Awkward Comedy backdrop

Awkward Comedy movies

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

Junebug

91. Junebug

Comedy Drama Family Drama Awkward Comedy
6.9

20051h 46min

United States

Director: Phil Morrison

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.

Napoleon Dynamite

92. Napoleon Dynamite

Comedy Awkward Comedy
7.0

20041h 35min

United States

Director: Jared Hess

A listless and alienated teenager decides to help his new friend win the class presidency in their small western high school, while he must deal with his bizarre family life back home.

Themes

Underdog resilience, Sibling dynamics, Peer acceptance tension, Popularity vs authenticity, Performative talent, Small-town cliques

Available on

Amazon Video
Apple TV
Hulu
Data provided by JustWatch.Availability may vary by region.

Pieces of April

93. Pieces of April

Comedy Drama Family Drama Awkward Comedy
7.0

20031h 21min

United States

Director: Peter Hedges

Quirky and rebellious April Burns lives with her boyfriend in a low-rent New York City apartment miles away from her emotionally distant family. But when she discovers that her mother has a fatal form of breast cancer, she invites the clan to her place for Thanksgiving. While her father struggles to drive her family into the city, April -- an inexperienced cook -- runs into kitchen trouble and must ask a neighbor for help.

Themes

Dysfunctional family tensions, Breast cancer pressure, Urban neighborhood resilience, Apartment building solidarities, Estranged family dynamics, Road trip dynamics

Available on

Amazon Video
Apple TV
fuboTV
Data provided by JustWatch.Availability may vary by region.

About a Boy

94. About a Boy

Drama Comedy Romance Romantic Comedy Awkward Comedy
7.1

20021h 41min

United Kingdom, United States

Director: Paul Weitz

Will Freeman is a good-looking, smooth-talking bachelor whose primary goal in life is avoiding any kind of responsibility. But when he invents an imaginary son in order to meet attractive single moms, Will gets a hilarious lesson about life from a bright, but hopelessly geeky 12-year-old named Marcus. Now, as Will struggles to teach Marcus the art of being cool, Marcus teaches Will that you're never too old to grow up.

Themes

Christmas bonding moment, Single parent pressures, Becoming an adult, Friendship under strain, Bachelor lifestyle limits, Deception and care

Available on

Amazon Prime Video
Amazon Video
Apple TV
Data provided by JustWatch.Availability may vary by region.

Palindromes

95. Palindromes

Comedy Drama Coming-of-Age Drama Awkward Comedy
6.7

20051h 40min

United States

Director: Todd Solondz

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.

Hitch

96. Hitch

Comedy Drama Romance Romantic Comedy Relationship Drama
6.6

20051h 58min

United States

Director: Andy Tennant

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.

The Taste of Others

97. The Taste of Others

Drama Comedy Romance Romantic Comedy Awkward Comedy
7.2

20001h 52min

France

Director: Agnès Jaoui

Unpolished and ultra-pragmatic industrialist Jean-Jacques Castella reluctantly attends Racine's tragedy "Berenice" in order to see his niece play a bit part. He is taken with the play's strangely familiar-looking leading lady Clara Devaux. During the course of the show, Castella soon remembers that he once hired and then promptly fired the actress as an English language tutor. He immediately goes out and signs up for language lessons. Thinking that he is nothing but an ill-tempered philistine with bad taste, Clara rejects him until Castella charms her off her feet.

Themes

Extramarital affair, Marital strain, Teacher student tension, Class vs art, Art and business collide, Language lessons romance

Available on

Netflix
Google Play Movies
Orange VOD
Data provided by JustWatch.Availability may vary by region.

Thumbsucker

98. Thumbsucker

Comedy Drama Coming-of-Age Drama Awkward Comedy
6.5

20051h 36min

United States

Director: Mike Mills

Justin Cobb, a teenager in suburban Oregon, copes with his thumb-sucking problem, romance, and his diagnosis with ADHD and subsequent experience using Ritalin.

Themes

Adolescent autonomy and dependence, Academic ambition and deception, Family aging anxieties, Peer influence and risk-taking, Romance and boundary testing, Stimulant use and performance

Available on

Amazon Prime Video
Amazon Video
Apple TV
Data provided by JustWatch.Availability may vary by region.

Notting Hill

99. Notting Hill

Romance Comedy Romantic Comedy Awkward Comedy
7.2

19992h 4min

United Kingdom, United States

Director: Roger Michell

The life of William, the owner of a small bookshop in London, changes dramatically after a famous movie star visits his store. From there, the already unusual encounter grows into a romance.

Themes

Class differences, Fame and privacy, Public romance pressures, Media scrutiny, Friendship networks, Ordinary life vs stardom

Available on

Amazon Prime Video
Amazon Video
Apple TV
Data provided by JustWatch.Availability may vary by region.

Something's Gotta Give

100. Something's Gotta Give

Drama Comedy Romance Romantic Comedy Awkward Comedy
6.7

20032h 8min

United States

Director: Nancy Meyers

When perpetually single, aging music industry exec Harry Sanborn, and his latest trophy girlfriend, Marin, arrive at her mother's beach house in the Hamptons, they find that her mother, playwright Erica Barry, also plans to stay for the weekend. Erica is scandalized by the relationship and Harry's sexist ways. But when Harry has a heart attack while there, and the doctor prescribes bedrest, his only option is to stay at the Barry home. Left in the care of Erica and his doctor, a love triangle starts to take shape.

Themes

Illness as catalyst, Power dynamics in dating, Age difference romance, Mother daughter relationship, Professional life vs romance, Theater as coping outlet

Available on

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