Awkward Comedy backdrop

Awkward Comedy movies

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

Wish I Was Here

61. Wish I Was Here

Drama Comedy Family Drama Awkward Comedy
6.6

20141h 47min

France, United States

Director: Zach Braff

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.

Men, Women & Children

62. Men, Women & Children

Drama Comedy Coming-of-Age Drama Awkward Comedy
6.6

20141h 56min

United States

Director: Jason Reitman

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.

Words and Pictures

63. Words and Pictures

Comedy Drama Romance Romantic Comedy Relationship Drama
6.6

20141h 51min

Australia, Canada

Director: Fred Schepisi

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.

Juno

64. Juno

Comedy Drama Romance Coming-of-Age Drama Romantic Comedy
7.4

20071h 36min

United States

Director: Jason Reitman

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.

Lars and the Real Girl

65. Lars and the Real Girl

Comedy Drama Romance Romantic Comedy Relationship Drama
7.3

20071h 47min

United States

Director: Craig Gillespie

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.

Bridesmaids

66. Bridesmaids

Comedy Romance Romantic Comedy Awkward Comedy
6.8

20112h 5min

United States

Director: Paul Feig

Annie's life is a mess. But when she finds out her lifetime best friend is engaged, she simply must serve as Lillian's maid of honor. Though lovelorn and broke, Annie bluffs her way through the expensive and bizarre rituals. With one chance to get it perfect, she’ll show Lillian and her bridesmaids just how far you’ll go for someone you love.

Themes

Economic precarity, Fear of commitment, Female friendship under pressure, Wealth and vanity, Competition among friends, Social performance and appearances

Available on

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

Romantics Anonymous

67. Romantics Anonymous

Drama Comedy Romance Romantic Comedy Awkward Comedy
6.9

20101h 20min

Belgium, France

Director: Jean-Pierre Améris

What happens when a man and a woman share a common passion? They fall in love. And this is what happens to Jean-René, the boss of a small chocolate factory, and Angélique, a gifted chocolate maker he has just hired. What occurs when a highly emotional man meets a highly emotional woman? They fall in love, and this is what occurs to Jean-René and Angélique who share the same handicap. But being pathologically timid does not make things easy for them. So whether they will manage to get together, join their solitudes and live happily ever after is a guessing matter.

Themes

Collaboration under pressure, Craft as lifeblood, Social anxiety and romance, Fear of intimacy, Support networks and growth

Available on

Amazon Video
Plex Channel
Data provided by JustWatch.Availability may vary by region.

I Love You, Man

68. I Love You, Man

Comedy Romance Awkward Comedy Romantic Comedy
7.0

20091h 45min

United States

Director: John Hamburg

Peter Klaven is a successful real estate agent who, upon getting engaged to the woman of his dreams, Zooey, discovers, to his dismay and chagrin, that he has no male friend close enough to serve as his Best Man. Peter immediately sets out to rectify the situation, embarking on a series of bizarre and awkward "man-dates."

Themes

Male friendship deficit, Performative masculinity, Marriage social pressure, Awkward social performance, Social signaling through weddings, Public image through advertising, Loyalty and friendship repair

Available on

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

Follows three social outcasts -- two geeks and a cynic -- as they attempt to navigate a time-travel conundrum in the middle of a British pub.

Themes

Deception and manipulation, Time travel consequences, Group dynamics under pressure, Editorial censorship, Memory across timelines, Art and cultural standards

Available on

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

Lost in Translation

70. Lost in Translation

Drama Romance Comedy Bittersweet Romance Relationship Drama
7.7

20031h 42min

United Kingdom, United States

Director: Sofia Coppola

A washed-up movie star and a young wife drift through Tokyo on separate, lonely trips—until a chance meeting in a hotel bar pulls them into a fragile, electric connection that makes going back to their real lives suddenly unbearable.

Themes

Culture clash and loneliness, Midlife crisis and longing, Homesickness in foreign city, Age-difference relationship, Quiet companionship in foreign city, Nostalgic melancholy and hope

Available on

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