20 movies like The Millionairess, ordered by similarity : Good Neighbor Sam(1964), Watermelon Man(1970), A New Leaf(1971), Strange Bedfellows(1965), Send Me No Flowers(1964), Doctor, You've Got to Be Kidding(1967), Hope Springs Eternal(2018), Arthur(1981), The Skeleton Twins(2014), Lovers, Happy Lovers!(1954), Last Holiday(1950), Sleeper(1973) ...
Comedy
UK
1960
90 Minutes
Sophia Loren Peter Sellers Alastair Sim Vittorio De Sica Dennis Price Gary Raymond Miriam Karlin Noel Purcell Virginia Vernon
heiress rich girl doctor boss philanthropist tennis player charming amusing london office hospital river thames marriage trading places money wealth opposites attract sacrifice transformation 1960s
A Millionairess and a doctor cannot marry until they meet conditions set-up by their respective parents.
Comedy
USA
1964
130 Minutes
Jack Lemmon Romy Schneider Edward G. Robinson Michael Connors Dorothy Provine Neil Hamilton Joyce Jameson Anne Seymour
ad executive boss heiress wife amusing airy madcap suburbia san francisco money morality deception advertising marriage sacrifice discovery forbidden love 1960s
To help his divorced neighbor claim a substantial inheritance, a family man poses as her husband. The ruse spills over into his career in advertising, and his recent promotion relies on his wholesome and moral appearance.
Comedy
USA
1970
97 Minutes
Godfrey Cambridge Estelle Parsons Howard Caine D'Urville Martin Mantan Moreland Kim Kimberly Kay E. Kuter Scott Garrett Erin Moran Irving Selbst Emil Sitka
insurance salesman bigot housewife police officer doctor secretary amusing confident shocking suburbia household town restaurant office doctor's office race relations hypocrisy cultural differences medical mystery persecution
An extremely bigoted white man finds out the hard (and somewhat humorous) way what it's like being a black man, firsthand!
Comedy
USA
1971
102 Minutes
Walter Matthau Elaine May Jack Weston George Rose William Redfield James Coco Graham Jarvis Doris Roberts Rose Arrick Renee Taylor Mildred Clinton
heir heiress uncle butler amusing quirky dark new york city apartment wilderness wealth marrying for money murder plot romance bad behavior deception love transformation wretched excess 1970s
Henry Graham lives the life of a playboy. When his lawyer tells him one day that his lifestyle has consumed all his funds, he needs an idea to avoid climbing down the social ladder. So he intends to marry a rich woman and - murder her.
Comedy
USA
1965
98 Minutes
Rock Hudson Gina Lollobrigida Gig Young Edward Judd Howard St. John Nancy Kulp Peggy Rea
artist pr person boss executive friend amusing lighthearted playful london apartment office bedroom failing marriage protest unlikely romance reconciliation arrangement reputation discovery transformation
Carter meets Toni and impulsively marries her to find that they disagree on everything. They separate and seven years later on the eve before their divorce they meet again and spend the night together.
Comedy
USA
1964
100 Minutes
Rock Hudson Doris Day Tony Randall Paul Lynde Hal March Edward Andrews Patricia Barry Clint Walker Clive Clerk Dave Willock Aline Towne
hypochondriac wife friend businessman doctor lighthearted amusing doctor's office cemetery suburbia terminal illness misunderstanding love triangle affair marriage love transformation 1960s
A hypochondriac believes he is dying and makes plans for his wife which she discovers and misunderstands.
Comedy
USA
1967
94 Minutes
Sandra Dee George Hamilton Celeste Holm Bill Bixby Dick Kallman Mort Sahl Dwayne Hickman Allen Jenkins Robert Gibbons Nichelle Nichols Charlotte Considine
singer secretary boss neighbor musician actor quirky amusing emotional nightclub hospital office mother/daughter relationship show business love triangle marriage pregnancy workplace romance transformation love
Heather is the lead singer for a band that is on its way to fame and fortune. Things get complicated when she becomes pregnant and has three men willing to be both husband and father. But her boss isn't one of them.
Comedy, Drama
USA
2018
78 Minutes
Mia Rose Frampton Stony Blyden Beau Brooks Lauren Giraldo Pej Vahdat Beth Lacke Juliette Angelo Kate Rachesky
cancer patient survivor boyfriend friend family member amusing endearing moving touching charming high school cafeteria hospital doctor's office gym classroom survival new life second chance friendship
When 18 year old Hope Gracin suddenly finds herself in remission from end-stage cancer, she must learn to live without an expiration date.
Comedy
USA
1981
97 Minutes
Dudley Moore John Gielgud Liza Minnelli Geraldine Fitzgerald Jill Eikenberry Stephen Elliott Ted Ross Barney Martin Thomas Barbour Anne De Salvo Marjorie Barnes
wealthy man drunk butler heiress waitress amusing cheeky wild new york city apartment love romance wealth class distinctions arranged marriage alcoholism love growing up wretched excess transformation
Alcoholic billionaire playboy Arthur Bach must marry a woman he does not love, or he will be cut off from his $750,000,000 fortune. But when Arthur falls in love with a poor waitress, he must decide if he wants to choose love or money.
Gay & Lesbian, Comedy, Drama
USA
2014
91 Minutes
Bill Hader Kristen Wiig Luke Wilson Ty Burrell Boyd Holbrook Joanna Gleason Kathleen Rose Perkins Paul Castro Jr.
twin brother sister husband mother lover charming heartwarming inspiring melodramatic touching city house doctor's office bar gym office family dysfunction estrangement homosexuality
Having both coincidentally cheated death on the same day, estranged twins reunite with the possibility of mending their relationship.
