20 GOOD CRINGE COMEDIES

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1.
The 40-Year-Old Virgin (2005)
    1 2 3 4 5 6 7 8 9 10 7.1/10 X  
Goaded by his buddies, a nerdy guy who's never "done the deed" only finds the pressure mounting when he meets a single mother. (116 mins.)
Director: Judd Apatow
 
2.
After Hours (1985)
    1 2 3 4 5 6 7 8 9 10 7.7/10 X  
An ordinary word processor has the worst night of his life after he agrees to visit a girl in Soho whom he met that evening at a coffee shop. (97 mins.)
Director: Martin Scorsese
 
3.
Da Ali G Show (2003 TV Series)
    1 2 3 4 5 6 7 8 9 10 8.0/10 X  
An ignorant, wannabe-Jamaican British b-boy; an anti-Semitic, misogynistic but friendly Kazakhstani... (30 mins.)
 
4.
Borat: Cultural Learnings of America for Make Benefit Glorious Nation of Kazakhstan (2006)
    1 2 3 4 5 6 7 8 9 10 7.3/10 X  
Kazakh TV talking head Borat is dispatched to the United States to report on the greatest country in the world. With a documentary crew in tow, Borat becomes more interested in locating and marrying Pamela Anderson. (84 mins.)
Director: Larry Charles
 
5.
Bridesmaids (2011)
    1 2 3 4 5 6 7 8 9 10 6.8/10 X  
Competition between the maid of honor and a bridesmaid, over who is the bride's best friend, threatens to upend the life of an out-of-work pastry chef. (125 mins.)
Director: Paul Feig
 
6.
Brüno (2009)
    1 2 3 4 5 6 7 8 9 10 5.8/10 X  
Flamboyant and gay Austrian Brüno looks for new fame in America. (81 mins.)
Director: Larry Charles
 
7.
Curb Your Enthusiasm (2000 TV Series)
    1 2 3 4 5 6 7 8 9 10 8.7/10 X  
The life and times of Larry David and the predicaments he gets himself in with his friends and complete strangers. (28 mins.)
 
8.
Death at a Funeral (2007)
    1 2 3 4 5 6 7 8 9 10 7.4/10 X  
Chaos ensues when a man tries to expose a dark secret regarding a recently deceased patriarch of a dysfunctional British family. (87 mins.)
Director: Frank Oz
 
9.
Extras (2005 TV Series)
    1 2 3 4 5 6 7 8 9 10 8.4/10 X  
Andy Millman is an actor with ambition and a script. Reduced to working as an extra with a useless agent, Andy's attempts to boost his career invariably end in failure and embarrassment. (30 mins.)
 
10.
Freaks and Geeks (1999 TV Series)
    1 2 3 4 5 6 7 8 9 10 8.9/10 X  
A high school mathlete starts hanging out with a group of burnouts while her younger brother navigates his freshman year. (44 mins.)
 
11.
The IT Crowd (2006 TV Series)
    1 2 3 4 5 6 7 8 9 10 8.6/10 X  
The comedic adventures of a rag-tag group of technical support workers at a large corporation. (25 mins.)
 
12.
The King of Comedy (1982)
    1 2 3 4 5 6 7 8 9 10 7.8/10 X  
Aspiring comic Rupert Pupkin attempts to achieve success in show business by stalking his idol, a late night talk-show host who craves his own privacy. (109 mins.)
Director: Martin Scorsese
 
13.
The Life & Times of Tim (2008 TV Series)
    1 2 3 4 5 6 7 8 9 10 8.1/10 X  
Watch as Tim finds himself in several awkward situations in this HBO cartoon comedy.
 
14.
Meet the Parents (2000)
    1 2 3 4 5 6 7 8 9 10 7.0/10 X  
Male nurse Greg Focker meets his girlfriend's parents before proposing, but her suspicious father is every date's worst nightmare. (108 mins.)
Director: Jay Roach
 
15.
The Office (2001 TV Series)
    1 2 3 4 5 6 7 8 9 10 8.6/10 X  
The story of an office that faces closure when the company decides to downsize its branches. A documentary film crew follow staff and the manager David Brent as they continue their daily lives. (30 mins.)
 
16.
Peep Show (2003 TV Series)
    1 2 3 4 5 6 7 8 9 10 8.6/10 X  
Mark and Jez are a couple of twenty-something roommates who have nothing in common - except for the fact that their lives are anything but normal. Mayhem ensues as the pair strive to cope with day-to-day life. (25 mins.)
 
17.
Seinfeld (1989 TV Series)
    1 2 3 4 5 6 7 8 9 10 8.9/10 X  
The continuing misadventures of neurotic New York stand-up comedian Jerry Seinfeld and his equally neurotic New York friends. (22 mins.)
 
18.
South Park (1997 TV Series)
    1 2 3 4 5 6 7 8 9 10 8.8/10 X  
Follows the misadventures of four irreverent grade-schoolers in the quiet, dysfunctional town of South Park, Colorado. (22 mins.)
 
19.
There's Something About Mary (1998)
    1 2 3 4 5 6 7 8 9 10 7.1/10 X  
A man gets a chance to meet up with his dream girl from high school, even though his date with her back then was a complete disaster. (119 mins.)
 
20.
Tim and Eric Awesome Show, Great Job! (2007 TV Series)
    1 2 3 4 5 6 7 8 9 10 7.3/10 X  
Two comedians, average nobodies, and celebrity guest stars perform bizarre low-budget comedy sketches. (11 mins.)