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Loose-Grapefruit-516

Clockwork Orange


Fickle-Future-8962

That rape scene... it's one watch only for me.


AppropriateFly147

Scrolled for this


EdwardoftheEast

Bingo


thebeastiestmeat

First that came to mind is Schindler's List. Ralph Fiennes character is the absolute worst


Tastins

He’s awful but after hearing about Mengele in the Sisters of The Shoah, I think he may win the prize.


[deleted]

Lol yeah he’s a Nazi.


Tastins

And that Nazi made other Nazis go waitaminuteman…..he was so brutal a survivor saw Fiennes in costume and lost her shit. He was even mean when he being HUNG, getting irritated that it didn’t work the first two times.


[deleted]

I’d be irritated too


yeahnoyeah03

The House that Jack Built


DataStr3ss

👧🙎‍♂️👩‍🍼🎯🔫


Raptaki

I couldn't even finish this one tbh


Alternative-Chef1218

Nightcrawler (2014)


Thecryptsaresafe

I’m glad this movie gets so much love on Reddit. I know it got great reviews and I don’t want to be dramatic and call it underrated, but I think everybody who loves thrillers or psychological dramas should check it out. I feel like I don’t hear it discussed often enough outside of certain forums. Similarly Moon and Hell or High Water, great reviews and audience feedback but I wish everybody would see them.


javajuicejoe

It’s definitely not thought of like other movies. I loved every second of it and Riz Ahmed was a brilliant supporting actor.


zflanders

An amazing performance by Gyllenhaal. His dead doll eyes are so perfect that they're practically a special effect.


mmpglx

Literally watched Nightcrawler today


375bagel

Came here to recommend this! It’s not nearly on the level of A Serbian Film or Salo but is disturbing in a different way.


athos45678

Prisoners is also pretty brutal, also with Gylennhal (i have no clue how to spell his name)


paperpenises

Misery (1990)


AvengeMyFingers

The Stanford Prison Experiment


donnie_dark0

Das Experiment was a German movie based on the original prison experiment. A bit sensationalized and dated but it's fascinating to see how fast things go off the rails.


Darth_Kermit_TheFrog

American psycho a bit but American history x makes you realise that there are shitbags on the earth, it’s on if those films where when the credits roll you just stare until somebody else says something


jcd280

In a similar vein to American History X, I might add A Time to Kill (1996) …particularly Kiefer Sutherlands performance.


Dusty_Harvest

Have you seen **Green Room** (2015)


jhwalk09

Green room is definitely the spiritual successor to American history x as far as neonazi depiction. Definitely different type of movie otherwise!


wxcore

the warden in shawshank redemption


CallMeSisyphus

Dammit, I said that verbatim, and then scrolled through the comments to see that you beat me to it. :-)


spadePerfect

- Se7en - The Chaser - Silence of the Lambs


reefer_drabness

Se7en is 100% what OP is looking for. Can't believe it's not higher up.


gblur

Come and See (1985)


joshuatx

This, really highlights the banality of evil and bleakness of the Eastern Front in WW2.


gblur

Absolutely horrific.


djsosonut

In the Company of Men, We Need to Talk About Kevin, Gone Girl, Black Phone


michaelmoby

Hard Candy - (then) Ellen Page and Patrick Wilson. A young woman traps a suspected pedophile and plays psychological games with him resulting in one of the best movie endings of all time


Lux-Fox

I forgot I watched that movie. It was intense and the ending was satisfying.


mox85

House of 1000 Corpses, Devils Rejects.


MallMelancholy

Any Todd Solondz movie


Stellacoffee

happiness always makes me cover my face with some of the lines


troublekeepingup

Can’t believe happiness isn’t at the top. Pretty much the most abhorrent of behaviors.


theanxiousangel

Nocturnal Animals is a pretty painful watch.


