Awkward Comedy backdrop

Awkward Comedy movies

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

The Wedding Ringer

1. The Wedding Ringer

Comedy Awkward Comedy
6.6
20151h 41min

Overview

Doug Harris is a loveable but socially awkward groom-to-be with a problem: he has no best man. With less than two weeks to go until he marries the girl of his dreams, Doug is referred to Jimmy Callahan, owner and CEO of Best Man, Inc., a company that provides flattering best men for socially challenged guys in need. What ensues is a hilarious wedding charade as they try to pull off the big con, and an unexpected budding bromance between Doug and his fake best man Jimmy.

Themes

Wedding ritual pressure, Genuine connection vs facade, Paid friendship manipulation, Loyalty under commercial terms, Social role performance, Approval dynamics in social circles

Available on

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

Life Partners

2. Life Partners

Romance Comedy Romantic Comedy Awkward Comedy
6.2
20141h 35min

Overview

A 29-year-old lawyer and her lesbian best friend experience a dramatic shift in their longtime bond after one enters a serious relationship.

Themes

Family pressure, Career vs relationship, Social expectations in dating, Romance vs friendship, Jealousy and exclusion, Ambition and identity

Available on

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

The Road Within

3. The Road Within

Comedy Drama Coming-of-Age Drama Awkward Comedy
7.0
20141h 40min

Overview

A young man with Tourette's Syndrome embarks on a road trip with his recently-deceased mother's ashes.

Themes

Trust under pressure, Parent child relationship, Mental health stigma, Bereavement processing, Road trip, Caregiver responsibilities, Boundaries under pressure

Available on

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

Men, Women & Children

4. Men, Women & Children

Drama Comedy Coming-of-Age Drama Awkward Comedy
6.6
20141h 56min

Overview

Follows the story of a group of high school teenagers and their parents as they attempt to navigate the many ways the internet has changed their relationships, their communication, their self-image, and their love lives.

Themes

Parental surveillance and control, Online self-image pressure, Public performance and fame, Tech mediated relationships, Digital temptation and infidelity, Privacy erosion and exposure

Available on

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

Alexander and the Terrible, Horrible, No Good, Very Bad Day

5. Alexander and the Terrible, Horrible, No Good, Very Bad Day

Family Comedy Parent-Child Family Awkward Comedy
6.2
20141h 21min

Overview

Alexander's day begins with gum stuck in his hair, followed by more calamities. Though he finds little sympathy from his family and begins to wonder if bad things only happen to him, his mom, dad, brother, and sister all find themselves living through their own terrible, horrible, no good, very bad day.

Themes

Job interview pressure, Family resilience under stress, Bad luck effect on family, Driver's test challenges, Embarrassment and social pressure, Sibling caregiving under strain

Available on

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

What We Did on Our Holiday

6. What We Did on Our Holiday

Comedy Awkward Comedy
6.9
20141h 35min

Overview

Doug and Abi and their three children travel to the Scottish Highlands for Doug's father Gordie's birthday party. It's soon clear that when it comes to keeping a secret under wraps from the rest of the family, their children are their biggest liability...

Themes

Deception in marriage, Aging patriarch and legacy, Family conflict under scrutiny, Media pressure on private lives, Wealth and kin rivalry, Separation and appearances

Available on

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

Two Night Stand

7. Two Night Stand

Romance Comedy Romantic Comedy Awkward Comedy
6.3
20141h 26min

Overview

After an extremely regrettable one night stand, two strangers wake up to find themselves snowed in after sleeping through a blizzard that put all of Manhattan on ice. They're now trapped together in a tiny apartment, forced to get to know each other way more than any one night stand should.

Themes

Isolation and connection, Snowstorm confinement, New year's eve pressure, One-night stand dynamics, Trust and miscommunication, Online dating pitfalls, Relationship complications

Available on

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

Playing It Cool

8. Playing It Cool

Comedy Romance Romantic Comedy Awkward Comedy
5.9
20141h 34min

Overview

A young man meets and instantly falls in love with an engaged woman.

Themes

Romcom expectations vs reality, Commitment anxiety, Lying about charities, Engaged woman obstacle, Friends vs romance, Screenwriter perspective on romance

Available on

Amazon Video
Hulu
The Roku Channel
Data provided by JustWatch.Availability may vary by region.

Laggies

9. Laggies

Comedy Drama Romance Coming-of-Age Drama Romantic Comedy
6.4
20141h 40min

Overview

Overeducated and underemployed, 28 year old Megan is in the throes of a quarterlife crisis. Squarely into adulthood with no career prospects, no particular motivation to think about her future and no one to relate to, Megan is comfortable lagging a few steps behind - while her friends check off milestones and celebrate their new grown-up status. When her high-school sweetheart proposes, Megan panics and- given an unexpected opportunity to escape for a week - hides out in the home of her new friend, 16-year old Annika and Annika's world-weary single dad Craig.

Themes

Deception and secrecy, Quarterlife crisis, Adult responsibility pressures, Romance and commitment anxiety, Parent-child boundaries, Female friendship solidarity

Available on

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

Hector and the Search for Happiness

10. Hector and the Search for Happiness

Adventure Drama Comedy Globetrotting Adventure Psychological Drama
6.9
20141h 54min

Overview

Hector is a quirky psychiatrist who has become increasingly tired of his humdrum life. As he tells his girlfriend, Clara, he feels like a fraud: he hasn’t really tasted life, and yet he’s offering advice to patients who are just not getting any happier. So Hector decides to break out of his deluded and routine driven life. Armed with buckets of courage and child-like curiosity, he embarks on a global quest in hopes of uncovering the elusive secret formula for true happiness. And so begins a larger than life adventure with riotously funny results.

Themes

Trust under pressure, Disruption of routine, Cross-cultural encounters, Brain science and emotion, Pursuit of happiness, Risk and survival in travel

Available on

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