20 movies like It Should Happen to You, ordered by similarity : Manhattan(1979), (500) Days of Summer(2009), Clockwatchers(1997), Boomerang(1992), The Rage of Paris(1938), The Model and the Marriage Broker(1952), Lovers, Happy Lovers!(1954), Zelig(1983), Shaun the Sheep Movie(2015), Just This Once(1952), Artists and Models(1937), My Art(2016) ...
7.2/10
Comedy
USA
1954
81 Minutes
Judy Holliday Jack Lemmon Peter Lawford Michael O'Shea Vaughn Taylor Connie Gilchrist Whit Bissell Walter Klavun
model actress businessman documentarian receptionist witty endearing new york city central park apartment office store publicity objectification advertising disillusionment fame quest rise love
When a young woman with dreams of fame rents a billboard to advertise herself, her life changes overnight.
7.9/10
Drama, Comedy
USA
1979
96 Minutes
Woody Allen Diane Keaton Mariel Hemingway Michael Murphy Meryl Streep Anne Byrne Karen Ludwig Michael O'Donoghue Tisa Farrow Helen Hanft Bella Abzug
writer teenager ex-wife friend lover witty playful touching new york city apartment central park delicatessen dating may-december romance loneliness loss love triangle new york city growing up love
The life of a divorced television writer dating a teenage girl is further complicated when he falls in love with his best friend's mistress.
Romance, Comedy, Drama
2009
95 Minutes
Joseph Gordon-Levitt Zooey Deschanel Geoffrey Arend Chloë Grace Moretz Matthew Gray Gubler Clark Gregg Rachel Boston Minka Kelly
writer love interest friend girlfriend boss architect playful quirky witty los angeles apartment office bar store park obsession new love jealousy depression deception
After his girlfriend (Zooey Deschanel) dumps him, a greeting-card writer (Joseph Gordon-Levitt) reflects on their 500 days together to try to figure out where their love affair went wrong.
6.5/10
Comedy
UK|USA
1997
105 Minutes
Toni Collette Parker Posey Lisa Kudrow Alanna Ubach Helen FitzGerald Stanley DeSantis Jamie Kennedy David James Elliott Debra Jo Rupp Kevin Cooney Bob Balaban
young woman temp worker friend actress fiancée co-worker witty endearing quirky office apartment cubicle restaurant city temporary employment office politics female bonding career aspirations suspicion loyalty
The relationship between four female temps all working for the same credit company is threatened with the arrival of a new hire, who lands a permanent position one of the women was vying for.
5.5/10
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.
6.9/10
Comedy
USA
1938
77 Minutes
Danielle Darrieux Douglas Fairbanks Jr. Mischa Auer Louis Hayward Helen Broderick Charles Coleman Samuel S. Hinds Nella Walker
model advertising executive friend waiter millionaire butler cheery lighthearted new york city office apartment hotel opera house cottage gold digging friendship impersonation modeling jealousy mistaken identity
Nicole has no job and is several weeks behind with her rent. Her solution to her problem is to try and snare a rich husband. Enlisting the help of her friend Gloria and the maitre'd at a ... See full summary »
6.8/10
Comedy
East Germany
1952
103 Minutes
matchmaker model optician secretary widow advertising executive playful tender powerful new york city doctor's office shop apartment coast matchmaking mistaken identity friendship romance aging deception
For the corpulent nobleman, Sir John Falstaff, the inn in the small English town of Windsor is the best of all places. Here he can indulge in excessive dining and intemperate drinking, as ... See full summary »
6.7/10
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.
7.7/10
Comedy
USA
1983
84 Minutes
Woody Allen Mia Farrow Garrett M. Brown John Buckwalter Marvin Chatinover Stanley Swerdlow Howard Erskine Michael Jeter Mary Louise Wilson Alice Beardsley Ellen Garrison
patient doctor psychiatrist man love interest quirky playful amusing party hospital new york city germany fame love media medicine historical events rise love transformation
"Documentary" about a man who can look and act like whoever he's around, and meets various famous people.
7.3/10
Animation, Comedy, Kids & Family, Adventure
UK|France|USA|Australia|Japan|Germany|Finland|Ireland|China|Belgium
2015
85 Minutes
Richard Starzak
farmer dog lamb friend animal-control officer cat cheeky charming hilarious heartwarming witty hysterical farm trailer city bus street animal shelter exploration trouble
When Shaun decides to take the day off and have some fun, he gets a little more action than he bargained for. A mix up with the Farmer, a caravan and a very steep hill lead them all to the Big City and it's up to Shaun and the flock to return everyone safely to the green grass of home.
