20 movies like Tootsie, ordered by similarity : Carol(2015), Funny Story(2018), What If(2013), Victor/Victoria(1982), Show People(1928), That Uncertain Feeling(1941), Singin' in the Rain(1952), The Guardsman(1931), Dean(2016), No Postage Necessary(2017), Law of Desire(1987), Cloud 9(2008) ...
7.4/10
Gay & Lesbian, Comedy
USA
1982
111 Minutes
Dustin Hoffman Jessica Lange Teri Garr Dabney Coleman Charles Durning Bill Murray Sydney Pollack George Gaynes Geena Davis Doris Belack Ellen Foley
actor actress agent director roommate girlfriend amusing charming new york city television studio apartment restaurant family home love triangle deception cross-dressing actors transformation love 1980s
Michael Dorsey, an unsuccessful actor, disguises himself as a woman in order to get a role on a trashy hospital soap.
7.2/10
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.
5.1/10
Comedy, Drama, Gay & Lesbian
USA
2018
85 Minutes
Matthew Glave Emily Bett Rickards Jana Winternitz Nikki Limo Lily Holleman Jessica Diggins Aschleigh Jensen Pete Gardner Reginald VelJohnson Jacob Wysocki
older man daughter estranged father friend girlfriend tense amusing emotional shocking uneasy california wedding restaurant bar woods love triangle awkward situations love father/daughter relationship secret
A dramedy about a well-intentioned father who inadvertently wreaks havoc on the life of his estranged daughter when she invites him to her woodland wedding.
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.
7.6/10
Comedy, Gay & Lesbian
UK|USA
1982
133 Minutes
Julie Andrews James Garner Robert Preston Lesley Ann Warren Alex Karras John Rhys-Davies Graham Stark Peter Arne Sherloque Tanney Michael Robbins
soprano performer gangster ex-boyfriend girlfriend bodyguard witty charming paris nightclub hotel apartment restaurant cross-dressing homosexuality poverty cabaret investigation performance quest
A struggling female soprano finds work playing a male female impersonator, but it complicates her personal life.
7.6/10
Comedy
USA
1928
82 Minutes
Marion Davies William Haines Dell Henderson Paul Ralli Tenen Holtz Harry Gribbon Sidney Bracey Polly Moran Albert Conti John Gilbert Mae Murray
actress actor studio head director father emotional charming studio hollywood, calif. theater ambition fame filmmaking love triangle love rise transformation 1920s
A young lady from Georgia goes to Hollywood in the hopes of becoming an actress.
6.6/10
Comedy
USA
1941
84 Minutes
Merle Oberon Melvyn Douglas Burgess Meredith Alan Mowbray Olive Blakeney Harry Davenport Eve Arden Sig Ruman Richard Carle Mary Currier Jean Fenwick
psychologist wife husband butler love interest pianist amusing airy cheeky doctor's office art gallery new york city hotel apartment marriage love triangle psychoanalysis divorce love love
A psychoanalyst causes a woman to doubt her happy marriage.
8.3/10
Musical, Comedy
USA
1952
102 Minutes
Gene Kelly Debbie Reynolds Donald O'Connor Jean Hagen Millard Mitchell Rita Moreno Douglas Fowley Cyd Charisse Madge Blake King Donovan
actor singer actress friend songwriter filmmaker emotional playful witty hollywood new york city street movie set silent movies movie making song and dance love triangle jealousy media love
A silent film production company and cast make a difficult transition to sound.
6.5/10
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, Drama
2016
94 Minutes
Demetri Martin Kevin Kline Gillian Jacobs Rory Scovel Christine Woods Ginger Gonzaga Briga Heelan Reid Scott Mary Steenburgen Asif Ali Kate Berlant
illustrator new yorker mother son father lover young man young woman moving emotional amusing charming los angeles family home new york city brooklyn love grief new experiences family
An illustrator falls in love with a woman while trying to keep his father from burning down the family home after his wife dies.
6.3/10
Comedy, Drama
USA
2017
104 Minutes
George Blagden Charleene Closshey Robbie Kay Stelio Savante Michael Beach Raymond J. Barry Michelle Moreno Matt Cornwell
hacker love interest husband marine widow impostor amusing touching shocking quirky hilarious fast food restaurant ice cream parlor police station restaurant house hackers deception theft love
Straight out of jail, a hacker steals letters hoping to find cash. He reads one of the letters, falls in love with the writer and decides to change his ways to be worthy of her.
