Awkward Comedy backdrop

Awkward Comedy movies

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

201. Berlin Blues

Berlin Blues
Comedy Drama Historical Drama Awkward Comedy
7.1
20031h 45minGermany
Director: Leander Haußmann

Overview

In October 1989, the part of the West Berlin borough of Kreuzberg called SO 36, had been largely shut off by the Wall from the rest of the city for 28 years. A lethargic sub-culture of students, artists, bohemians and barflys had flourished among crumbling buildings. Part of that microcosm is barkeeper Frank, semi-formally called 'Herr Lehmann' by friends and patrons. He hangs out drinking, sports utter disregard for anything beyond SO 36 and lazily pursues an affair with cook Katrin. His lifestyle is gradually disturbed, when his parents show up for a visit, things go awry with Katrin and his best friend Karl starts to act strange. Meanwhile, political turmoil mounts on the other side of the Wall.

Themes

Urban isolation, Routine disruption, Social pressure, Illicit romance tension, Political anxiety, Friendship strain, Generational expectations

Available on

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

202. Secondhand Lions

Secondhand Lions
Family Comedy Parent-Child Family Awkward Comedy
7.5
20031h 51minUnited States
Director: Tim McCanlies

Overview

The comedic adventures of an introverted boy left on the doorstep of a pair of reluctant, eccentric great-uncles, whose exotic remembrances stir the boy's spirit and re-ignite the men's lives.

Themes

Wealth as lure, Deception and loyalty, Intergenerational mentorship, Coming of age pressure, Family isolation vs attachment, Legacy and memory

Available on

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

203. Lost in Translation

Lost in Translation
Drama Romance Comedy Bittersweet Romance Relationship Drama
7.7
20031h 42minUnited Kingdom, United States
Director: Sofia Coppola

Overview

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.

204. Anything Else

Anything Else
Drama Comedy Romance Romantic Comedy Awkward Comedy
6.3
20031h 48minUnited States
Director: Woody Allen

Overview

Jerry Falk, an aspiring writer in New York, falls in love at first sight with a free-spirited young woman named Amanda. He has heard the phrase that life is like "anything else," but soon he finds that life with the unpredictable Amanda isn't like anything else at all.

Themes

Writer role, Anything else, Relationship problems, Advice dynamics, Infidelity impact, Psychoanalysis lens

Available on

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

205. The Man Who Copied

The Man Who Copied
Comedy Drama Romance Crime Awkward Comedy
7.6
20032h 3minBrazil
Director: Jorge Furtado

Overview

A young photocopier operator becomes infatuated with his neighbor and, unable to afford anything from her shop, turns to shady schemes to make money.

Themes

Deception as strategy, Romance under pressure, Crime as means to security, Material wealth obsession, Social climbing costs, Illusion versus reality


206. About a Boy

About a Boy
Drama Comedy Romance Romantic Comedy Awkward Comedy
7.1
20021h 41minUnited Kingdom, United States
Director: Paul Weitz

Overview

Will Freeman is a good-looking, smooth-talking bachelor whose primary goal in life is avoiding any kind of responsibility. But when he invents an imaginary son in order to meet attractive single moms, Will gets a hilarious lesson about life from a bright, but hopelessly geeky 12-year-old named Marcus. Now, as Will struggles to teach Marcus the art of being cool, Marcus teaches Will that you're never too old to grow up.

Themes

Christmas bonding moment, Single parent pressures, Becoming an adult, Friendship under strain, Bachelor lifestyle limits, Deception and care

Available on

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

207. My Big Fat Greek Wedding

My Big Fat Greek Wedding
Comedy Drama Romance Romantic Comedy Family Drama
6.6
20021h 35minUnited States
Director: Joel Zwick

Overview

A young Greek woman falls in love with a non-Greek and struggles to get her family to accept him while she comes to terms with her heritage and cultural identity.

Themes

Tradition and modernity, Generational conflict, Family pressure, Intercultural romance, Culture clash, Heritage identity

Available on

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

208. Kissing Jessica Stein

Kissing Jessica Stein
Comedy Awkward Comedy
6.5
20021h 37minUnited States
Director: Charles Herman-Wurmfeld

Overview

Jessica, a Jewish copy editor living and working in New York City, is plagued by failed blind dates with men, and decides to answer a newspaper's personal advertisement. The advertisement has been placed by 'lesbian-curious' Helen Cooper, a thirtysomething art gallerist.

Themes

Exploration of sexuality, Perfectionism and happiness, Visibility versus secrecy, Family expectations and support, Identity in intimate relationships, Growth through experimentation

Available on

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

209. Tanguy

Tanguy
Comedy Awkward Comedy
6.4
20011h 48minFrance
Director: Étienne Chatiliez

Overview

Tanguy is 28 years old and still living with his parents. They think it's time he moves out. He doesn't, so they hatch a plan.

Themes

Household control vs independence, Parent child tension, Economic dependence and earnings, Generational clash over living arrangements, Interference in personal life, Family authority and resistance

Available on

France Channel Amazon Channel
Data provided by JustWatch.Availability may vary by region.

210. The Princess Diaries

The Princess Diaries
Comedy Family Romance Romantic Comedy Parent-Child Family
6.4
20011h 55minUnited States
Director: Garry Marshall

Overview

A socially awkward but very bright 15-year-old girl being raised by a single mom discovers that she is the princess of a small European country because of the recent death of her long-absent father, who, unknown to her, was the crown prince of Genovia. She must make a choice between continuing the life of a San Francisco teen or stepping up to the throne.

Themes

Intergenerational bonds, Public image pressure, Duty and adolescence, Familial expectations, Royal responsibility and identity, Social status pressures

Available on

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