjee
young man young woman lover love interest thief emotional endearing heartwarming moving india house bungalow hospital first love forbidden love domineering father father/son relationship love forbidden love sacrifice
Birju is a young man who lives with his mom, dad, elder brother, Bhabhi and nephew in an upper middle class home. His father would like him to work as well as accept some responsibility, ... See full summary »
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.
Romance
USA
1945
87 Minutes
Rosalind Russell Lee Bowman Adele Jergens Charles Winninger Harry Davenport Sara Haden Percy Kilbride
psychiatrist patient cartoonist soldier father lighthearted amusing new york city chicago train office family home unrequited love deception mental illness marriage love triangle sex love quest
Susan Lane is a gifted psychiatrist, grounded in self-control. Before returning by train to her practice in Chicago, she spends time back East with war veterans, building their self-esteem,... See full summary »
Comedy, Romance, Drama
India
2003
146 Minutes
Sunil Dutt Sanjay Dutt Gracy Singh Arshad Warsi Rohini Hattangadi Boman Irani Jimmy Sheirgill
father mother son gangster childhood friend doctor india village city house bungalow hospital wish fulfillment cheating lying college admission doctor-patient relationship father/son relationship love rivalry
A gangster sets out to fulfill his father's dream of becoming a doctor.
Romance
USA
2007
98 Minutes
Vanessa Williams Kevin Daniels Michael Boatman Jeremy Gumbs Eartha Kitt Stephen Spinella Eileen Alana Ben Vereen
journalist son mother father boyfriend actor charming amusing heartwarming manhattan, n.y. new jersey boston school house theater sperm donation genetics mother/son relationship romantic dilemma father/son relationship
Julie, a successful magazine columnist, opens Pandora's Box and seeks out the anonymous sperm donor who fathered her young son.