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Best dark comedies or movies where shit goes sideways.

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I just watched Big Nothing with David Shwimmer, Simon Pegg and Alice Eve in it and it was amazing.
Basically - 3 people are trying to blackmail a priest, but everything goes VERY wrong. It's dark and very funny.
Anything similar?
I already saw Very Bad Things.
Similar books would be goo too.
 
Just watched Killing them Softly and that was about as sideways as things can get. Really enjoyed that movie.
 
Raising Arizona
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Something about dark comedy just works best when it's British, so I'd recommend:

In Bruges
Seven Psycopaths
Lock, Stock and Two Smoking Barrels
Snatch
I don't know if they're really considered "dark comedy" but Shawn of the Dead, Hot Fuzz and The World's End are quite good.

If you want some American examples, Dr Strangelove is a classic and a lot of Coen Brothers films (specifically Burn After Reading, Fargo and Barton Fink) have a very English "gallows humor" feel to them.
 
What about Killer Joe? I'm pretty sure it's supposed to be a comedy coz that's some messed up shit. You'll never look at a chicken finger the same way again.
 
Something about dark comedy just works best when it's British, so I'd recommend:

In Bruges
Seven Psycopaths
Lock, Stock and Two Smoking Barrels
Snatch
I don't know if they're really considered "dark comedy" but Shawn of the Dead, Hot Fuzz and The World's End are quite good.

If you want some American examples, Dr Strangelove is a classic and a lot of Coen Brothers films (specifically Burn After Reading, Fargo and Barton Fink) have a very English "gallows humor" feel to them.

Good call on Burn After Reading, I forgot about that one. Shit goes downhill so very very fast.
 
I know it was mentioned already but The Guard deserves more love.

"Babies all look the same. The only time a baby doesn't look like every other baby is when it's a really ugly baby. So unless you're about to show me a photo of a really ugly baby then I don't want to see it. "
 
I guess Pain & Gain could be considered a dark comedy where things go south. That it's based on a real story is even more bizarre.
 
Japanese director Sabu is master of this type of films.

Postman Blues, Monday and Unlucky Monkey are good starting point if you can get them somewhere. Haven't seen his latest output but very least his movies from 1996 to 2005 were exactly what you are looking.

Postman Blues is still my favorite, such excelent movie.
8RVJI4j.jpg

In this wacky comedic thrill ride, both a superb parody of the gangster genre and a masterful exercise in style and storytelling, Sawaki (Shinichi Tsutsumi) is an ordinary postman whose unassuming life takes a strange turn when he crosses paths with his old high school buddy Noguchi (Keisuke Horibe), now a low-level yakuza drug mule, just as he finishes cutting off his finger as an apology to his boss. Unbeknownst to both men, Noguchi's freshly chopped-off pinky rolls off the table and into Sawaki's mailbag. Soon, the chance encounter and the missing pinky land the postman in hot water when the police mistakenly identify him as a schizophrenic-paranoid drug dealer, sadistic murderer and terrorist working for the yakuza. Things get a tad more problematic when the unwitting postman befriends two terminal cancer patients: a lone hitman called Joe (Ren Osugi) and a pretty woman named Sayoko (Keiko Toyama).
Trailer
http://www.youtube.com/watch?v=5rETRsQSR6w
 
What about Killer Joe? I'm pretty sure it's supposed to be a comedy coz that's some messed up shit. You'll never look at a chicken finger the same way again.

I watched this a couple of weeks ago and it was really, really great. Genuinely funny in so many spots but such an absolutely pitch black plot. McConaughey gives an outstanding performance as well, he was mesmerizing in the final sequence.

LollipoPReapeR said:

This as well. I knew I was in for it when 10 minutes into the movie the entire theater erupted in laughter when the lead character
catches a police commissioners underage daughter having sex, then blackmails her into giving him a blowjob
. No amount of sharp dialogue should be able to make a scene like that funny, but somehow they managed it.
 
Check out some Spanish stuff OP, they make some absolutely amazing black comedies (specifically those of Álex de la Iglesia)

I would recommend checking out The Day of the Beast (El dia de la bestia) or Crimen Ferpecto (Ferpect Crime) to see if you like his style.
 
Check out some Spanish stuff OP, they make some absolutely amazing black comedies (specifically those of Álex de la Iglesia)

I would recommend checking out The Day of the Beast (El dia de la bestia) or Crimen Ferpecto (Ferpect Crime) to see if you like his style.

These sound pretty interesting. Anything else I should watch? I'll make sure to start with those two movies you mentioned already.
 
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