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

51. Brad's Status
Comedy Drama Relationship Drama Awkward Comedy2017•1h 41min
United States
Director: Mike White
Vibe
Although Brad has a satisfying career, a sweet wife and a comfortable life in suburban Sacramento, things aren't quite what he imagined during his college glory days. When he accompanies his musical prodigy son on a university tour, he can't help comparing his life with those of his four best college friends who seemingly have more wealthy and glamorous lives. But when circumstances force him to reconnect with his former friends, Brad begins to question whether he has really failed or if their lives are actually more flawed than they appear.
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52. Alibi.com
Comedy Family Awkward Comedy Parent-Child Family2017•1h 30min
France
Director: Philippe Lacheau
Vibe
Greg founded a company called Alibi.com that creates any type of alibi. With his associate, Augustin, and Medhi his new employee, they devise unstoppable stratagems and stagings to cover their clients. But meeting Flo, a pretty blonde who hates men who lie, will complicate Greg's life, which begins by hiding the true nature of his activity. During the presentation to parents, Greg understands that Gérard, the father of Flo, is also one of their clients.
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53. Little Miss Sunshine
Comedy Drama Family Drama Awkward Comedy2006•1h 42min
United States
Director: Valerie Faris
Vibe
A family loaded with quirky, colorful characters piles into an old van and road trips to California for little Olive to compete in a beauty pageant.
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54. Mistress America
Comedy Awkward Comedy2015•1h 24min
United States, Brazil
Director: Noah Baumbach
Vibe
A college freshman cures her disappointment and loneliness by allowing herself to be pulled into the wacky schemes of her future stepsister.
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Vibe
Doug Harris is a loveable but socially awkward groom-to-be with a problem: he has no best man. With less than two weeks to go until he marries the girl of his dreams, Doug is referred to Jimmy Callahan, owner and CEO of Best Man, Inc., a company that provides flattering best men for socially challenged guys in need. What ensues is a hilarious wedding charade as they try to pull off the big con, and an unexpected budding bromance between Doug and his fake best man Jimmy.
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56. Amélie
Comedy Romance Romantic Comedy Awkward Comedy2001•2h 2min
France, Germany
Director: Jean-Pierre Jeunet
Vibe
One day, the quirky waitress Amélie discovers in her apartment a hidden stash: an old box of childhood toys and little keepsakes that once belonged to a boy who used to live there. After returning the box deeply moves its owner, she decides to secretly interfere in other people’s lives in order to help them.
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57. Obvious Child
Comedy Romance Romantic Comedy Awkward Comedy2014•1h 25min
United States
Director: Gillian Robespierre
Vibe
An immature, newly unemployed comic must navigate the murky waters of adulthood after her fling with a graduate student results in an unplanned pregnancy.
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58. What If
Drama Comedy Romance Romantic Comedy Awkward Comedy2013•1h 38min
Canada, Ireland
Director: Michael Dowse
Vibe
A young man meets a fun, unconventional girl at a party. As they talk, they realize they have a lot in common and decide to keep things as friends. It would all be fine—except over time it turns out to be much harder than they expected.
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59. Sleeping with Other People
Comedy Romance Romantic Comedy Awkward Comedy2015•1h 40min
United States
Director: Leslye Headland
Vibe
Jake and Lainey have known each other since college: on one awkward night, they lost their virginity. Twelve years later, they run into each other at a support group for sex addicts—and this time a friendship starts to form between them.
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60. It's Kind of a Funny Story
Comedy Drama Coming-of-Age Drama Awkward Comedy2010•1h 42min
United States
Director: Anna Boden
Vibe
A clinically depressed teenager gets a new start after he checks himself into an adult psychiatric ward.
