20 movies like The Dilemma, ordered by similarity : Night of the Living Deb(2015), My Art(2016), The Trip to Spain(2017), Conversations With My Gardener(2007), Life of the Party(2017), Playtime(1967), Finding Dory(2016), Sorry to Bother You(2018), Hera Pheri(1975), 100 Things(2018), Changeland(2019), The Broken Hearts Club(2000) ...
Comedy
USA
2011
111 Minutes
Vince Vaughn Kevin James Jennifer Connelly Winona Ryder Channing Tatum Queen Latifah Amy Morton Clint Howard Chelcie Ross Eddie Martinez Rance Howard
inventor best friend girlfriend cheater young man businesswoman amusing engaging quirky chicago detroit office garage apartment restaurant relationships infidelity romantic dilemma friendship ethics
A man discovers that his best friend's wife is having an affair.
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 »
Comedy, Drama
2016
86 Minutes
Parker Posey Lena Dunham John Rothman Joshua Safdie Robert Clohessy Barbara Sukowa Al Thompson Grace Dunham Laurie Simmons Benjamin Eakeley Garland Hunter
artist friend dog man amusing charming emotional endearing cheeky creative new york city gallery office garden restaurant artistic struggle creative process creative block friendship small town
Frustrated by her lack of recognition, a middle-aged artist leaves the city for upstate New York to regain her creative spark.
Comedy
USA
2017
110 Minutes
Steve Coogan Rob Brydon Marta Barrio Claire Keelan Margo Stilley Rebecca Johnson
best friend man friend food expert traveler hilarious witty engaging amusing charming lighthearted spain car road trip food friendship new experiences comedy fun adventure
When troubled teen Milo, who has a fascination with vampire lore, meets the equally alienated Sophie, the two form a bond that begins to blur Milo's fantasy into reality.
Comedy, Drama
2007
109 Minutes
Daniel Auteuil Jean-Pierre Darroussin Fanny Cottençon Alexia Barlier
painter gardener artist former classmate man friend amusing heartwarming charming uplifting lighthearted melodramatic france paris rural community countryside garden lake friendship relationships
Comedy, Drama
Australia
2017
84 Minutes
Georgia Chara Christopher Kirby Holly Brisley Talin Argon Michela Carattini Hayley Hughes Michael Budd Johnny Lahoud
man partygoer friend gangster drug dealer amusing tense brooding hilarious unrestrained house party cemetery bar office relationships self-destruction self-discovery party lifestyle changes
A touching comedy drama about 3 friends edging towards their mid thirties who, in an attempt to hang on to their carefree youth,embark on an attempt to write themselves into the history books by trying to host the world's longest house party.
Comedy
France|Italy
1967
93 Minutes
Jacques Tati Barbara Dennek Jacqueline Lecomte Valérie Camille France Rumilly France Delahalle
man tourist salesman woman friend amusing intricate paris restaurant street office airport car modernity technology human connection gadgets city life tourism discovery
Monsieur Hulot curiously wanders around a high-tech Paris, paralleling a trip with a group of American tourists. Meanwhile, a nightclub/restaurant prepares its opening night, but it's still under construction.
Animation, Comedy, Kids & Family, Adventure
USA
2016
103 Minutes
fish friend whale man woman child confident amusing cheeky ocean conservatory zoo park shipwreck boat friendship memory loss search hijinx family
Friendly but forgetful blue tang Dory begins a search for her long-lost parents, and everyone learns a few things about the real meaning of family along the way.
Sci-Fi, Comedy, Fantasy
USA
2018
105 Minutes
LaKeith Stanfield Tessa Thompson Jermaine Fowler Omari Hardwick Terry Crews Kate Berlant Michael X. Sommers Danny Glover Steven Yeun Armie Hammer Robert Longstreet
telemarketer friend co-worker ceo amusing hilarious outlandish unrestrained madcap oakland, calif. office protest office building conference room apartment materialism wealth relationships success social issues
In an alternate present-day version of Oakland, telemarketer Cassius Green discovers a magical key to professional success, propelling him into a universe of greed.
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.
Comedy
Germany
2018
111 Minutes
Florian David Fitz Matthias Schweighöfer Miriam Stein Hannelore Elsner Wolfgang Stumph Katharina Thalbach Johannes Allmayer Sarah Victoria Frick
man best friend woman capitalist airy amusing hilarious emotional endearing heartwarming germany office consumerism challenge friendship capitalism romance money discovery rivalry
Best friends Toni and Paul decide to relinquish all of their belongings for 100 days, whereby they receive one of their items back on each day. During this challenge the two realize, that ... See full summary »
Comedy, Drama
USA
2019
Minutes
Seth Green Breckin Meyer Brenda Song Clare Grant Macaulay Culkin Rose Williams Kedar Williams-Stirling Randy Orton
man troublemaker friend adventurer traveler engaging hilarious amusing charming lighthearted heartwarming thailand friendship trouble traveling new life comedy adventure discovery escape
While visiting Thailand, two estranged friends realize there's no rule book for finding purpose and meaning in life.
