20 movies like Maybe... Maybe Not, ordered by similarity : Her(2013), Kokowääh(2011), 2 Days in Paris(2007), Conversations With My Gardener(2007), A Four Letter Word(2007), My Art(2016), Night of the Living Deb(2015), Words and Pictures(2013), The Flowers of Yesterday(2016), About a Boy(2002), Trick(1999), Nick and Norah's Infinite Playlist(2008) ...
Comedy, Romance
1994
93 Minutes
Til Schweiger Katja Riemann Joachim Król Rufus Beck Armin Rohde Nico van der Knaap Antonia Lang Martina Gedeck Kai Wiesinger Christof Wackernagel Heinrich Schafmeister
ladies' man girlfriend gay man drag queen nymphomaniac friend amusing tender spirited witty germany city apartment closet party sexual identity unrequited love roommates homophobia infidelity
Thrown out by his girlfriend (Katja Riemann), a womanizer (Til Schweiger) moves in with an appreciative gay friend (Joachim Król).
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.
Romance, Comedy, Kids & Family
Germany
2011
123 Minutes
Emma Schweiger Jasmin Gerat Samuel Finzi Meret Becker Friederike Kempter Anna Julia Kapfelsperger Jessica Richter Misel Maticevic
man ex-girlfriend little girl foster mother daughter author amusing airy cheery touching endearing mellow germany flat school family home berlin breakup one-night stand love
Henry is a handsome screenwriter who is trying to win the heart of the woman he truly loves. His plans are interrupted when he finds Magdalena, a little girl at his house.
Romance, Comedy
France|Germany
2007
96 Minutes
Julie Delpy Adam Goldberg Daniel Brühl Albert Delpy Aleksia Landeau Marie Pillet Adan Jodorowsky
boyfriend girlfriend american frenchwoman ex-boyfriend parent amusing quirky witty emotional train paris apartment street café opposites attract family travel politics sex
Marion and Jack try to rekindle their relationship with a visit to Paris, home of Marion's parents -- and several of her ex-boyfriends.
Comedy, Drama
2007
109 Minutes
Daniel Auteuil Jean-Pierre Darroussin Fanny Cottençon Alexia Barlier
painter gardener artist former classmate man friend amusing heartwarming charming uplifting lighthearted melodramatic france paris rural community countryside garden lake friendship relationships
Comedy, Romance, Drama
USA
2007
87 Minutes
Jesse Archer Charlie David Cory Grant J.R. Rolley Allison Lane Jeremy Gender John Kaisner William Hernandez Virginia Bryan Steven Goldsmith
gay man alcoholic boyfriend fiancé friend boss amusing witty new york city gay bar apartment homosexuality relationships stereotypes sexual identity living together therapy love transformation 2000s
Hook up artist Luke surprises himself when he considers becoming monogamous after meeting and dating smug and handsome Stephen, but Stephen might not be all that he seems, will Luke be disappointed?
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.
Comedy
USA
2015
85 Minutes
Maria Thayer Ray Wise Michael Cassidy Chris Marquette Syd Wilder Brian Sacca Julie Brister Almarie Guerra
zombie love interest woman man attacker friend amusing thrilling lighthearted witty cheeky hilarious united states apartment bar zombies lovers secrets comedy relationships
After a girls' night out, endearingly awkward Deb wakes up in the apartment of the most attractive guy in Portland, Maine. She's thrilled, but she can't remember much of what got her there.... See full summary »
Romance, Comedy, Drama
USA|Canada|Australia
2013
111 Minutes
Clive Owen Juliette Binoche Amy Brenneman Bruce Davison Keegan Connor Tracy Adam DiMarco Valerie Tian Eva Allan Janet Kidder David Lewis Josh Ssettuba
woman man teacher art teacher english teacher student brooding charming emotional intense moving quirky witty uplifting prep school school america competition love courtship
An art instructor and an English teacher form a rivalry that ends up with a competition at their school in which students decide whether words or pictures are more important.
Comedy, Romance, Drama
Australia
2016
124 Minutes
Lars Eidinger Adèle Haenel Hannah Herzsprung Jan Josef Liefers Sigrid Marquardt Djenabuh Jalloh Rolf Hoppe Bibiane Zeller Gerdy Zint Cornelius Schwalm Eva Löbau
man scientist wife jewish man young woman intern charming amusing emotional melodramatic witty heartwarming germany postwar germany history nazism secret family history holocaust discovery
A brilliant young psychiatrist is forced to confront the dark creature that dwells deep within her own unconscious when she investigates the supernatural disappearance of a university student.
Romance, Comedy, Drama
UK|USA|France|Germany
2002
100 Minutes
Hugh Grant Toni Collette Rachel Weisz Nicholas Hoult Isabel Brook Sharon Small Victoria Smurfit Augustus Prew
wealthy man child single mother friend ladies' man lighthearted witty london apartment school loneliness friendship deception affair infidelity growing up love transformation 2000s
A cynical, immature young man is taught how to act like a grown-up by a little boy.
Romance, Gay & Lesbian
1999
90 Minutes
Christian Campbell John Paul Pitoc Tori Spelling Steve Hayes Kevin Chamberlin Brad Beyer Lorri Bagley Coco Peru
gay man songwriter go-go dancer roommate friend actress amusing witty endearing new york city apartment subway nightclub sex ambition nightlife romance friendship love adventure
An unfulfilled man (Christian Campbell) meets another (John Paul Pitoc) who shares his passion, but obstacles and insensitive friends hinder them.
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
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.
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.
Comedy
USA
2014
80 Minutes
Stephen Merchant Christine Woods Nate Torrence Kevin Weisman Kyle Mooney Sean Wing Crista Flanagan Adam Campbell
man ex-girlfriend model roommate boyfriend hilarious creative emotional heartwarming tender amusing new york city jealousy single life role playing love transformation underdog 2010s
Attending Jessica's 30th birthday party at a local nightclub, Stuart gets a call from his British ex-girlfriend Trudy, who informs him that she and her husband Mike--the man who stole Trudy... See full summary »
Comedy, Drama
Australia
2017
84 Minutes
Georgia Chara Christopher Kirby Holly Brisley Talin Argon Michela Carattini Hayley Hughes Michael Budd Johnny Lahoud
man partygoer friend gangster drug dealer amusing tense brooding hilarious unrestrained house party cemetery bar office relationships self-destruction self-discovery party lifestyle changes
A touching comedy drama about 3 friends edging towards their mid thirties who, in an attempt to hang on to their carefree youth,embark on an attempt to write themselves into the history books by trying to host the world's longest house party.
Romance, Comedy, Drama
USA
2010
91 Minutes
Jay Duplass John C. Reilly Jonah Hill Marisa Tomei Catherine Keener Matt Walsh Diane Mizota Kathy Wittes Katie Aselton
man son mother girlfriend ex-wife hilarious emotional quirky house party park mother/child relationship moving dating marriage loneliness competition love rivalry quest
John and Molly, a divorced middle aged man and a single mother meet at a friends party and start up a small relationship, all John has to do now is meet Molly's son... Cyrus
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
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.
Comedy, Romance, Drama
France|Belgium
2019
110 Minutes
Ana Girardot François Civil François Berléand Camille Cottin Simon Abkarian Marie Bunel Patrick D'Assumçao Zinedine Soualem
neighbor man woman amusing brooding cool melancholy sultry paris loneliness friendship depression dating love discovery rise 2010s
Rémy, a young Parisian with an unskilled job. Mélanie, a young she-Parisian who works in scientific research. Two depressive moods living in close proximity but strange to each other. Shall the two ever meet?