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

61. Wish I Was Here
Drama Comedy Family Drama Awkward Comedy2014•1h 47min
France, United States
Director: Zach Braff
Vibe
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.
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62. Men, Women & Children
Drama Comedy Coming-of-Age Drama Awkward Comedy2014•1h 56min
United States
Director: Jason Reitman
Vibe
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
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63. Words and Pictures
Comedy Drama Romance Romantic Comedy Relationship Drama2014•1h 51min
Australia, Canada
Director: Fred Schepisi
Vibe
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.
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64. Juno
Comedy Drama Romance Coming-of-Age Drama Romantic Comedy2007•1h 36min
United States
Director: Jason Reitman
Vibe
Faced with an unplanned pregnancy, sixteen year old high-schooler, Juno MacGuff, makes an unusual decision regarding her unborn child.
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65. Lars and the Real Girl
Comedy Drama Romance Romantic Comedy Relationship Drama2007•1h 47min
United States
Director: Craig Gillespie
Vibe
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?
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66. Bridesmaids
Comedy Romance Romantic Comedy Awkward Comedy2011•2h 5min
United States
Director: Paul Feig
Vibe
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
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67. Romantics Anonymous
Drama Comedy Romance Romantic Comedy Awkward Comedy2010•1h 20min
Belgium, France
Director: Jean-Pierre Améris
Vibe
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.
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68. I Love You, Man
Comedy Romance Awkward Comedy Romantic Comedy2009•1h 45min
United States
Director: John Hamburg
Vibe
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
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69. Frequently Asked Questions About Time Travel
Comedy Drama Romance Science Fiction Awkward Comedy2009•1h 23min
United Kingdom
Director: Gareth Carrivick
Vibe
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.
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70. Lost in Translation
Drama Romance Comedy Bittersweet Romance Relationship Drama2003•1h 42min
United Kingdom, United States
Director: Sofia Coppola
Vibe
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.