20 movies like Casual Sex?, ordered by similarity : What If(2013), The Boy Downstairs(2017), Carol(2015), Mistrust(2018), About Last Night(2014), The Bounceback(2013), Permission(2017), Cloud 9(2008), Book Club(2018), Mystic Pizza(1988), Happy Few(2010), Jane Austen's Emma(1996) ...
Romance
1988
97 Minutes
Lea Thompson Victoria Jackson Stephen Shellen Jerry Levine Andrew Dice Clay Mary Gross
single woman single man musician staff member boyfriend friend sultry engaging amusing spa los angeles new jersey apartment family home sex single life aids disillusionment settling down friendship
Two single women (Lea Thompson, Victoria Jackson) talk frankly about men while getting in shape at a health resort.
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.
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.
Drama, Romance
USA
2018
90 Minutes
Jane Seymour Nia Peeples Parker Stevenson William Shockley Ellen Travolta Joel Brooks Patrick Bristow Parker Croft Jack Bannon Dan Shaked
woman mistress love interest lover best friend friend amusing engaging charming passionate emotional relationships friendship passion attraction sexual conquests sexual identity adventure discovery love
Having no commitments and never being vulnerable, Veronica enjoys being a mistress. She comes to realize her best friend holds the key to her heart and is the only one capable of extracting her emotions.
Romance, Drama
USA
2014
100 Minutes
Kevin Hart Michael Ealy Regina Hall Joy Bryant Christopher McDonald Adam Rodriguez Joe Lo Truglio Paula Patton Catherine Shu David Greenman Bryan Callen
friend man businesswoman best friend woman athlete amusing charming cheeky bedroom bar restaurant stadium apartment office relationships dating friendship male bonding casual sex
Follow two couples as they journey from the bar to the bedroom and are eventually put to the test in the real world.
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.
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, 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.
Romance
USA
2018
104 Minutes
Diane Keaton Jane Fonda Candice Bergen Mary Steenburgen Craig T. Nelson Richard Dreyfuss Alicia Silverstone Katie Aselton Ed Begley Jr. Wallace Shawn Andy Garcia
widow friend lover husband boyfriend older woman amusing hilarious endearing charming sultry touching house restaurant office coast airplane california book lifestyle changes
Four lifelong friends have their lives forever changed after reading 50 Shades of Grey in their monthly book club.
Romance
USA
1988
102 Minutes
Julia Roberts Annabeth Gish Lili Taylor Vincent D'Onofrio William R. Moses Adam Storke Conchata Ferrell Joanna Merlin Geraldine Leer Porscha Radcliffe
teenager waitress friend boyfriend fiancé mother emotional heartwarming quirky amusing restaurant new england house small town connecticut home love commitment teen angst class conflict
Three teenage girls come of age while working at a pizza parlor in the Connecticut town of Mystic.
Drama, Romance
2010
103 Minutes
Marina Foïs Élodie Bouchez Roschdy Zem Nicolas Duvauchelle Jean-François Stévenin Alexia Stresi Blanche Gardin Naomi Ferreira Ilona Caly
couple friend beautiful woman man lover sexy man engaging thrilling suspenseful intense passionate sultry dinner party friendship relationships sex appeal danger attraction sexual fantasy discovery
Romance
1996
107 Minutes
Kate Beckinsale Mark Strong Samantha Morton Bernard Hepton Prunella Scales Raymond Coulthard Olivia Williams Dominic Rowan Lucy Robinson
young woman matchmaker lover love interest vicar friend engaging amusing emotional lighthearted melodramatic heartwarming england small town london matchmaking love interest relationships attraction family
While matchmaking for friends and neighbors, a young 19th-century Englishwoman (Kate Beckinsale) nearly misses her own chance at love.
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.
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.
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
1940
84 Minutes
Bing Crosby Bob Hope Dorothy Lamour Charles Coburn Judith Barrett Anthony Quinn Jerry Colonna Johnny Arthur Pierre Watkin Steve Pendleton Miles Mander
sailor best friend love interest wife ex-boyfriend father lighthearted charming ship family home singapore love triangle marriage running away father/son relationship friendship travel love quest pursuit
Two playboys try to forget previous romances in Singapore - until they meet a beautiful dancer.
Romance
France
1992
69 Minutes
Sophie Marceau Vincent Perez Marine Delterme Micheline Presle Gérard Séty Bruno Todeschini Ariel Semenoff Marcel Maréchal Gérard Caillaud
man beautiful woman love interest mother father friend amusing passionate sultry france apartment household relationships routine desire platonic love dating sexual frustration love temptation
A hang-up man tries to love in a different way from normal, and finally manages the psychological shadow for love.
Romance
UK
1994
116 Minutes
Hugh Grant Andie MacDowell Kristin Scott Thomas Simon Callow Rowan Atkinson James Fleet John Hannah Charlotte Coleman David Bower Corin Redgrave Kenneth Griffith
friend lover brother english gentleman sexy woman priest amusing charming endearing moving heartwarming london scotland wedding funeral funeral home church love friendship unrequited love
Over the course of five social occasions, a committed bachelor must consider the notion that he may have discovered love.
Romance
USA
2017
97 Minutes
Michelle Morgan Jorma Taccone Dree Hemingway Kentucker Audley Margarita Levieva Adam Shapiro Angela Trimbur Robert Schwartzman Nora Zehetner Tate Donovan Andre Hyland
boyfriend girlfriend best friend friend cheeky witty emotional quirky lighthearted offbeat los angeles house bedroom movie set apartment car relationships dating marriage love
In this classically styled comedy of manners set in Los Angeles, sophisticated thirtysomethings try to determine whether ideal happiness exists in coupledom or if the perfectly suited couple is actually just an urban myth.