20 movies like Working Girl, ordered by similarity : What If(2013), The Boy Downstairs(2017), Permission(2017), Mr. Right(2015), Boomerang(1992), I Know Where I'm Going!(1945), Sing Street(2016), Carol(2015), (500) Days of Summer(2009), Trainwreck(2015), That Awkward Moment(2014), No Strings Attached(2011) ...
Romance
USA
1988
113 Minutes
Melanie Griffith Harrison Ford Sigourney Weaver Alec Baldwin Joan Cusack Philip Bosco Nora Dunn Oliver Platt James Lally Kevin Spacey Robert Easton
secretary boss executive boyfriend friend witty suspenseful amusing wall street new york city office party corporate culture workplace romance ambition deception betrayal impersonation rise love
When a secretary's idea is stolen by her boss, she seizes an opportunity to steal it back by pretending she has her boss' job.
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.
Romance
USA
2017
91 Minutes
Zosia Mamet Matthew Shear Deirdre O'Connell Sarah Ramos Diana Irvine Arliss Howard Deborah Offner David Wohl Jeff Ward Theo Stockman Liz Larsen
writer ex-boyfriend girlfriend friend neighbor love interest amusing quirky emotional charming cool endearing new york city apartment brooklyn cab restaurant central park love friendship
A young woman is forced to reflect on her first relationship when she inadvertently moves into her ex-boyfriend's apartment building.
Romance
USA|Canada
2017
96 Minutes
Rebecca Hall Dan Stevens Gina Gershon François Arnaud Morgan Spector David Joseph Craig Jason Sudeikis Bridget Everett Sarah Steele Raúl Castillo
boyfriend girlfriend lover friend family member fiancé emotional intense intricate offbeat amusing new york city restaurant central park apartment gallery polyamory sex exploration relationships
A woman on the brink of a marriage proposal is told by a friend that she should date other men before spending the rest of her life with her boyfriend.
Romance, Action
USA
2015
93 Minutes
Sam Rockwell Anna Kendrick Tim Roth James Ransone Anson Mount Michael Eklund RZA Katie Nehra Jaiden Kaine Douglas M. Griffin Luis Da Silva Jr.
young woman single woman single man love interest lover friend rival assassin hitman romantic interest amusing hilarious lighthearted playful quirky shocking united states romance love love at first sight
A girl falls for the "perfect" guy, who happens to have a very fatal flaw: he's a hitman on the run from the crime cartels who employ him.
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.
Romance
1945
91 Minutes
Emeric Pressburger Wendy Hiller Roger Livesey Pamela Brown Finlay Currie Valentine Dyall Petula Clark
fiancée military officer friend sailor boyfriend girlfriend airy charming lighthearted castle small town isle of mull, scotland love ambition marriage social standing love transformation 1940s
A young Englishwoman (Wendy Hiller) aims to marry a tycoon but finds love with a naval officer (Roger Livesey) instead.
Romance, Comedy, Drama, Music
Ireland|UK
2016
106 Minutes
Ferdia Walsh-Peelo Lucy Boynton Jack Reynor Aidan Gillen Maria Doyle Kennedy Mark McKenna Kelly Thornton Ian Kenny Ben Carolan Percy Chamburuka Karl Rice
teen boy teen girl friend band member parent older brother amusing charming cheeky confident engaging inspiring uplifting dublin harbor street city home high school band
A boy growing up in Dublin during the 1980s escapes his strained family life by starting a band to impress the mysterious girl he likes.
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, 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.
Romance
USA|Japan
2015
125 Minutes
Amy Schumer Bill Hader Brie Larson Colin Quinn John Cena Tilda Swinton Randall Park Vanessa Bayer Ezra Miller Mike Birbiglia Norman Lloyd
journalist sportswriter doctor father boyfriend girlfriend brash charming offbeat doctor's office magazine office family home apartment big city love romance monogamy sex new love haunted by the past
Having thought that monogamy was never possible, a commitment-phobic career woman may have to face her fears when she meets a good guy.
Romance
USA
2014
94 Minutes
Zac Efron Miles Teller Michael B. Jordan Imogen Poots Jessica Lucas Mackenzie Davis Addison Timlin Josh Pais John Rothman Tina Benko Barbara Garrick
best friend divorce womanizer friend love interest adult amusing charming cheeky witty new york city bar apartment office publishing house street relationships secrets womanizing carefree lifestyle
Three best friends find themselves where we've all been - at that confusing moment in every dating relationship when you have to decide "So...where is this going?"
