Awkward Comedy backdrop

Awkward Comedy movies

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

Wish I Was Here

1. Wish I Was Here

Drama Comedy Family Drama Awkward Comedy
6.6
20141h 47min

Overview

Aidan Bloom, a struggling actor, father and husband, is 35 years old and still trying to find a purpose for his life. He and his wife are barely getting by financially and Aidan passes his time by fantasizing about being the great futuristic Space-Knight he'd always dreamed he'd be as a little kid. When his ailing father can no longer afford to pay for private school for his two kids and the only available public school is on its last legs, Aidan reluctantly agrees to attempt to home-school them. Through teaching them about life his way, Aidan gradually discovers some of the parts of himself he couldn't find.

Themes

Homeschooling versus private schooling, Economic pressures on education, Faith and practical ethics, Pursuit of uncertain career, Family obligations under stress, Caregiving across generations

Available on

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

Obvious Child

2. Obvious Child

Comedy Romance Romantic Comedy Awkward Comedy
6.7
20141h 25min

Overview

An immature, newly unemployed comic must navigate the murky waters of adulthood after her fling with a graduate student results in an unplanned pregnancy.

Themes

Pregnancy decision under pressure, Autonomy versus dependence, Career versus personal life, Parental support and boundaries, Romantic connection and hesitation, Unemployment and self-direction

Available on

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

The Angriest Man in Brooklyn

3. The Angriest Man in Brooklyn

Drama Comedy Everyday Life Drama Awkward Comedy
5.7
20141h 24min

Overview

After learning that a brain aneurysm will kill him in about 90 minutes, a perpetually unhappy man struggles to come to terms with his fate and make amends with everyone he has ever hurt.

Themes

Friendship under strain, Time pressure, Mortality awareness, Doctor patient tension, Strained family relationships, Urban life stress

Available on

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

Words and Pictures

4. Words and Pictures

Comedy Drama Romance Romantic Comedy Relationship Drama
6.6
20141h 51min

Overview

An art instructor and an English teacher form a rivalry that ends up with a competition at their school in which students decide whether words or pictures are more important.

Themes

Words versus images, Artistic restraint vs impulsivity, Education under reputation pressure, Creativity under criticism, Disability and artistic production, Public scrutiny and school politics

Available on

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

Neighbors

5. Neighbors

Comedy Awkward Comedy
6.3
20141h 37min

Overview

A couple with a newborn baby face unexpected difficulties after they are forced to live next to a fraternity house.

Themes

Deception and manipulation, Trust and betrayal, Parenting vs partying, Adult boundaries tested, Noise vs safety, Neighborhood disruption, Peer pressure and retaliation

Available on

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

Serial (Bad) Weddings

6. Serial (Bad) Weddings

Comedy Awkward Comedy
7.0
20141h 34min

Overview

A catholic French couple sees their life upside down when their four daughters get married to men of different religion and origins.

Themes

Interfaith marriage pressure, Racial prejudice tensions, Familial acceptance vs rejection, Cultural assimilation tension, Gaullist family dynamics, Outsider romance consequences

Available on

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

That Awkward Moment

7. That Awkward Moment

Comedy Romance Romantic Comedy Awkward Comedy
6.1
20141h 34min

Overview

Best pals Jason and Daniel indulge in casual flings and revel in their carefree, unattached lives. After learning that the marriage of their friend Mikey is over, they gladly welcome him back into their circle. The three young men make a pact to have fun and avoid commitment. However, when all three find themselves involved in serious relationships, they must keep their romances secret from one another.

Themes

Loyalty under pressure, Deception in dating, Secret relationships, Friendship vs romance, Commitment avoidance, Pact and temptation

Available on

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

Infinitely Polar Bear

8. Infinitely Polar Bear

Drama Comedy Family Drama Awkward Comedy
6.9
20141h 27min

Overview

A manic-depressive mess of a father tries to win back his wife by attempting to take full responsibility of their two young, spirited daughters, who don't make the overwhelming task any easier.

Themes

Family resilience under illness, Wealth control and schooling access, Caregiving under financial strain, Education as mobility strategy, Role reversal and responsibility, Absent parent dynamic

Available on

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

G.B.F.

9. G.B.F.

Comedy Drama Awkward Comedy Coming-of-Age Drama
5.9
20141h 33min

Overview

The bitter fight for supremacy between the three most popular girls at North Gateway High takes an unexpected turn when their classmate, Tanner, is outed and becomes the school’s first openly gay student. The trio races to bag the big trend in fashion accessories, the Gay Best Friend, while Tanner must decide whether his skyrocketing popularity is more important than the friendships he is leaving behind.

Themes

Identity and belonging, Peer pressure and conformity, Outness and acceptance, Norms and prejudice, Clique dynamics and rivalry, Appearance and popularity

Available on

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

A Case of You

10. A Case of You

Comedy Romance Romantic Comedy Awkward Comedy
5.6
20131h 31min

Overview

Young writer Sam has a crush on Birdie, the cute and quirky barista at his local coffee shop. When his conventional attempts to woo her crash and burn, he takes his efforts online, creating an Internet profile embellished with all of the details that would make him Birdie’s dream guy. When the harebrained scheme is a surprise success and Birdie falls for his exaggerated alter ego, Sam must keep up the act or lose his dream girl forever.

Themes

Romantic deception, Public image vs private life, Social media influence, Performative self, Online persona manipulation, Insecurity and self-doubt

Available on

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