20 movies like My Awkward Sexual Adventure, ordered by similarity : Summer Night(2019), The Boy Downstairs(2017), Funny Story(2018), Pork Pie(2017), Hope Springs Eternal(2018), The Spy Who Dumped Me(2018), What If(2013), I Got Life!(2017), While We're Young(2014), Begin Again(2013), Unlovable(2018), Late Night(2019) ...
6.1/10
Comedy
Canada
2012
99 Minutes
Jonas Chernick Emily Hampshire Sarah Manninen Vik Sahay Randy Apostle Jessica Burleson Sarah Constible Tamara Gorski Marina Stephenson Kerr Melissa Elias Andrea del Campo
exotic dancer boyfriend conservative ex-girlfriend friend accountant amusing jordan toronto strip club city apartment adventure morality unlikely allies awkward situations lust love discovery 2010s
To win back his ex-girlfriend, a conservative accountant enlists the help of an exotic dancer to guide him on a quest for sexual experience, leading him into a world of strip clubs, sensual massage parlors, cross-dressing and S & M.
4.8/10
Comedy, Drama
USA
2019
98 Minutes
Ellar Coltrane Ian Nelson Analeigh Tipton Callan McAuliffe Ella Hunt Bill Milner Hayden Szeto Lana Condor Victoria Justice
best friend band member friend love interest girlfriend cheeky amusing emotional charming stage bar woods house apartment growing up friendship romance broken heart love triangle love
A coming-of-age story about the complexities of young romantic relationships.
5.7/10
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.
5.1/10
Comedy, Drama, Gay & Lesbian
USA
2018
85 Minutes
Matthew Glave Emily Bett Rickards Jana Winternitz Nikki Limo Lily Holleman Jessica Diggins Aschleigh Jensen Pete Gardner Reginald VelJohnson Jacob Wysocki
older man daughter estranged father friend girlfriend tense amusing emotional shocking uneasy california wedding restaurant bar woods love triangle awkward situations love father/daughter relationship secret
A dramedy about a well-intentioned father who inadvertently wreaks havoc on the life of his estranged daughter when she invites him to her woodland wedding.
Crime, Comedy, Drama, Action
2017
105 Minutes
Dean O'Gorman James Rolleston Ashleigh Cummings Antonia Prebble Matt Whelan Ben Mitchell Milo Cawthorne Siobhan Marshall
outlaw cop friend boyfriend girlfriend driver amusing engaging endearing thrilling heartwarming new zealand vehicle barn road on the run big city on the run road trip protest
Accidental outlaws travel New Zealand in a yellow mini, protesting conformity and chasing lost love, with the cops and the media hot on their tail.
4.8/10
Comedy, Drama
USA
2018
78 Minutes
Mia Rose Frampton Stony Blyden Beau Brooks Lauren Giraldo Pej Vahdat Beth Lacke Juliette Angelo Kate Rachesky
cancer patient survivor boyfriend friend family member amusing endearing moving touching charming high school cafeteria hospital doctor's office gym classroom survival new life second chance friendship
When 18 year old Hope Gracin suddenly finds herself in remission from end-stage cancer, she must learn to live without an expiration date.
6.0/10
Comedy, Action
Canada|USA|Hungary
2018
116 Minutes
Mila Kunis Kate McKinnon Justin Theroux Sam Heughan Gillian Anderson Ivanna Sakhno Fred Melamed Jane Curtin Paul Reiser Hasan Minhaj Kev Adams
friend ex-boyfriend assassin undercover agent spy quirky amusing hilarious witty offbeat thrilling apartment street restaurant spies secret identity secret life love friendship adventure
Audrey and Morgan are best friends who unwittingly become entangled in an international conspiracy when one of the women discovers the boyfriend who dumped her was actually a spy.
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, Drama
2017
89 Minutes
Agnès Jaoui Thibault de Montalembert Pascale Arbillot Sarah Suco Lou Roy-Lecollinet Nicolas Chupin Rachel Farmane Laurie Bordesoules Armand Paul Jean Samir Guesmi
woman ex-boyfriend husband daughter pregnant woman love interest friend best friend frenchwoman heartwarming amusing hilarious uplifting touching france restaurant bar street life menopause
A woman, separated from her husband, loses her job and discovers she's going to be a grandmother. Refusing to be pushed to the outskirts of society, she puts her foot down and decides to start over.
6.3/10
Comedy, Drama
USA
2014
94 Minutes
Ben Stiller Naomi Watts Adam Driver Amanda Seyfried Charles Grodin Adam Horovitz Maria Dizzia Ryan Serhant Dree Hemingway Matthew Maher Brady Corbet
filmmaker wife middle-aged man middle-aged woman couple friend amusing charming cheery classroom club apartment subway new york city street middle age age difference acceptance youth friendship
A middle-aged couple's career and marriage are overturned when a disarming young couple enters their lives.
