20 movies like Flirting With Danger, ordered by similarity : Trouble in Paradise(1932), She Married Her Boss(1935), Riffraff(1935), Husband Material(2018), Boomerang(1992), Smiles of a Summer Night(1955), Easy Living(1937), All Roads Lead to Rome(2015), The Guardsman(1931), A Night at the Opera(1935), Hot Tub Time Machine(2010), The Bulldog Breed(1960) ...
Comedy
USA
1934
69 Minutes
Robert Armstrong William Cagney Edgar Kennedy Maria Alba Marion Burns Ernest Hilliard
factory worker secretary best friend latina explosives expert hilarious frenetic madcap factory office united states south america big business working abroad cross-cultural romance deception love triangle experiments rivalry love
Three brash and cocky powder mixers are sent to South America to work at a dynamite plant there.
Comedy
USA
1932
83 Minutes
Miriam Hopkins Kay Francis Herbert Marshall Charles Ruggles Edward Everett Horton C. Aubrey Smith Robert Greig
thief pickpocket widow executive amusing passionate madcap paris office household love romance crime scams deception love rivalry 1930s
A gentleman thief and a lady pickpocket join forces to con a beautiful perfume company owner. Romantic entanglements and jealousies confuse the scheme.
Comedy
USA
1935
85 Minutes
Claudette Colbert Melvyn Douglas Michael Bartlett Raymond Walburn Jean Dixon Katharine Alexander Edith Fellows Clara Kimball Young Grace Hayle Charles Arnt
secretary boss friend daughter sister playboy frenetic hilarious playful new york city office household pennsylvania department store work vs. family ambition romance working woman family dysfunction rivalry
An efficient secretary at a department store marries her boss, but discovers that taking care of him at home is a lot different to taking care of him at work.
Comedy, Drama
USA
1935
89 Minutes
Jean Harlow Spencer Tracy Una Merkel Joseph Calleia Mickey Rooney Victor Kilian J. Farrell MacDonald Roger Imhof Juanita Quigley Paul Hurst Vince Barnett
fisherman factory worker night watchman union boss sister wife melodramatic fiery bleak coast factory california prison small town house worker's rights marriage thievery pregnancy poverty
Fisherman Dutch marries cannery worker Hattie. He quits his poorly paid job to concentrate on getting better working conditions as union leader. Unfortunately, the union members disagree ... See full summary »
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, Comedy
USA
1992
118 Minutes
Eddie Murphy Halle Berry Robin Givens David Alan Grier Martin Lawrence Grace Jones Geoffrey Holder Eartha Kitt Chris Rock Tisha Campbell-Martin Lela Rochon
advertising executive womanizer boss coworker friend love interest amusing lighthearted new york city advertising office apartment love triangle romance office politics womanizing love rivalry discovery 1990s
A successful executive and womanizer finds his lifestyle choices have turned back on him when his new female boss turns out to be an even bigger deviant than he is.
Comedy
1955
108 Minutes
Ulla Jacobsson Eva Dahlbeck Harriet Andersson Margit Carlquist Gunnar Björnstrand Jarl Kulle Åke Fridell Bjorn Bjelvenstam Naima Wifstrand Gull Natorp
lawyer stepmother son actress count maid sultry amusing tender estate sweden household party love forbidden love deception romance jealousy love rivalry
A man, his former mistress, his indifferent wife and a jealous suitor engage in a weekend of mate-swapping.
Comedy
USA
1937
86 Minutes
Jean Arthur Edward Arnold Ray Milland Luis Alberni Mary Nash Franklin Pangborn Barlowe Borland William Demarest Andrew Tombes Esther Dale Harlan Briggs
office worker wealthy man son wife hotel owner stockbroker cheeky playful frenetic new york city bus office hotel automat chance meeting class distinctions misunderstanding great depression rags to riches romance
A wealthy banker throws his wife's expensive fur coat off the roof of a building; it lands on the head of a stenographer, leading to everyone assuming she is his mistress and has access to his millions.
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 »
Comedy
USA
1931
83 Minutes
Alfred Lunt Lynn Fontanne Roland Young ZaSu Pitts Maude Eburne Herman Bing Ann Dvorak
actor actress husband wife amusing lighthearted playful new york city broadway theater infidelity jealousy marriage deception love love forbidden love discovery temptation 1930s
A jealous stage actor disguises himself as a Russian guardsman in order to test his actress wife's loyalty.
Comedy
USA
1935
93 Minutes
Groucho Marx Harpo Marx Kitty Carlisle Hart Chico Marx Margaret Dumont Allan Jones Walter Woolf King Sig Ruman
singer comedian pretty woman socialite cheeky frenetic madcap playful italy opera house new york city love opera love quest underdog rivalry 1930s
A sly business manager and two wacky friends of two opera singers help them achieve success while humiliating their stuffy and snobbish enemies.
