Awkward Comedy backdrop

Awkward Comedy movies

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

The Right Kind of Wrong

1. The Right Kind of Wrong

Romance Comedy Romantic Comedy Awkward Comedy
6.1
20131h 37min

Overview

A stubborn idealist spies a bride on her way to her wedding and immediately falls in love with her.

Themes

Romance under social scrutiny, Fear as obstacle, Pursuit despite disapproval, Unexpected attraction, Marriage as pressure, Public reputation vs privacy

Available on

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

What If

2. What If

Drama Comedy Romance Romantic Comedy Awkward Comedy
6.8
20131h 38min

Overview

Medical-school dropout Wallace has been repeatedly burned by bad relationships. So while everyone around him, including his roommate Allan, seems to be finding the perfect partner, Wallace decides to put his love life on hold. It is then that he meets Chantry, an animator who lives with her longtime boyfriend Ben. Wallace and Chantry form an instant connection, striking up a close friendship. Still, there is no denying the chemistry between them, leading the pair to wonder, what if the love of your life is actually your best friend?

Themes

Friendship versus romance, Boundaries and desire, Distance and commitment, Social expectations in dating, Career versus relationship, Trust under ambiguity

Available on

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

Afternoon Delight

3. Afternoon Delight

Comedy Drama Awkward Comedy Relationship Drama
5.7
20131h 35min

Overview

Rachel is a quick-witted and lovable stay-at-home mom, frustrated with the responsibilities of her son's preschool, a lacklustre sex life and a career that's gone kaput. One night, intent on spicing up their marriage, she visits an LA strip club with her husband, where she meets McKenna, a stripper she adopts as her live-in nanny.

Themes

Power dynamics in relationships, Trust and betrayal, Marital dissatisfaction, Caregiving boundaries, Sexual desire and caregiver roles, Sex work vulnerability

Available on

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

We're the Millers

4. We're the Millers

Comedy Crime Awkward Comedy Narcotics Crime
7.0
20131h 50min

Overview

A veteran pot dealer creates a fake family as part of his plan to move a huge shipment of weed into the U.S. from Mexico.

Themes

Deception under pressure, Fake family dynamics, Drug dealer obligations, Witness protection realities, Rv based operation

Available on

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

My Mom Is a Character

5. My Mom Is a Character

Comedy Awkward Comedy
6.8
20131h 25min

Overview

After another spat with her kids, Dona Hermínia decides to take some time off from them and hides away in her aunt's house, where she reminisces about her kids in an age when they still needed her.

Themes

Work life balance, Family conflict, Intergenerational memory, Urban social pressures, Parental independence, Self reflection


Frances Ha

6. Frances Ha

Comedy Drama Awkward Comedy Coming-of-Age Drama
7.4
20131h 26min

Overview

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.

The Big Wedding

7. The Big Wedding

Comedy Awkward Comedy
5.6
20131h 30min

Overview

To the amusement of their adult children and friends, long-divorced couple Don and Ellie Griffin are forced to play the happy couple for the sake of their adopted son's wedding after his ultra conservative Catholic biological mother unexpectedly decides to fly halfway across the world to attend. With all of the wedding guests looking on, the Griffins are hilariously forced to confront their past, present and future - and hopefully avoid killing each other in the process.

Themes

Family dynamics under strain, Forbidden attractions and boundaries, Deception around marriage, Intergenerational tensions, Public/private conflict during wedding, Tradition vs modern relationships

Available on

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

Family Weekend

8. Family Weekend

Comedy Drama Awkward Comedy Family Drama
6.2
20131h 45min

Overview

A 16-year-old girl takes her parents hostage after they miss her big jump-roping competition.

Themes

Deception within family, Relocation and instability, Loyalty under crime, Survival under protection, Violence intruding domestic life, Performance of normal life

Available on

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

Admission

9. Admission

Comedy Drama Romance Romantic Comedy Relationship Drama
5.7
20131h 47min

Overview

Straitlaced Princeton University admissions officer Portia Nathan is caught off-guard when she makes a recruiting visit to an alternative high school overseen by her former classmate, the freewheeling John Pressman. Pressman has surmised that Jeremiah, his gifted yet very unconventional student, might well be the son that Portia secretly gave up for adoption many years ago.

Themes

Power dynamics in academia, Elite education pressure, Admission bias and manipulation, Secrecy of parentage, Ethics in admissions, Class mobility and aspiration

Available on

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

I Give It a Year

10. I Give It a Year

Comedy Romance Romantic Comedy Awkward Comedy
5.7
20131h 37min

Overview

After a quick courtship, two lovers hastily decide to tie the knot. As their first year of marriage unfolds, temptation and incompatibility put their relationship in jeopardy.

Themes

Temptation and fidelity, Marriage versus career, Need for stability, Social judgment and scrutiny, Adjusting expectations over time, Communication under stress

Available on

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