Awkward Comedy backdrop

Awkward Comedy movies

Cringe-powered, character-based humor: misreads, social discomfort, odd sincerity, and painfully funny situations.

181. Junebug

Junebug
Comedy Drama Family Drama Awkward Comedy
6.9
20051h 46minUnited States
Director: Phil Morrison

Overview

On the way to meet with an independent artist in the South, newlywed art dealer Madeleine is convinced by her husband, George, that they should stop to meet his family in North Carolina. Madeleine's affluent lifestyle clashes with the family, but she befriends George's wide-eyed and pregnant sister-in-law, Ashley, who is nearing her due date. Through the family, Madeleine gains greater insight into George's character.

Themes

Pregnancy vulnerability, Class tension in family, Appearances vs reality, Outsider art ambitions vs constraints, In-law expectations vs autonomy, Prejudice in art circles

Available on

Amazon Video
Google Play Movies
YouTube
Data provided by JustWatch.Availability may vary by region.

182. Me and You and Everyone We Know

Me and You and Everyone We Know
Comedy Drama Awkward Comedy Family Drama
7.2
20051h 31minUnited Kingdom, United States
Director: Miranda July

Overview

Single dad Richard meets Christine, a starving artist who moonlights as a cabbie. They awkwardly attempt to start a romance, but Richard’s divorce has left him emotionally damaged. Meanwhile, Richard’s sons—one a teenager, the other 6-years-old—take part in clumsy experiments with the opposite sex.

Themes

Art gallery exposure, Playground boundary negotiation, Separation emotional strain, Hope chest symbolism, Shoe salesman vulnerability, Chat session ambiguity

Available on

Kanopy
Criterion Channel
Philo
Data provided by JustWatch.Availability may vary by region.

183. Palindromes

Palindromes
Comedy Drama Coming-of-Age Drama Awkward Comedy
6.7
20051h 40minUnited States
Director: Todd Solondz

Overview

Aviva is thirteen, awkward and sensitive. Her mother Joyce is warm and loving, as is her father, Steve, a regular guy who does have a fierce temper from time to time. The film revolves around her family, friends and neighbors.

Themes

Reproductive autonomy, Foster care vulnerability, Parental control and fear, Family deception and coercion, Conflicted adolescence under pressure, Ideology-driven violence

Available on

Amazon Video
Apple TV
Fandango At Home
Data provided by JustWatch.Availability may vary by region.

184. Transamerica

Transamerica
Drama Adventure Comedy Relationship Drama Awkward Comedy
7.3
20051h 43minUnited States
Director: Duncan Tucker

Overview

A transgender woman takes an unexpected journey when she learns that she had a son, now a teenage runaway hustling on the streets of New York.

Themes

Parent child relationship, Gender identity conflict, Trauma from sexual abuse, Road trip resilience, New identity tension, Social stigma pressure

Available on

Amazon Video
Apple TV
Google Play Movies
Data provided by JustWatch.Availability may vary by region.

185. Hitch

Hitch
Comedy Drama Romance Romantic Comedy Relationship Drama
6.6
20051h 58minUnited States
Director: Andy Tennant

Overview

Dating coach Alex 'Hitch' Hitchens mentors a bumbling client, Albert, who hopes to win the heart of the glamorous Allegra Cole. While Albert makes progress, Hitch faces his own romantic setbacks when proven techniques fail to work on Sara Melas, a tabloid reporter digging for dirt on Allegra Cole's love life. When Sara discovers Hitch's connection to Albert – now Allegra's boyfriend – it threatens to destroy both relationships.

Themes

Trust under manipulation, Public exposure consequences, Careers vs genuine connections, Image versus authenticity, Protective skepticism, Self-identity through relationships

Available on

Amazon Video
Apple TV
Google Play Movies
Data provided by JustWatch.Availability may vary by region.

