Awkward Comedy backdrop

Awkward Comedy movies

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

27 Dresses

1. 27 Dresses

Comedy Romance Romantic Comedy Awkward Comedy
6.1
20081h 51min

Overview

Altruistic Jane finds herself facing her worst nightmare as her younger sister announces her engagement to the man Jane secretly adores.

Themes

Deception and exposure, Sibling relationship strain, Unrequited love, Professional integrity, Wedding planning pressure, Romance and duty conflict

Available on

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

Juno

2. Juno

Comedy Drama Romance Coming-of-Age Drama Romantic Comedy
7.4
20071h 36min

Overview

Faced with an unplanned pregnancy, sixteen year old high-schooler, Juno MacGuff, makes an unusual decision regarding her unborn child.

Themes

Unplanned pregnancy decisions, Adoption as bounded choice, Coming of age tensions, Teenage pregnancy pressure, Partnership under scrutiny, Sexuality and precocity

Available on

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

The Savages

3. The Savages

Drama Comedy Family Drama Awkward Comedy
7.1
20071h 54min

Overview

A sister and brother face the realities of familial responsibility as they begin to care for their ailing father.

Themes

Aging and memory, Sibling responsibility, Caregiving burden, Familial estrangement, Parental abuse legacy, Artistic ambition vs family duty

Available on

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

Lars and the Real Girl

4. Lars and the Real Girl

Comedy Drama Romance Romantic Comedy Relationship Drama
7.3
20071h 47min

Overview

Lars finally finds a ‘girlfriend’ who makes him feel safe, seen, and alive—only she’s a life-size plastic doll. His family and town play along to protect his fragile heart. But when real connections start knocking, will Lars cling to the love that saved him or risk shattering his illusion to truly live?

Themes

Loneliness under community gaze, Stigma around mental illness, Delusion as coping mechanism, Doll as social catalyst, Rituals of social inclusion, Family distance and care

Available on

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

The Darjeeling Limited

5. The Darjeeling Limited

Adventure Drama Comedy Globetrotting Adventure Relationship Drama
7.2
20071h 32min

Overview

Three American brothers who have not spoken to each other in a year set off on a train voyage across India with a plan to find themselves and bond with each other -- to become brothers again like they used to be. Their "spiritual quest", however, veers rapidly off-course (due to events involving over-the-counter pain killers, Indian cough syrup, and pepper spray).

Themes

Dysfunctional family dynamics, Sibling relationship, Control vs autonomy, Journey as catalyst, Grief and displacement, Unspoken parental ties

Available on

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

Eagle vs Shark

6. Eagle vs Shark

Comedy Romance Romantic Comedy Awkward Comedy
6.7
20071h 27min

Overview

Love blossoms for Lily over double Meaty Boy burgers at mid-day when uber-computer nerd Jarrod comes in and leaves with free extra large fries. After gatecrashing Jarrod's party and proving her skills on the game console, Lily goes down to Jarrod's home town with him so he can settle an old score with a past school bully.

Themes

Loyalty under pressure, Loss and memory, Parent-child tension, Family dysfunction, Revenge versus relationship, Deception and truth

Available on

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

Knocked Up

7. Knocked Up

Comedy Romance Drama Romantic Comedy Awkward Comedy
6.9
20072h 9min

Overview

A slacker and a career-driven woman accidentally conceive a child after a one-night stand. As they try to make the relationship work, they must navigate the challenges of parenthood and their differences in lifestyle and maturity.

Themes

Deception and trust, Unplanned pregnancy, Partnership under stress, Responsibility and maturation, Work-life balance, Family dynamics

Available on

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

Waitress

8. Waitress

Drama Comedy Romance Romantic Comedy Awkward Comedy
7.0
20071h 45min

Overview

A small town waitress stuck in a lousy marriage finds love when an exciting out-of-towner enters her life.

Themes

Economic dependence and escape, Illicit relationship and consequences, Domestic abuse and autonomy, Female friendship and solidarity, Creative coping through work, Dream pursuit and risk

Available on

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

Mr. Bean's Holiday

9. Mr. Bean's Holiday

Family Comedy Holiday Family Awkward Comedy
6.4
20071h 30min

Overview

Mr. Bean wins a trip to Cannes where he unwittingly separates a young boy from his father and must help the two reunite. On the way he discovers France, bicycling and true love, among other things.

Themes

Language barrier, Travel misadventure, Social misfit, False accusations, Filmmaking disruption, Cross country journey

Available on

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

Son of Rambow

10. Son of Rambow

Comedy Awkward Comedy
7.0
20071h 36min

Overview

Will is looking for an escape from his family when he encounters Lee, the school bully. Armed with a video camera and a copy of Rambo, Lee plans to make his own action-packed video epic.

Themes

Belonging under peer pressure, Religious conformity vs creativity, Identity within groups, Power dynamics among youths, Family rupture and independence, Collective art as escape

Available on

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