Romance
USA|UK
2011
108 Minutes
Natalie Portman Ashton Kutcher Cary Elwes Kevin Kline Lake Bell Olivia Thirlby Greta Gerwig Chris "Ludacris" Bridges Jake Johnson Mindy Kaling Ben Lawson
friend love interest writer doctor parent roommate dreamy amusing touching witty apartment restaurant television studio hospital city home friendship romance party love triangle
A guy and girl try to keep their relationship strictly physical, but it's not long before they learn that they want something more.
Romance
USA|Canada
2020
110 Minutes
Geraldine Viswanathan Dacre Montgomery Utkarsh Ambudkar Molly Gordon Phillipa Soo Suki Waterhouse Arturo Castro Ego Nwodim Taylor Hill Bernadette Peters
art gallerist young woman ex-boyfriend friend amusing charming creative emotional melancholy offbeat positive quirky new york city united states romance relationships art growing up love growing up
After a break-up, a young woman decides to start a gallery where people can leave trinkets from past relationships.
Romance, Drama
Japan|France
2018
119 Minutes
Erika Karata Masahiro Higashide Sairi Itô Kôji Nakamoto Kôji Seto Misako Tanaka Daichi Watanabe Rio Yamashita
woman love interest ex-boyfriend friend businessman dreamy charming passionate emotional tender japan house road countryside lost love love triangle new love romance love adventure
Asako lives in Osaka. She falls in love with Baku, a free-spirit. One day, Baku suddenly disappears. Two years later, Asako now lives in Tokyo and meets Ryohei. He looks just like Baku, but has a completely different personality.
Gay & Lesbian, Romance
USA
2008
89 Minutes
Michael Cera Kat Dennings Alexis Dziena Ari Graynor Aaron Yoo Rafi Gavron Jay Baruchel Zachary Booth Jonathan B. Wright Jeremy Haines Sammy Marc Rubin
teenager girlfriend gay/lesbian friend college student ex-girlfriend witty dreamy emotional wild amusing new york city nightclub train station big city ex-boyfriends music homosexuality jealousy alcohol
High school student Nick O'Leary, member of the Queercore band The Jerk Offs, meets college-bound Norah Silverberg when she asks him to be her boyfriend for five minutes.
Romance
USA
1985
90 Minutes
Ben Masters Brooke Adams Daniel Stern Danny Aiello Nancy Mette Tony Roberts
writer lawyer producer boyfriend girlfriend friend offbeat amusing new york city central park apartment relationships infidelity settling down romance love love temptation discovery 1980s
A young woman wants to get her boyfriend to commit to her, but the most she can get him to do is exchange apartment keys.
Romance
USA
2008
107 Minutes
Katherine Heigl James Marsden Malin Akerman Ed Burns Judy Greer Melora Hardin Brian Kerwin Maulik Pancholy David Castro Krysten Ritter Erin Fogel
reporter boss sister woman bride friend charming amusing lighthearted new york city wedding office bar church wedding reception romance wedding sister relationship friendship loneliness
After serving as a bridesmaid 27 times, a young woman wrestles with the idea of standing by her sister's side as her sibling marries the man she's secretly in love with.
Romance, Fantasy
USA
2019
88 Minutes
Rebel Wilson Liam Hemsworth Adam Devine Priyanka Chopra Betty Gilpin Brandon Scott Jones Jennifer Saunders Alexandra Kis Big Jay Oakerson Rao Rampilla Marcus Choi
architect mugger love interest doctor friend co-worker amusing hilarious offbeat quirky lighthearted new york city office apartment subway hospital romance comedy alternate reality love
A young woman disenchanted with love mysteriously finds herself trapped inside a romantic comedy.
Drama, Romance
2018
82 Minutes
Aure Atika Nicolas Bauwens Tommy Lee Baïk Ilian Bergala Pierre Cartonnet Marie Denarnaud Félix Maritaud
young man man gay man classmate concierge boyfriend intense brooding suspenseful melodramatic emotional profound hotel club school past homosexuality partnership first love trust
Romance
USA
2013
92 Minutes
Ashley Bell Zach Cregger Sara Paxton Michael Stahl-David Addison Timlin Marshall Allman Justin Arnold Kelli Bland
girlfriend boyfriend ex-girlfriend ex-boyfriend jealous person best friend amusing charming hilarious engaging emotional lighthearted austin austin, texas plane bedroom flat relationships attraction jealousy
'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.