20 movies like Pretty Woman, ordered by similarity : What If(2013), Carol(2015), The Boy Downstairs(2017), Cloud 9(2008), Four Weddings and a Funeral(1994), Jane Austen's Emma(1996), Dil To Pagal Hai(1997), Kareeb(1998), Royal New Year's Eve(2017), Asako I & II(2018), Mr. Right(2015), Maggie's Plan(2015) ...
Romance
USA
1990
114 Minutes
Richard Gere Julia Roberts Ralph Bellamy Jason Alexander Laura San Giacomo Héctor Elizondo Alex Hyde-White Amy Yasbeck Patrick Richwood Larry Miller Elinor Donahue
prostitute businessman lawyer concierge bellhop friend lighthearted charming endearing amusing heartwarming los angeles hotel beverly hills, calif. opera house san francisco airplane love class distinctions redemption
A man in a legal but hurtful business needs an escort for some social events, and hires a beautiful prostitute he meets... only to fall in love.
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
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
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
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
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
India
1997
179 Minutes
young man young woman childhood friend best friend love interest charming passionate melodramatic touching india germany england dance hall house hospital love love interest love triangle best friends childhood friends
A grand musical about three passionate and dreamy characters: Rahul, Pooja and Nisha. Will their dreams come true? Will they find their true love?
Romance
India
1998
160 Minutes
Bobby Deol Neha Shammi Kapoor Johnny Lever Saurabh Shukla Abhay Chopra Moushumi Chatterjee
young man young woman lover love interest thief emotional endearing heartwarming moving india house bungalow hospital first love forbidden love domineering father father/son relationship love forbidden love sacrifice
Birju is a young man who lives with his mom, dad, elder brother, Bhabhi and nephew in an upper middle class home. His father would like him to work as well as accept some responsibility, ... See full summary »
Romance, Other, Drama
UK
2017
84 Minutes
Jessy Schram Sam Page Crystal Balint Cheryl Ladd Hayley Sales Andrew Kavadas Nicole LaPlaca Gerard Plunkett
fashion designer prince young woman love interest lady young man amusing charming playful lighthearted heartwarming emotional ballroom relationships love tradition love triangle royal life family honor discovery
Hamlet has the world at his feet. Young, wealthy and living a hedonistic life studying abroad. Then word reaches him that his father is dead. Returning home he finds his world is utterly ... See full summary »
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.
Romance
USA
2015
98 Minutes
Greta Gerwig Ethan Hawke Julianne Moore Bill Hader Maya Rudolph Travis Fimmel Ida Rohatyn Wallace Shawn Mina Sundwall Jackson Frazer Monte Greene
married man married woman love interest amusing emotional engaging heartwarming united states reunion love forbidden love forbidden love love transformation 21st century
Maggie wants to have a baby, raising him on her own, but when she gets romantically involved with John, a married man, things get complicated and all the balance of Maggie's plans may collapse.
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
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 »
Gay & Lesbian, Romance, Drama
Kenya|South Africa|Germany|Netherlands|France|Norway|Lebanon|UK
2018
83 Minutes
Samantha Mugatsia Sheila Munyiva Neville Misati Nice Githinji Charlie Karumi Muthoni Gathecha Vitalis Waweru Mellen Aura Jimmy Gathu Nini Wacera Dennis Musyoka
best friend father lesbian love interest family member emotional touching cool tender passionate solemn nairobi kenya house bar forbidden love lesbianism secret love secret life forbidden love
"Good Kenyan girls become good Kenyan wives," but Kena and Ziki long for something more. When love blossoms between them, the two girls will be forced to choose between happiness and safety.
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
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
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
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
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.