Comedy, Drama
France|UK
1954
85 Minutes
Gérard Philipe Natasha Parry Valerie Hobson Joan Greenwood Margaret Johnson Germaine Montero Julie Anslow Mae Bacon
husband wife boss best friend young woman wealthy woman witty amusing emotional london apartment household bus office england infidelity marriage romance deception sexual conquests
A philanderer fakes suicide with unexpected consequences.
Comedy, Drama
UK
1950
89 Minutes
Alec Guinness Beatrice Campbell Kay Walsh Bernard Lee Wilfrid Hyde-White Sidney James Ernest Thesiger
salesman socialite society matron maid gambler doctor winsome charming resort brighton, england beach doctor's office fatal illness vacation friendship social standing mortality transformation 1950s
When a lonely, unappreciated farm equipment salesman discovers he has only a few weeks to live, he withdraws his savings for a final holiday at a "posh" resort.
Comedy
USA
1973
88 Minutes
Woody Allen Diane Keaton John Beck Marya Small Bartlett Robinson Mary Gregory Chris Forbes Peter Hobbs Spencer Milligan Stanley Ross Brian Avery
storekeeper socialite revolutionary police officer dictator madcap charming amusing lighthearted new york city hospital underworld dystopia fugitives resistance time travel escape transformation 1970s
A nerdish store owner is revived out of cryostasis into a future world to fight an oppressive government.
Comedy
USA
1958
103 Minutes
Jerry Lewis Marilyn Maxwell Connie Stevens Salvatore Baccaloni Reginald Gardiner Hans Conried Ida Moore Gary Lewis Judy Franklin Isobel Elsom Alex Geary
movie star sister agent father repairman baby amusing madcap charming house movie set office mexico small town secret childcare babies unrequited love marriage sacrifice
A TV repair man must care for the newborn triplets of his former hometown sweetheart, now a famous movie star, so her career will not suffer.
Romance, Comedy, Drama
USA
1931
87 Minutes
Charles Chaplin Virginia Cherrill Harry Myers Hank Mann Al Ernest Garcia Florence Lee Henry Bergman Albert Austin John Rand James Donnelly Robert Parrish
tramp blind person millionaire grandmother amusing heartwarming charming city street boxing ring bridge love mistaken identity wealth virtue love sacrifice transformation 1920s
With the aid of a wealthy erratic tippler, a dewy-eyed tramp who has fallen in love with a sightless flower girl accumulates money to be able to help her medically.
Comedy
UK
1961
92 Minutes
Ian Carmichael Janette Scott Sidney James Liz Fraser Dennis Price Reginald Beckwith Irene Handl Noel Purcell Naunton Wayne Bill Shine Michael Shepley
newlywed husband wife friend girlfriend police officer amusing cheeky charming madcap lighthearted quirky london flat houseboat moor river thames france eviction boat race
When newlyweds Jack and Peggy face eviction, they are tricked into buying a rundown houseboat. After rebuilding the engine, they take their friends Sid and Sandra on a trip down the river ... See full summary »
Comedy
1993
110 Minutes
Kevin Kline Sigourney Weaver Frank Langella Ben Kingsley Kevin Dunn Ving Rhames Charles Grodin Faith Prince Laura Linney Bonnie Hunt Parley Baer
president first lady impostor political consultant press officer secret service agent amusing confident playful suspenseful madcap washington, d.c. white house office ballroom bedroom capitol building impersonation propaganda deception
White House aides draft a down-to-earth double (Kevin Kline) to impersonate the president, who has had a stroke.
Comedy
USA
1927
60 Minutes
William Haines Joan Crawford George K. Arthur George Fawcett Eileen Percy Edward Earle Bert Woodruff Lee Moran
poor person rich girl boss golfer heiress clerk crafty amusing country club golf course office class distinctions golf deception tournament teaching marriage love rise quest
To impress a wealthy young woman, a clerk pretends he is a pro-golfer.
Comedy
USA
1954
89 Minutes
Robert Mitchum Jean Simmons Arthur Hunnicutt Edgar Buchanan Wallace Ford Raymond Walburn Jimmy Hunt Ralph Dumke Hope Landin Gus Schilling Eleanor Todd
heiress doctor love interest beautiful woman townsperson amusing lighthearted touching positive progress, ark. small town doctor's office general store forest gratitude the past philanthropy outsider small-town life money
A wealthy heiress returns to a small Arkansas town to furtively reward the townsfolk who helped to save her life when she was a young girl.
Comedy, Mystery & Thriller
USA
1963
114 Minutes
Cary Grant Audrey Hepburn Walter Matthau James Coburn George Kennedy Ned Glass Jacques Marin Paul Bonifas Dominique Minot Thomas Chelimsky
widow boyfriend thief police officer cool suspenseful charming paris french alps ski resort office hideout street crime heist investigation money world war ii mystery pursuit
Romance and suspense ensue in Paris as a woman is pursued by several men who want a fortune her murdered husband had stolen. Whom can she trust?
Comedy
USA
1937
92 Minutes
Irene Dunne Cary Grant Ralph Bellamy Alex D'Arcy Cecil Cunningham Molly Lamont Esther Dale Joyce Compton Robert Allen Robert Warwick Mary Forbes
husband wife neighbor heiress music teacher mother amusing charming hilarious madcap new york city apartment marriage reconciliation divorce new love love transformation 1930s
A married couple file an amicable divorce, but find it harder to let go of each other than they initially thought.