6.2/10
Comedy
USA
1952
90 Minutes
Janet Leigh Peter Lawford Lewis Stone Marilyn Erskine Richard Anderson Douglas Fowley Hanley Stafford Henry Slate Jerry Hausner Benny Rubin Charles Watts
millionaire lawyer businessman judge love interest lighthearted witty new york city apartment romance love triangle money love rivalry 1950s
Mark MacLene owes the IRS, the banks and others a lot of money. The problem is that his trust makes $1,000,000 a year, but he spends $150,000 every month. His trustee, Sam, uses the power ... See full summary »
6.2/10
Musical, Comedy
USA
1937
97 Minutes
Jack Benny Ida Lupino Richard Arlen Gail Patrick Ben Blue Judy Canova Cecil Cunningham Donald Meek
ad executive girlfriend model business owner socialite chairman winsome lighthearted witty new york city office miami pool ballroom advertising beauty pageant business deal career vs. love big break love triangle
Mac Brewster (Benny) is head of an advertising firm that is in debt. The million-dollar Townsend Silver contract could save the firm, but the wealthy playboy Alan Townsend (Arlen) wants an ... See full summary »
Comedy, Drama
2016
86 Minutes
Parker Posey Lena Dunham John Rothman Joshua Safdie Robert Clohessy Barbara Sukowa Al Thompson Grace Dunham Laurie Simmons Benjamin Eakeley Garland Hunter
artist friend dog man amusing charming emotional endearing cheeky creative new york city gallery office garden restaurant artistic struggle creative process creative block friendship small town
Frustrated by her lack of recognition, a middle-aged artist leaves the city for upstate New York to regain her creative spark.
8.0/10
Romance, Comedy, Drama
USA
2013
119 Minutes
Joaquin Phoenix Amy Adams Rooney Mara Chris Pratt Olivia Wilde Matt Letscher Kristen Wiig Spike Jonze Portia Doubleday
man writer amusing charming heartwarming home office city computer world apartment love friendship male/female relationship loneliness discovery escape love 2010s
In a near future, a lonely writer develops an unlikely relationship with an operating system designed to meet his every need.
6.5/10
Comedy, Mystery & Thriller
USA
2018
139 Minutes
Andrew Garfield Riley Keough Topher Grace Patrick Fischler Grace Van Patten Callie Hernandez Zosia Mamet Jeremy Bobb Sydney Sweeney Jimmi Simpson David Yow
girl next door mysterious girl friend man conspiracy theorist amusing witty intricate endearing uneasy los angeles hollywood, calif. apartment apartment building pool park mysterious strangers disappearance clues conspiracy
Sam, a disenchanted young man, finds a mysterious woman swimming in his apartment's pool one night. The next morning, she disappears. Sam sets off across LA to find her, and along the way he uncovers a conspiracy far more bizarre.
5.9/10
Comedy
Canada
1999
86 Minutes
Andrew McIntyre Rhonda Dent Laurie Maria Baranyay Aeryn Twidle Jo-Ann MacDonald Keir MacPherson David Pauls Marnie Robinson
single man sorority sister punk rocker model slacker musician engaging witty offbeat playful vancouver, british columbia apartment club store bedroom bachelorhood new romance dating sexual conquests settling down
Trevor (Andrew McIntyre) has never had any particular difficulty in meeting beautiful women to spend time with, but his failure to find the perfect female has left him stymied. Shifting ... See full summary »
7.2/10
Musical, Comedy
USA
1967
119 Minutes
Robert Morse Michele Lee Rudy Vallee Anthony "Scooter" Teague Maureen Arthur John Myhers Carol Worthington Kay Reynolds Ruth Kobart Sammy Smith Jeff DeBenning
businessman secretary executive amusing lighthearted cheery new york city office success business romance ambition love quest rise 1960s
Armed with the titular manual, an ambitious window washer seeks to climb the corporate ladder.
7.4/10
Drama, Comedy
USA
2009
109 Minutes
George Clooney Vera Farmiga Anna Kendrick Jason Bateman Danny McBride Melanie Lynskey Amy Morton Sam Elliott J.K. Simmons Zach Galifianakis Chris Lowell
corporate downsizer co-worker love interest sister brother-in-law boss charming moving airplane airport office hotel apartment travel love loneliness business transformation quest love
Ryan Bingham enjoys living out of a suitcase for his job, travelling around the country firing people, but finds that lifestyle threatened by the presence of a potential love interest, and a new hire presenting a new business model.
5.4/10
Comedy, Drama
USA
1938
70 Minutes
Wayne Morris Priscilla Lane Humphrey Bogart Hugh Herbert Penny Singleton Johnnie Davis Mona Barrie Marcia Ralston Gene Lockhart Kathleen Lockhart Donald Briggs
secretary advertising executive radio station manager roommate fiancée copywriter amusing melodramatic spirited tender new york city advertising office nightclub ship apartment ambition marriage sexism gender roles jealousy
Linda Lawrence rises from secretary to account executive in an advertising agency. She falls in love with ex-football star Jimmy Hall and marries him. Radio man Harry Galleon will push her ... See full summary »
6.9/10
Comedy
USA
1953
95 Minutes
Marilyn Monroe Lauren Bacall Betty Grable David Wayne Cameron Mitchell William Powell Rory Calhoun Alex D'Arcy Fred Clark
model millionaire businessman widower fortune hunter amusing charming playful new york city apartment romance wealth wedding may-december romance love quest 1950s
Three women set out to find eligible millionaires to marry, but find true love in the process.
6.8/10
Musical, Comedy
USA
1955
108 Minutes
Janet Leigh Jack Lemmon Betty Garrett Bob Fosse Kurt Kaszner Dick York Lucy Marlow Tommy Rall Barbara Brown Horace MacMahon Henry Slate
aspiring actress aspiring writer magazine editor newspaper reporter cheeky amusing spirited engaging new york city columbus, ohio greenwich village apartment drugstore career writing acting chasing dreams big break romance adventure
After submitting a story of her beautiful sister, a woman assumes her identity to maintain the attention of a playboy publisher.
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