7.4/10
Romance, Comedy, Drama
USA
2013
104 Minutes
Keira Knightley Mark Ruffalo Hailee Steinfeld Adam Levine Catherine Keener James Corden CeeLo Green Yasiin Bey Maddie Corman
woman boyfriend executive singer-songwriter friend groupie charming cool creative new york city apartment recording studio concert stage club central park fame friendship music passion travel
A chance encounter between a down-and-out music-business executive and a young singer-songwriter, new to Manhattan, turns into a promising collaboration between the two talents.
6.0/10
Comedy, Drama
USA
2018
80 Minutes
Charlene deGuzman John Hawkes Melissa Leo Paul James Ellen Geer Jake McDorman Josh Fadem Josh Ruben
ex-boyfriend sex addict musician recluse friend sponsor heartwarming hilarious emotional tense house garage party car group therapy sex addiction love friendship lifestyle changes music
A sex and love addicted woman learns what real intimacy is when she starts making music with a reclusive man.
6.5/10
Comedy, Drama
USA
2019
102 Minutes
Emma Thompson Mindy Kaling John Lithgow Hugh Dancy Reid Scott Denis O'Hare Max Casella Paul Walter Hauser John Early Luke Slattery Ike Barinholtz
talk show host writer co-worker friend amusing hilarious cheeky inspiring uplifting new york city television studio office stage women comedy unlikely allies unlikely friendship friendship working woman transformation
A late night talk show host suspects that she may soon lose her long-running show.
5.5/10
Comedy, Drama
India
2017
128 Minutes
Rajkummar Rao Shruti Haasan Gautam Gulati Darshan Jariwala Ninad Kamat Ranjeet
young man young woman neighbor love interest friend indian amusing charming playful lighthearted engaging cheeky india neighborhood love interest young love first love expedition tradition family
Gattu (Rajkummar Rao) has a problem, he loves Binny (Shruti Haasan) who lives in their neighborhood. But everyone says that the girls of the neighborhood should be treated as own sister or ... See full summary »
5.3/10
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.
4.5/10
Comedy
USA
2018
106 Minutes
Jake Thomas Chris Brochu Arienne Mandi Michelle DeShon Jose Zuniga José Sefami Cynthia Stevenson Kurt Fuller Mark Margolis
son parent friend love interest gangster amusing hilarious cheeky offbeat witty mexico rv resort abandoned building beach adventure travel smuggling gangsters love
Four 22 year-olds on a Mexican road trip seem bound for disaster until they, and their trip, are unexpectedly redeemed by a series of miraculous events.
6.8/10
Comedy, Romance, Drama
USA
2015
101 Minutes
Eliza Dushku Louisa Krause Gabriel Ebert Amir Arison Jon Bass Polly Draper Franco Gonzalez Gary Hilborn
sister young woman love interest parent boyfriend girlfriend moving engaging endearing new york city city united states family home party autism sister relationship sisterhood first love city life discovery
A young woman with Asperger's syndrome tries to find her first boyfriend with a little help from her older sister.
Comedy, Action, Drama
2012
150 Minutes
Ajay Devgn Abhishek Bachchan Asin Thottumkal Prachi Desai Asrani Archana Puran Singh Krishna Abhishek Neeraj Vora Jeetu Verma
young man friend child sister girlfriend hilarious lighthearted hysterical madcap amusing india house apartment bungalow temple hidden identity mistaken identity confusion love interest adventure
When Abbas breaks open the lock of an ancestral Hindu temple to save a child trapped inside, he faces trouble. He tries to hide his true identity with a fake Hindu name, which leads to a web of lies.
6.8/10
Crime, Comedy, Drama, Action
India
1975
164 Minutes
Amitabh Bachchan Saira Banu Kimi Katkar Vinod Khanna Sulakshana Pandit Deepa Sahi Shilpa Shirodkar
young man young woman friend best friend father girlfriend amusing gripping thrilling intense emotional moving india city house bungalow restaurant street friendship best friends
Two friends Ajay and Vijay gets separated from each other when they discover secrets about their past in their own ways.
6.4/10
Romance, Comedy, Drama
USA
2014
100 Minutes
Keira Knightley Chloë Grace Moretz Sam Rockwell Ellie Kemper Mark Webber Jeff Garlin Gretchen Mol Kaitlyn Dever Daniel Zovatto Jodi Thelen Dylan Arnold
woman boyfriend classmate girl friend teacher amusing charming cheeky quirky grocery store house bedroom school office car growing up life responsibility love
In the throes of a quarter-life crisis, Megan panics when her boyfriend proposes, then, taking an opportunity to escape for a week, hides out in the home of her new friend, 16-year-old Annika, who lives with her world-weary single dad.
Comedy, Drama
2017
97 Minutes
Laetitia Dosch Souleymane Seye Ndiaye Grégoire Monsaingeon Jean-Christophe Folly Nathalie Richard Marie Rémond
young woman frenchwoman city girl friend love interest colleague uplifting playful quirky paris france apartment swimming pool mall city life breakup fresh start friendship discovery growing up
Left by Joachim, an artist with whom she shared her life for 10 years, Paula finds herself wandering the streets of Paris, lonely and fixated.
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