Comedy, Gay & Lesbian
1987
100 Minutes
Eusebio Poncela Carmen Maura Antonio Banderas Miguel Molina Manuela Velasco Bibi Andersen Nacho Martínez Helga Liné Fernando Guillén Germán Cobos Maruchi Leon
porn star director transsexual sister obsessed fan struggling actor madcap raw creative fascinating frightening madrid movie set lighthouse bedroom spain cliff love triangle polyamory pornography
One man (Antonio Banderas) plots the death of another to gain the love of a Spanish filmmaker (Eusebio Poncela), who lives with a transsexual sibling (Carmen Maura).
6.6/10
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.
5.9/10
Comedy, Drama
France
1985
106 Minutes
nurse pilot physical therapist lover child husband charming melodramatic lighthearted paris airport family home double life marriage deception love triangle relationships family love temptation
Alice seems to lead a quiet life: the first three days of the week, she works in Paris and and meets with friend Philip, and his little boy, Simon. The other two days, she works in a thalassotherapy center.
7.7/10
Comedy, Drama
USA
2014
119 Minutes
Michael Keaton Zach Galifianakis Edward Norton Andrea Riseborough Amy Ryan Emma Stone Naomi Watts Lindsay Duncan Merritt Wever Jeremy Shamos Bill Camp
action hero actor broadway director girlfriend daughter ex-wife creative charming emotional amusing dark apartment new york city broadway theater backstage street restaurant acting father/daughter relationship challenge
A washed-up superhero actor attempts to revive his fading career by writing, directing, and starring in a Broadway production.
7.4/10
Comedy, Drama
USA
2017
103 Minutes
James Franco Dave Franco Seth Rogen Zac Efron Alison Brie Paul Scheer Hannibal Buress Jerrod Carmichael Zoey Deutch Nathan Fielder Ari Graynor
director actor audience acting teacher friend filmmaker amusing hilarious emotional endearing passionate offbeat hollywood, calif. film set theater field restaurant apartment following your dreams filmmaker
When Greg Sestero, an aspiring film actor, meets the weird and mysterious Tommy Wiseau in an acting class, they form a unique friendship and travel to Hollywood to make their dreams come true.
7.9/10
Comedy, Drama
USA
1986
106 Minutes
Woody Allen Mia Farrow Michael Caine Carrie Fisher Barbara Hershey Lloyd Nolan Maureen O'Sullivan Daniel Stern Max von Sydow Dianne Wiest J.T. Walsh
actress artist caterer writer husband boyfriend calm tender charming central park new york city apartment theater infidelity love triangle romance thanksgiving love transformation 1980s
Between two Thanksgivings two years apart, Hannah's husband falls in love with her sister Lee, while her hypochondriac ex-husband rekindles his relationship with her sister Holly.
6.2/10
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.
7.2/10
Comedy
USA
1996
96 Minutes
Jon Favreau Vince Vaughn Ron Livingston Patrick Van Horn Alex Désert Deena Martin Katherine Kendall Brooke Langton Blake Lindsley Heather Graham
comedian actor friend charming cheeky los angeles las vegas bar lounge actors aspirations ambition dating romance love love growing up 1990s
A wannabe actor has a hard time moving on from a break-up, but he is lucky to have supportive friends.
7.4/10
Comedy
USA
1934
91 Minutes
John Barrymore Carole Lombard Walter Connolly Roscoe Karns Etienne Girardot Ralph Forbes Charles Levison Edgar Kennedy
theatrical producer actress boyfriend rival accountant mental patient hysterical charming outlandish train new york city chicago theater apartment love triangle actors show business travel love rivalry
A flamboyant Broadway impresario who has fallen on hard times tries to get his former lover, now a Hollywood diva, to return and resurrect his failing career.
7.9/10
Comedy
USA
1936
98 Minutes
Jean Harlow Spencer Tracy Myrna Loy William Powell Walter Connolly Charley Grapewin Cora Witherspoon E.E. Clive Bunny Beatty Otto Yamaoka Charles Trowbridge
editor fiancée friend socialite amusing charming playful new york city ocean liner lake hotel family home love romance lawsuit deception love discovery 1930s
When a socialite sues a big paper for libel, the editor responsible calls in the help of his ignored fiancée and a former employee to frame her and make the false story seem true.
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