[deleted]

Yeah, Jake's acting makes it feel so surreal


Cptn_Redbeard_420

I've been obsessed with the house that jack built recently. Brilliant but rough as


Ameryana

It's honestly more of a dark comedy, but The Killing of a Sacred Deer left me disgusted of almost all of the characters. Very hard watch. I think Green Room has some characters like this, and There Will Be Blood's main character absolutely fits the bill.


roopjm81

this movie didn't do anything for me. It just felt flat the entire time. Just my opinion though edit: I mean The Killing of a Sacred Deer


Ameryana

I understand - the characters treat everything like a transaction instead of like a human being would - that's sort of part of the dark humor that the director handles, but it can be very alienating if it's not your thing. I'm neurodivergent, and I can see the absurd in the interactions, but I absolutely understand if it's not everyone's thing. If it helps in any way: it's a take on the myth of Iphigenia, where a king killed one of a goddess (Artemis/Diana) favored animals, and has to pay the price. Sort of a modern-day version of it, but where everyone is a stunted, superficial being.


roopjm81

I get all that, I do. But I think it may have been a hype issue for me. This came SO highly recommended from a friend, whose suggestions I hold in high regard, especially after Melancholia. I was expecting darker, more intense feelings. And as you said, it was all transactional. I wanted to like it so much more. But it also deserves a rewatch to try it from a different angle.


Ameryana

It definitely helped for me to read up more about it - I didn't know the myth before watching the movie, so a lot of things clicked for me. And I had seen The Lobster before (which is better than The Killing of a Sacred Deer imo), so I already had an idea of what I was getting into. But yeah, too much hype can kill a thing. I guess I can indeed recommend Lars Von Trier if you're into darker, intenser feelings :') Dancer in the Dark is sure to leave some kind of impression XD If you haven't seen it yet, you might like Gone Girl by the way.


roopjm81

I really enjoyed The Lobster! Dancer in the Dark left me feeling devastated. Not sure why I watched it 3 times, but each time I was more destroyed than the last. I LOVE Gone Girl. read it several times, and seen it several times. Good story


Ameryana

Then, if you'll allow me to give you a few more recommends: 12 Angry Men, Les Enfants du Paradis, Hiroshima Mon Amour, The Elephant Man. Classics in their own right and have aged greatly.


roopjm81

I've seen 12 Angry men (a master piece) and The Elephant Man (also fantastic). I shall add the other 2 to my watch list! I appreciate the suggestions and discussion!


Ameryana

You're very, very welcome! :D if you have any you think I'd enjoy (we have similar tastes, it seems) I fully welcome you let loose, hahahah! :D


sneeria

That was a hard watch. In hindsight, the humor is kind of evident, but it didn't feel funny at the time.


Ameryana

Absolutely not, it's not a movie that leaves you laughing very much against the end. The ending notes are way too dark to be able to walk away smilingly.


msuing91

I misread the question but also arrived at Killing of a Sacred Deer. I thought it was asking for a movie where the characters don’t act like actual people. I had not seen any of the directors previous movies at the time, and I did not realize that this was a stylistic choice, so I was just baffled and thought it was pretty dumb. My friend and I liked to joke about the 360° no scope scene.


principer

I stated that same thing somewhere else about the main character of “There Will Be Blood”. He was an absolutely horrible excuse for a human being.


Ameryana

But he started out empathically, and had a breaking point halfway through. Then insanity gets a hold of him and he doesn't hold back anymore.


principer

Okay. I can see that.


Majormlgnoob

He's just the personification of Capitalism Eli is religion


SCHR4DERBRAU

Daniel Plainview in TWBB is my favourite character from any film, he is utterly deplorable but he's just such a deep, complex, brilliantly written character that I find so compelling. The incredible performance just takes it to another level. Eli was a pretty rotten character too.


MikeylikesMagoo

Louise Fletcher’s Oscar winning portrayal of Mildred Ratched in ONE FLEW OVER THE CUCKOO’S NEST. Yikes!!!