186. The Wedding Date

The Wedding Date
Romance Comedy Romantic Comedy Awkward Comedy
6.1
20051h 28minUnited Kingdom, United States
Director: Clare Kilner

Overview

With the wedding of her younger sister fast approaching, Kat Ellis faces the undesirable prospect of traveling alone to London for the ceremony. While this is bad enough, Jeffrey, the man who left her as they moved closer to marriage, happens to be the groom's best man. Determined to show everyone -- most of all Jeffrey -- that her romantic life is as full and thrilling as ever, Kat hires a charming male escort as her date.

Themes

Romantic deception, Wedding pressure, Family dynamics, Jealousy and social perception, Betrayal consequences, Fake relationship

Available on

Amazon Video
Apple TV
Google Play Movies
Data provided by JustWatch.Availability may vary by region.

187. Meet the Fockers

Meet the Fockers
Comedy Romance Romantic Comedy Awkward Comedy
6.4
20041h 55minUnited States
Director: Jay Roach

Overview

Hard-to-crack ex-CIA man Jack Byrnes and his wife Dina head for the warmer climes of Florida to meet the parents of their son-in-law-to-be, Greg Focker. Unlike their happily matched offspring, the future in-laws find themselves in a situation of opposites that definitely do not attract.

Themes

Deception and exposure, Parent-child tension, In-law meddling, Trust under surveillance, Family dynamics under scrutiny, Marriage as social test

Available on

Amazon Video
Apple TV
Google Play Movies
Data provided by JustWatch.Availability may vary by region.

188. Spanglish

Spanglish
Drama Comedy Family Drama Awkward Comedy
6.4
20042h 10minUnited States
Director: James L. Brooks

Overview

Mexican immigrant and single mother Flor Moreno finds housekeeping work with Deborah and John Clasky, a well-off couple with two children of their own. When Flor admits she can't handle the schedule because of her daughter, Cristina, Deborah decides they should move into the Clasky home. Cultures clash and tensions run high as Flor and the Claskys struggle to share space while raising their children on their own, and very different, terms.

Themes

Class inequality, Immigrant struggle, Language barrier, Mother-daughter bond, Cultural clash, Deceit and betrayal, Privilege vs duty

Available on

Amazon Video
Apple TV
Google Play Movies
Data provided by JustWatch.Availability may vary by region.

189. Look at Me

Look at Me
Comedy Drama Coming-of-Age Drama Awkward Comedy
6.8
20041h 50minFrance, Italy
Director: Agnès Jaoui

Overview

Talented 20-year-old Lolita dreams of a singing career. But her self-esteem is low due to her weight problem and her narcissistic father, Étienne, a literary star with scant interest in his daughter's life. Lolita finds little comfort in the attentions of her vocal coach, suspecting the woman is using her to meet her influential father. Étienne's second wife proves to be Lolita's only trustworthy ally in her private battle to find a sense of worth.

Themes

Author arrogance, Overweight woman self-esteem, Woman director visibility, Falling in love dynamics, Complex relationship dynamics

Available on

Netflix
Apple TV
Google Play Movies
Data provided by JustWatch.Availability may vary by region.

190. Bridget Jones: The Edge of Reason

Bridget Jones: The Edge of Reason
Comedy Romance Romantic Comedy Awkward Comedy
6.0
20041h 48minUnited Kingdom, United States
Director: Beeban Kidron

Overview

Bridget Jones is still dating her new love, barrister Mark Darcy, for a perfect six weeks. However, while on assignment in Thailand with her disreputable ex, Daniel Cleaver, claiming to be reformed, Bridget questions if she has everything she's ever dreamed of having.

Themes

Romantic competition and insecurity, Jealousy and trust dynamics, Media life and public scrutiny, Deception and misperception, Travel-induced chaos and spectacle, Reconciliation and commitment

Available on

Amazon Video
Apple TV
Google Play Movies
Data provided by JustWatch.Availability may vary by region.