20 movies like That Awkward Moment, ordered by similarity : What If(2013), About Last Night(2014), The Boy Downstairs(2017), Mistrust(2018), It Happened in L.A.(2017), Laggies(2014), Permission(2017), Carol(2015), Cloud 9(2008), The Female Brain(2017), The Truth About Lies(2017), Asako I & II(2018) ...
Romance
USA
2014
94 Minutes
Zac Efron Miles Teller Michael B. Jordan Imogen Poots Jessica Lucas Mackenzie Davis Addison Timlin Josh Pais John Rothman Tina Benko Barbara Garrick
best friend divorce womanizer friend love interest adult amusing charming cheeky witty new york city bar apartment office publishing house street relationships secrets womanizing carefree lifestyle
Three best friends find themselves where we've all been - at that confusing moment in every dating relationship when you have to decide "So...where is this going?"
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, Drama
USA
2014
100 Minutes
Kevin Hart Michael Ealy Regina Hall Joy Bryant Christopher McDonald Adam Rodriguez Joe Lo Truglio Paula Patton Catherine Shu David Greenman Bryan Callen
friend man businesswoman best friend woman athlete amusing charming cheeky bedroom bar restaurant stadium apartment office relationships dating friendship male bonding casual sex
Follow two couples as they journey from the bar to the bedroom and are eventually put to the test in the real world.
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.
Drama, Romance
USA
2018
90 Minutes
Jane Seymour Nia Peeples Parker Stevenson William Shockley Ellen Travolta Joel Brooks Patrick Bristow Parker Croft Jack Bannon Dan Shaked
woman mistress love interest lover best friend friend amusing engaging charming passionate emotional relationships friendship passion attraction sexual conquests sexual identity adventure discovery love
Having no commitments and never being vulnerable, Veronica enjoys being a mistress. She comes to realize her best friend holds the key to her heart and is the only one capable of extracting her emotions.
Romance
USA
2017
97 Minutes
Michelle Morgan Jorma Taccone Dree Hemingway Kentucker Audley Margarita Levieva Adam Shapiro Angela Trimbur Robert Schwartzman Nora Zehetner Tate Donovan Andre Hyland
boyfriend girlfriend best friend friend cheeky witty emotional quirky lighthearted offbeat los angeles house bedroom movie set apartment car relationships dating marriage love
In this classically styled comedy of manners set in Los Angeles, sophisticated thirtysomethings try to determine whether ideal happiness exists in coupledom or if the perfectly suited couple is actually just an urban myth.
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.
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.
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
2017
100 Minutes
Sofía Vergara Alysia Reiner Cecily Strong Chris D'Elia Beanie Feldstein Deon Cole Phil Hendrie Angel Parker Rebeka Montoya Xosha Roquemore Adam Shapiro
woman man scientist newlywed married man married woman girlfriend boyfriend love interest amusing charming cheeky confident cool creative emotional intricate passionate playful spirited
What makes a woman swipe right for Mr. Wrong? Sofía Vergara and Whitney Cummings star in this fresh, witty look at the science behind our romantic missteps.
Romance
USA
2017
94 Minutes
Fran Kranz Odette Yustman Colleen Camp Miles Fisher Mary Elizabeth Ellis Chris Diamantopoulos Adam David Thompson Laura Kightlinger Carson Elrod
mother friend unemployed person love interest amusing cheeky emotional hilarious apartment office woods restaurant bar lie false identity love relationships loss of job love discovery
Gilby finds himself in a tangled web of lies when the truth proves to be too much to admit and even harder to accept.
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
2017
94 Minutes
Brandon Polansky Samantha Elisofon Jessica Walter Tibor Feldman Christina Brucato Jennifer Brito Sondra James Johnathan Tchaikovsky Macy Cassera Tommy Beardmore Alex Emanuel
autistic person disabled person filmmaker friend group leader mother amusing endearing charming offbeat quirky uplifting new york city community center street brooklyn bridge restaurant cab relationships love
A New York City romantic comedy, Keep the Change is the unlikely love story of two people who meet in a support group.
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, 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
USA
2018
110 Minutes
Nick Robinson Josh Duhamel Jennifer Garner Tony Hale Katherine Langford Alexandra Shipp Logan Miller Jorge Lendeborg Jr. Keiynan Lonsdale Joey Pollari Miles Heizer
teen boy teenager family member friend love interest amusing cheeky emotional endearing heartwarming positive house high school coming out growing up teen romance family relationships friendship growing up
Simon Spier keeps a huge secret from his family, his friends and all of his classmates: he's gay. When that secret is threatened, Simon must face everyone and come to terms with his identity.
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
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
2017
94 Minutes
Sharon Stone Tony Goldwyn Famke Janssen Liza Lapira Caitlin Fitzgerald Jason Gibson Ellen Burstyn Gilles Marini Selah Victor Parvesh Cheena Yvonne Jung
woman fashion designer love interest single woman couple friend lighthearted emotional charming amusing heartwarming america office bar beach city home romance birthdays storytelling
An aspiring fashion designer struggles to find success and love -- until she unexpectedly meets her soul mate on her birthday.
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 »