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

41. Tallulah
Drama Comedy Family Drama Awkward Comedy2016•1h 51min
United States
Director: Sian Heder
Vibe
Desperate to be rid of her toddler, a dissatisfied Beverly Hills housewife hires a stranger to babysit and ends up getting much more than she bargained for.
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42. Where Am I Going?
Comedy Family Adventure Awkward Comedy Parent-Child Family2016•1h 26min
Italy
Director: Gennaro Nunziante
Vibe
Checco is 39 and lived his entire life with his parents. He loves his job where he does nothing the whole day, until something happens that will change his behavior and his life forever...
Themes
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43. Submarine
Drama Comedy Romance Coming-of-Age Drama Bittersweet Romance2011•1h 37min
United Kingdom, United States
Director: Richard Ayoade
Vibe
15-year-old deep-thinking Welsh schoolboy Oliver Tate struggles to initiate and maintain a relationship with Jordana, his devilish, dark-haired classmate at their Swansea high school. As his parents' marriage begins to fall apart, similar problems arise in his relationship with Jordana.
Themes
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44. Man Up
Romance Comedy Romantic Comedy Awkward Comedy2015•1h 28min
United Kingdom
Director: Ben Palmer
Vibe
A single 34-year-old woman, Nancy, mistakenly ends up on someone else’s blind date. Not realizing the mix-up, 40-year-old Jack is charmed by her, and she decides to go along with the adventure.
Themes
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45. The Diary of a Teenage Girl
Drama Romance Comedy Coming-of-Age Drama Coming-of-Age Romance2015•1h 42min
United States
Director: Marielle Heller
Vibe
Minnie Goetze is a 15-year-old aspiring comic-book artist, coming of age in the haze of the 1970s in San Francisco. Insatiably curious about the world around her, Minnie is a pretty typical teenage girl. Oh, except that she’s sleeping with her mother’s boyfriend.
Themes
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46. People, Places, Things
Romance Comedy Drama Romantic Comedy Awkward Comedy2015•1h 25min
United States
Director: Jim Strouse
Vibe
Will Henry thinks he’s just juggling a breakup, his twin daughters, and a new crush—until one question sinks its hooks in: what if he really was the problem? Now every class, every visit, every date turns into evidence in a case against himself… and he can’t stop digging.
Themes
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47. Hector and the Search for Happiness
Adventure Drama Comedy Globetrotting Adventure Psychological Drama2014•1h 54min
Canada, China
Director: Peter Chelsom
Vibe
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
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48. What We Did on Our Holiday
Comedy Awkward Comedy2014•1h 35min
United Kingdom
Director: Andy Hamilton
Vibe
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
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49. Infinitely Polar Bear
Drama Comedy Family Drama Awkward Comedy2014•1h 27min
United States
Director: Maya Forbes
Vibe
A manic-depressive mess of a father tries to win back his wife by attempting to take full responsibility of their two young, spirited daughters, who don't make the overwhelming task any easier.
Themes
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50. We're the Millers
Comedy Crime Awkward Comedy Narcotics Crime2013•1h 50min
United Kingdom, United States
Director: Rawson Marshall Thurber
Vibe
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.