20 movies like Trainwreck, ordered by similarity : What If(2013), Carol(2015), Cloud 9(2008), Isn't It Romantic(2019), The Boy Downstairs(2017), Asako I & II(2018), Lucky Girl(2015), Permission(2017), Cruise(2018), Entanglement(2017), Mr. Right(2015), They Came Together(2014) ...
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
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.
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, 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, 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.
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, 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
USA
2015
90 Minutes
Columbus Short LeToya Luckett Serayah Jackie Christie Malik Yoba Parker McKenna Posey Ella Joyce Shanti Lowry Hawthorne James
bride bride-to-be groom ex-boyfriend lover love interest family parent friend mother father fiancé emotional heartwarming intense house beach beach house marriage love
On the day of her wedding, as Selena Jackson comes to terms with the long-lost love she's never quite gotten over, many of her guests, including her best friends and her own mother, also ... See full summary »
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.
Drama, Romance
USA
2018
90 Minutes
Spencer Boldman Emily Ratajkowski Sebastian Maniscalco Lucas Salvagno Kathrine Narducci Noah Robbins Gino Cafarelli Jen Cohn Grace Wan Peter Gaudio
italian-american jewish woman love interest mother father racer passionate emotional engaging charming intense heartwarming long island, n.y. america new york city road home love star-crossed lovers romance
Set in the 1980s, a young Italian-American from the "wrong side of the tracks" falls for a Jewish girl from Long Island.
Romance
Canada
2017
85 Minutes
Thomas Middleditch Jess Weixler Diana Bang Randal Edwards Marilyn Norry Johannah Newmarch Nicole LaPlaca
suicidal person love interest family member friend girlfriend adopted daughter cheeky charming emotional intricate quirky offbeat doctor's office bathroom apartment pharmacy park suicide life adoption
While recovering from a suicide attempt, Ben Layton accidentally falls in love with a girl who was very nearly, almost his sister - and then things start to get weird.
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
USA
2014
83 Minutes
Paul Rudd Amy Poehler Cobie Smulders Christopher Meloni Max Greenfield Bill Hader Ellie Kemper Jason Mantzoukas Melanie Lynskey Ed Helms Michael Ian Black
small-business owner love interest friend ex-lover young person corporate stooge amusing charming cheery endearing hilarious lighthearted city home office candy store united states romance second chance relationships
Molly owns a quaint little sweet shop. Joel works for a gigantic candy company threatening to shut her down. How they meet, fall in love, break up and get back together is hilariously recounted in this rom-com spoof.
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.
Comedy, Romance, Drama
India
2018
150 Minutes
Tapsee Pannu Abhishek Bachchan Vicky Kaushal Jasmin Bajwa Ashnoor Kaur Abdul Quadir Amin Saurabh Sachdeva
young woman dj bank employee father mother emotional intense melodramatic inspiring heartwarming charming india disco love triangle loveless marriage wedding true love unconditional love forbidden love love
A love triangle between a spirited young woman, her outgoing boyfriend and a fiance who's husband material.
Romance
2018
103 Minutes
Thora Birch Chris Klein Claire Coffee David Blue Jason Tobias Gabrielle Stone Tiffany Fallon Michael Draper Catherine Johnson Jasmine Fontes Josh Edward
love interest love guru couple american man american woman boyfriend girlfriend lighthearted amusing cheeky united states city gym apartment love dating infidelity attraction couples love
Lauren Mauldin encourages women to follow the "PIG Theory," and to break up with men precisely at six months in order to avoid heartache. But then she meets Calvin Chesney, who refuses to be dumped. Instead, he challenges Lauren to a competition.
Romance, Fantasy
1990
106 Minutes
Mia Farrow Joe Mantegna William Hurt Alec Baldwin Blythe Danner Judy Davis Keye Luke Bernadette Peters Cybill Shepherd Gwen Verdon Julie Kavner
housewife stockbroker musician doctor ghost sister quirky amusing dreamy new york city chinatown apartment office calcutta, india love infidelity magic romance family love
A pampered Manhattan housewife embarks upon a mystical odyssey of self-discovery following a visit to a Chinatown healer.
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
France|Belgium
2017
95 Minutes
Juliette Binoche Xavier Beauvois Philippe Katerine Josiane Balasko Sandrine Dumas Nicolas Duvauchelle Alex Descas Laurent Grévill Bruno Podalydès Paul Blain Valeria Bruni-Tedeschi
lover love interest frenchman frenchwoman mother divorcée artist lighthearted engaging playful paris france eiffel tower apartment love dating city life art sexual conquests heartbreak
Isabelle, Parisian artist, divorced mother, is looking for love, true love at last.
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, Drama
UK|Australia|France
2009
119 Minutes
Abbie Cornish Ben Whishaw Paul Schneider Kerry Fox Edie Martin Thomas Brodie-Sangster Claudie Blakley Gerard Monaco Antonia Campbell Hughes
john keats love interest friend father mother doctor somber emotional hampstead, england apartment family home love poetry illness class distinctions love 1820s
The three-year romance between 19th-century poet John Keats and Fanny Brawne near the end of his life.