20 movies like How to Lose a Guy in 10 Days, ordered by similarity : What If(2013), Boomerang(1992), Isn't It Romantic(2019), Carol(2015), Cloud 9(2008), You've Got Mail(1998), They Came Together(2014), Jane Austen's Emma(1996), Dostana(2008), Let the Sunshine In(2017), Trainwreck(2015), Just a Walk in the Park(2002) ...
Romance
USA|Germany
2003
116 Minutes
Kate Hudson Matthew McConaughey Adam Goldberg Michael Michele Shalom Harlow Bebe Neuwirth Robert Klein Kathryn Hahn Thomas Lennon Annie Parisse
journalist executive co-worker editor boss columnist lighthearted mushy amusing new york city office apartment journalism social experiment relationships opposites attract dating romance love pursuit
Benjamin Barry is an advertising executive and ladies' man who, to win a big campaign, bets that he can make a woman fall in love with him in 10 days.
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, Comedy
USA
1992
118 Minutes
Eddie Murphy Halle Berry Robin Givens David Alan Grier Martin Lawrence Grace Jones Geoffrey Holder Eartha Kitt Chris Rock Tisha Campbell-Martin Lela Rochon
advertising executive womanizer boss coworker friend love interest amusing lighthearted new york city advertising office apartment love triangle romance office politics womanizing love rivalry discovery 1990s
A successful executive and womanizer finds his lifestyle choices have turned back on him when his new female boss turns out to be an even bigger deviant than he is.
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.
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
USA
1998
119 Minutes
Tom Hanks Meg Ryan Parker Posey Greg Kinnear Jean Stapleton Steve Zahn Dave Chappelle Dabney Coleman John Randolph Heather Burns
bookseller executive journalist editor friend heartwarming amusing emotional bookstore new york city café street apartment corporate greed mistaken identity opposites attract love-hate relationship small business internet dating love
Book superstore magnate, Joe Fox and independent book shop owner, Kathleen Kelly fall in love in the anonymity of the Internet both blissfully unaware that he's trying to put her out of business.
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
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|USA
2008
145 Minutes
Abhishek Bachchan John Abraham Priyanka Chopra Bobby Deol Kiron Kher Shilpa Shetty
young man young woman friend boss child aunt amusing hilarious lighthearted india united states miami house office love at first sight love triangle friendship marriage proposal gay couple lying
Two straight guys pretend to be gay in order to secure a Miami apartment. When both of them fall for their roommate Neha, hilarity ensues as they strive to convince one and all that they're gay whilst secretly trying to win her heart.
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
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
USA
2002
96 Minutes
George Eads Jane Krakowski Brenda Vaccaro Richard Robitaille Deborah Odell Angela Nevard Kintaro Akiyama Jayne Eastwood Conrad Pia Cecile Cristobal Mark Camacho
love interest woman neighbor dog dog owner dog walker amusing charming cheery emotional heartwarming quirky new york city united states apartment building park love relationships mix-up love interest
A group of thirtysomethings having problems with fidelity gets an opportunity to turn back the clock.
Romance
USA|France|China|UK|Japan
2016
122 Minutes
Renée Zellweger Colin Firth Patrick Dempsey Emma Thompson Shirley Henderson Jim Broadbent Celia Imrie James Callis Sarah Solemani Gemma Jones Sally Phillips
pregnant woman ex-boyfriend love interest boss co-worker mother charming cheeky amusing london television studio office park doctor's office bathroom breakup pregnancy confusion secrets love
Forty-something and single again, Bridget decides to focus on her job and surround herself with friends. In a twist, she finds herself pregnant, but with one hitch - she can only be fifty percent sure of the identity of her baby's father.
Comedy, Romance
2017
109 Minutes
Pierre Richard Yannis Lespert Fanny Valette Stéphane Bissot Stéphanie Crayencour Gustave Kervern Macha Méril Pierre Kiwitt
widower computer expert daughter lover love interest beautiful woman engaging charming playful hilarious passionate lighthearted france paris apartment study city café relationships internet dating
A 75-year-old widower discovers online dating and uses a picture of his granddaughter's boyfriend to meet a young woman. When she asks to meet him face to face, he asks someone to go in his place.
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
Canada|India
2013
138 Minutes
Diljit Dosanjh Neeru Bajwa Jaswinder Bhalla Rana Ranbir Balinder Johal Lakhwinder Sandhu Bharti Singh Rana Jung Bahadur
commissioner daughter canadian missing person love interest amusing charming cheeky lighthearted playful india canada relationships family opposites attract romance attraction adventure discovery love
Two Punjab Police officers head to Canada to solve on a mission. When they get to Canada, their mission isn't as simple as what they first thought.
Gay & Lesbian, Romance
Canada
2010
97 Minutes
Niels Schneider Xavier Dolan Monia Chokri Anne Dorval Louis Garrel Perrette Souplex Anne-Élisabeth Bossé Olivier Morin Magalie Lépine Blondeau
gay man woman friend young man rival love child amusing campy lighthearted passionate canada montreal coffee shop vacation home infatuation friendship love triangle competition sex romance
The story of three close friends who are involved in a love-triangle.
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
USA
2011
109 Minutes
Justin Timberlake Mila Kunis Patricia Clarkson Jenna Elfman Bryan Greenberg Richard Jenkins Woody Harrelson Nolan Gould Andy Samberg Emma Stone Lili Mirojnick
executive recruiter art director boyfriend love interest mother sister lighthearted sultry airy charming spirited amusing magazine office bedroom new york city airport big city california commitment romance
A young man and woman decide to take their friendship to the next level without becoming a couple, but soon discover that adding sex only leads to complications.
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.