Comedy, Fantasy
USA
2010
99 Minutes
John Cusack Rob Corddry Craig Robinson Clark Duke Crispin Glover Lizzy Caplan Sebastian Stan Chevy Chase Collette Wolfe Lyndsy Fonseca
friend nephew sister love interest bellhop rival hilarious tense household ski resort hot tub midlife crisis love redemption time travel affair discovery quest love rivalry
A malfunctioning time machine at a ski resort takes a man back to 1986 with his two friends and nephew, where they must relive a fateful night and not change anything to make sure the nephew is born.
Comedy
UK
1960
100 Minutes
englishman naval officer astronaut love interest friend amusing hilarious madcap playful witty england coast seaside cliff rocket space ship rejection unintended consequences love
When he is crossed in love, grocers assistant Norman Puckle joins the Navy, where he is recruited to man the first British rocket.
Musical, Comedy
USA
1933
89 Minutes
Ruby Keeler Warner Baxter Bebe Daniels George Brent Dick Powell Guy Kibbee Una Merkel Ginger Rogers Ned Sparks George E. Stone
actress actor director diva engaging spirited playful broadway theater new york city love triangle redemption hope quest love rivalry 1930s
When the leading lady of a Broadway musical breaks her ankle, she is replaced by a young unknown actress, who becomes the star of the show.
Comedy, Drama
USA
1937
74 Minutes
Myrna Loy Franchot Tone Rosalind Russell Walter Pidgeon Nana Bryant Leonard Penn John Miljan William Stack Oscar O'Shea Marie Blake May Beatty
young woman heiress playboy mother illustrator friend airy witty melodramatic mushy new york city wedding office boxing match unrequited love marrying for money love triangle infidelity mother/daughter relationship jealousy
Mimi has tried everything to become the bride to Alan, but he chooses Elizabeth instead. The ironic part is that Mimi's mother writes romance novels and neither one has had any luck with ... See full summary »
Comedy
USA
1958
92 Minutes
Debbie Reynolds Curt Jurgens John Saxon Estelle Winwood Alexis Smith Mary Astor Troy Donahue Hayden Rorke Gloria Holden Alex Gerry Joe Flynn
dentist secretary actor housekeeper boss love interest airy charming playful party new york city farm connecticut love triangle may-december romance acting retirement running away horse racing love
On a stormy night, young woman asks another guest at party to rescue her from her lecherous boss and take her to the train station. When her rescuer suggests that she stop at his place to ... See full summary »
Comedy, Drama
UK
1936
82 Minutes
Miriam Hopkins Gertrude Lawrence Sebastian Shaw Rex Harrison A.E. Matthews Val Gielgud Lawrence Grossmith Laura Smithson
secretary actor actress critic boyfriend intricate emotional tense london theater trafalgar square leicester square hyde park tower bridge theater criticism love triangle william shakespeare betrayal rivalry
Ann Williams (Miriam Hopkins), secretary to eccentric drama critic T.H. Skeates (A.E. Matthews), is persuaded to alter a ruinous review of Shakespearean actor Edmond Davey (Sebastian Shaw) ... See full summary »
Comedy
UK|USA
2011
96 Minutes
Adrian Grenier Frank Luntz Jim Norton
american man american man love interest romantic interest politician secretary amusing lighthearted hilarious united states documentaries documentary filmmaking reality love quest love pursuit quest 21st century
The film follows the quest of actor Devin Ratray, who wants to win the heart of U.S. Secretary of State Condoleezza Rice.
Comedy
USA
1954
113 Minutes
Humphrey Bogart Audrey Hepburn William Holden Walter Hampden John Williams Martha Hyer Joan Vohs Marcel Dalio Marcel Hillaire Nella Walker Francis X. Bushman
chauffeur ceo daughter bachelor charming endearing united states romance business love triangle siblings love forbidden love transformation underdog 1950s
A playboy becomes interested in the daughter of his family's chauffeur, but it's his more serious brother who would be the better man for her.
Comedy
UK
1954
89 Minutes
David Niven Peggy Cummins Anne Vernon Herbert Lom Charles Victor Gordon Jackson Felix Aylmer Hugh McDermott Stanley Maxted June Clyde John Chandos
movie star actor love interest lover beautiful woman amusing hilarious cheeky lighthearted playful great britain hollywood italy attraction relationships comedy romance fun adventure discovery
An American WWII veteran goes back to England after the war only to discover that his wartime sweetheart has got mixed up with a dangerous spy ring.
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.