Awkward Comedy backdrop

Awkward Comedy movies

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

Ralph Breaks the Internet

21. Ralph Breaks the Internet

Family Animation Comedy Adventure Family Animation
7.0

20181h 52min

United States

Director: Phil Johnston

Video game bad guy Ralph and fellow misfit Vanellope von Schweetz must risk it all by traveling to the World Wide Web in search of a replacement part to save Vanellope's video game, Sugar Rush. In way over their heads, Ralph and Vanellope rely on the citizens of the internet — the netizens — to help navigate their way, including an entrepreneur named Yesss, who is the head algorithm and the heart and soul of trend-making site BuzzzTube.

Themes

Trust and deception, Online fame economy, Belonging in digital spaces, Algorithmic influence, Independence versus dependence, Desire for novelty

Available on

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

I Want You Back

22. I Want You Back

Comedy Romance Romantic Comedy Awkward Comedy
6.5

20221h 56min

United States

Director: Jason Orley

Peter and Emma thought they were on the precipice of life’s biggest moments – marriage, kids, and houses in the suburbs – until their respective partners dumped them. Horrified to learn that the loves of their lives have already moved on, Peter and Emma hatch a hilarious plan to win back their exes with unexpected results.

Themes

Deception in dating, Breakup resilience, Relational manipulation, Wedding social pressure, Theater as catalyst, Ambition vs family duty

Available on

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

Honor Society

23. Honor Society

Comedy Awkward Comedy
6.5

20221h 38min

United States, Canada

Director: Oran Zegman

Honor is an ambitious high school senior whose sole focus is getting into Harvard, assuming she can first score the coveted recommendation from her guidance counselor, Mr. Calvin. Willing to do whatever it takes, Honor concocts a Machiavellian-like plan to take down her top three student competitors, until things take a turn when she unexpectedly falls for her biggest competition, Michael.

Themes

Class inequality, Social climbing, Coming of age, Academic pressure, Deception in competition, Rivalry and relationships

Available on

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

Brittany Runs a Marathon

24. Brittany Runs a Marathon

Comedy Drama Coming-of-Age Drama Awkward Comedy
6.8

20191h 43min

United States

Director: Paul Downs Colaizzo

Hilarious and outgoing, Brittany Forgler, is everybody’s best friend ― except her own. Her partying, underemployment and toxic relationships are catching up with her. She receives a startling wake-up call when a visit to the doctor reveals how unhealthy she is. Motivated to lose weight, but too broke for a gym and too proud to ask for help, Brit is at a loss, until her neighbor pushes her to run one sweaty block. Soon, she sets an almost unthinkable goal: the New York City Marathon.

Themes

Party culture pressure, Weight loss journey, Economic barriers to fitness, Romance and commitment, Social judgment and embarrassment, Friendship and accountability

Available on

Amazon Prime Video
Amazon Prime Video with Ads
Data provided by JustWatch.Availability may vary by region.

Tully

25. Tully

Comedy Drama Awkward Comedy Family Drama
6.9

20181h 35min

Canada, United States

Director: Jason Reitman

Marlo, a mother of three, including a newborn, is gifted a night nanny by her brother. Hesitant at first, she quickly forms a bond with the thoughtful, surprising, and sometimes challenging nanny named Tully.

Themes

Caregiving under pressure, Parental identity under strain, Sleep deprivation effects, Marital closeness under stress, Boundary negotiation in caregiving, Child behavioral challenges

Available on

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

Happiest Season

26. Happiest Season

Romance Comedy Romantic Comedy Awkward Comedy
6.6

20201h 42min

United States

Director: Clea DuVall

A young woman's plans to propose to her girlfriend while at her family's annual holiday party are upended when she discovers her partner hasn't yet come out to her conservative parents.

Themes

Authenticity vs performance, Coming out under pressure, Parental expectations and control, Family acceptance vs tradition, Public exposure and reputation, Sibling dynamics and support

Available on

Hulu
Data provided by JustWatch.Availability may vary by region.

Dope

27. Dope

Crime Drama Comedy Coming-of-Age Drama Narcotics Crime
7.2

20151h 43min

United States

Director: Rick Famuyiwa

Malcolm is carefully surviving life in a tough neighborhood in Los Angeles while juggling college applications, academic interviews, and the SAT. A chance invitation to an underground party leads him into an adventure that could allow him to go from being a geek, to being dope, to ultimately being himself.

Themes

Trust under pressure, Deception and exploitation, Urban survival under pressure, Academic ambition under duress, Wealth temptation, Peer influence and risk

Available on

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

Frances Ha

28. Frances Ha

Comedy Drama Awkward Comedy Coming-of-Age Drama
7.4

20131h 26min

Brazil, United States

Director: Noah Baumbach

An aspiring dancer moves to New York City and becomes caught up in a whirlwind of flighty fair-weather friends, diminishing fortunes and career setbacks.

Themes

Economic precarity, Loyalty under strain, Friendship and ambition, Self-discovery through mobility, Urban independence, Ambition vs dependence

Available on

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

Love Exposure

29. Love Exposure

Action Comedy Drama Romance Awkward Comedy
8.0

20083h 57min

Japan

Director: Sion Sono

The story of a teenage boy named Yu, who falls for Yoko, a girl he runs into while operating for the sake of sin as an "up-skirt" photographer. His attempts to woo her are complicated by a spot of cross-dressing – which convinces Yoko that she is lesbian – dalliances with kung-fu and crime, and a constant struggle with the guilt that's a legacy of his Catholic upbringing.

Themes

Forbidden romance, Religious expectation, Transvestite disguise, Cross dressing, Disguised self, Cult manipulation

Available on

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

The Meyerowitz Stories (New and Selected)

30. The Meyerowitz Stories (New and Selected)

Comedy Drama Family Drama Awkward Comedy
6.9

20171h 52min

United States

Director: Noah Baumbach

An estranged family gathers together in New York for an event celebrating the artistic work of their father.

Themes

Intergenerational conflict, Aging and legacy, Caregiving burden, Art vs money, Family dysfunction under pressure, Private family decisions

Available on

Netflix
Netflix Standard with Ads
Data provided by JustWatch.Availability may vary by region.