Gay & Lesbian, Comedy, Drama
USA
2000
94 Minutes
Timothy Olyphant Andrew Keegan John Mahoney Dean Cain Matt McGrath Zach Braff Ben Weber Billy Porter Justin Theroux Mary McCormack Nia Long
man photographer waiter actor friend patriarch charming engaging hilarious hollywood, calif. restaurant house friendship relationships homosexuality discovery love 2000s
An insight into the turbulent lives and loves of a gay clique based in Los Angeles.
Comedy
USA
1999
90 Minutes
Mackenzie Astin Carmen Electra Markus Redmond Lucy Liu Lisa Rotondi Sharon Wyatt Jack Kehler Leo Rossi
alien man woman friend family member ex-boyfriend engaging amusing offbeat nightclub los angeles beach hospital apartment human race relationships family marriage romance dating
An anthropologist from an alien planet provides voice-over commentary for a documentary at human courtship, mating, and reproduction.
Comedy, Mystery & Thriller
USA
2018
139 Minutes
Andrew Garfield Riley Keough Topher Grace Patrick Fischler Grace Van Patten Callie Hernandez Zosia Mamet Jeremy Bobb Sydney Sweeney Jimmi Simpson David Yow
girl next door mysterious girl friend man conspiracy theorist amusing witty intricate endearing uneasy los angeles hollywood, calif. apartment apartment building pool park mysterious strangers disappearance clues conspiracy
Sam, a disenchanted young man, finds a mysterious woman swimming in his apartment's pool one night. The next morning, she disappears. Sam sets off across LA to find her, and along the way he uncovers a conspiracy far more bizarre.
Comedy
USA
2009
105 Minutes
Paul Rudd Jason Segel Rashida Jones Jaime Pressly Andy Samberg J.K. Simmons Jane Curtin Jon Favreau Sarah Burns Rob Huebel Joe Lo Truglio
real estate agent best friend girlfriend mother father brother hilarious endearing quirky hysterical los angeles household office restaurant garage wedding friendship love marriage male bonding
Friendless Peter Klaven goes on a series of man-dates to find a Best Man for his wedding. But, when his insta-bond with his new B.F.F. puts a strain on his relationship with his fiancée, can the trio learn to live happily ever after?
Comedy, Drama
UK
2017
71 Minutes
Patricia Clarkson Bruno Ganz Cherry Jones Emily Mortimer Cillian Murphy Kristin Scott Thomas Timothy Spall
host friend politician husband couple wife brash amusing emotional tense quirky london house living room bathroom dining room kitchen friendship relationships marriage
Janet (Dame Kristin Scott Thomas) hosts a party to celebrate her new promotion, but once the guests arrive, it becomes clear that not everything is going to go down as smoothly as the red wine.
Comedy, Biography, Drama
France|USA
2018
113 Minutes
Joaquin Phoenix Jonah Hill Rooney Mara Jack Black Carrie Brownstein Beth Ditto Kim Gordon Udo Kier
handicapped person alcoholic artist friend girlfriend family member inspiring intense emotional powerful quirky witty portland, ore. house doctor's office ambulance street strip club artistic struggle therapy
On the rocky path to sobriety after a life-changing accident, John Callahan discovers the healing power of art, willing his injured hands into drawing hilarious, often controversial cartoons, which bring him a new lease on life.
Comedy
USA
2011
99 Minutes
Greta Gerwig Adam Brody Analeigh Tipton Megalyn Euchikunwoke Carrie MacLemore Hugo Becker Billy Magnussen Caitlin Fitzgerald Jermaine Crawford Aubrey Plaza Zach Woods
college student young woman friend newcomer young man amusing witty quirky new england college dorm campus campus life female bonding friendship breaking rules relationships rise rivalry transformation
A trio of girls set out to change the male-dominated environment of the Seven Oaks college campus, and to rescue their fellow students from depression, grunge and low standards of every kind.
Comedy
USA
1933
69 Minutes
Stan Laurel Oliver Hardy Charley Chase Mae Busch Dorothy Christy Lucien Littlefield John Elliott Charley Young John Merton William Gillespie Charles McAvoy
husband wife friend veterinarian ruler best friend cheery hilarious madcap lighthearted amusing intense chicago hawaii family home ballroom redemption ship friendship male bonding
When Stan and Ollie trick their wives into thinking that they are taking a medicinal cruise while they're actually going to a convention, the wives find out the truth the hard way.
Comedy, Adventure, Drama
Germany|Canada|UK|South Africa|USA
2014
114 Minutes
Simon Pegg Toni Collette Rosamund Pike Stellan Skarsgård Jean Reno Christopher Plummer Chad Willett Veronica Ferres Jakob Davies
psychiatrist girlfriend patient friend traveler doctor amusing confident emotional quirky touching witty london office apartment airplane hospital house identity crisis happiness
A psychiatrist searches the globe to find the secret of happiness.