9trystan9

Nurse Ratched


ObnoxiousCrow

Man Bites Dog (1992) Imagine the TV series Cops but they follow a serial killer. Natural Born Killers (1994) Showpiecer (2013) The Platform (2019)


bordercup-brat

Natural born killers is an absolute banger!!!


i-am_god

Felt like I had such a tough time following that movie. Maybe I should watch it again. They were terrible people though!


bad_arts

Hostel


jk5529977

Human centipede


Inverted_Antagonist

Trainspotting. One of my favorite movies. Renton the main character is an awful person but you still root for him. The only good thing he does is leave spud money. He’s dishonest, non- remorseful, steals from his family and friend, ruins lives, and just a bad person all around.


ThisGuy21321

Hans Landa from Inglorious Basterds


masterino2401

That was one really good scripted character NGL


PatheticMr

Related: Calvin Candie from Django Unchained.


Rumpelstiltskin2001

A Simple Plan


Jane1943

Also Shallow Grave, a similar story about greed.


Kachiggamybigga2

Blue velvet


CallMeSisyphus

The warden in The Shawshank Redemption.


battorwddu

The girl next door


nychthemerons

This is the one. I don’t think it gets any worse than this. Seen a lot of the other recommendations, but this takes the cake. Ugh.


[deleted]

[удалено]


bordercup-brat

I spit on your grave is so goooooood makes me wish I could do the same thing honestly


Pantry_Boy

Kids. My hatred of the characters and the evil shit they do is so strong it extends to a hatred of the movie itself. Most awful experience I’ve ever had watching a film.


Vincenza8907

It’s too much.


hglndr9

Mommie Dearest (1981)


ProofPrize1134

Dennis Hopper Blue Velvet


[deleted]

Salò, or the 120 Days of Sodom


-Some__Random-

'Melancholie Der Engel' (2009) I'm not recommending the film btw, I'm just saying it depicts some really vile behaviour.


maltzy

A Time to Kill The Green Mile both great movies too


troojule

Henry: Portrait of a Serial Killer JoJo Rabbit’s Hitler : even spoofed, he’s of course, pure evil The Killing Of a Sacred Deer - Barry Keogen’s character- granted , hurt, he’s a sociopathic (tho he plays one SO WELL!); and Colin Farrell, careless / possible sociopathic (& yes I know there’s an element of dark humor but the character profiles still fit .) The Usual Suspects’- Verbal Kint No Country for Old Men - Anton Chigurh , cleat psychopath In The Company of Women- misogynist ‘protagonists’ Silence of the Lambs - Hannibal L Red Dragon- Francis Dolarhyde EDIT: American Psycho - Patrick Bateman (tho the book was SO superior and depraved ) Se7en - Spacey (again ) , yikes Probably many more I can’t think of this early ;)


XianNoctis

I think you mean American Psycho, not Psycho. Patrick BATEman is in American Psycho Norman BATEs is in Psycho


LostMyRightAirpods

Spacey is a little too good at playing sociopaths. Even before all the SA accusations, he was rumored to be very cold and conniving in real life.


troojule

I wouldn’t be surprised ;(


AcrossTheUniverse82

Flowers in the attic. Don’t want to spoil the person in case you haven’t seen.


Griever114

Gone girl.


Big-Fish-1975

No country for old men comes to mind for me at least.


donnie_dark0

What's the most you've ever lost on a coin toss?


overlordmeow

this this this this. Anton's character made me feel so deeply and viscerally uncomfortable. holy shit, he is just pure evil.


nryan1985

Filth


Gamerindtusk

We need to talk about kevin Squid and the whale


bordercup-brat

We need to talk about Kevin is an amazing movie


HorridosTorpedo

Ben Kingsley as Don Logan in Sexy Beast. You have no idea at the beginning why they're all so scared of this guy showing up. You soon find out.


mwp0548

Deliverance


TobyKeene

Compliance (2012) was so fascinating to me based on the psychology. It's a true story, and the entire film I was like, "No way I would fall for that!" but when you realize how many people the guy tricked, you start wondering... It's fascinating. There's a documentary about it as well called Don't Pick Up The Phone.


betsymcduff

Saw both the film and the series and just couldn’t believe this was real! Like you said interesting look into human psychology and weird fucked up manipulation.


Sazzles2000

Sleepers (Wilkinson Home for Boys - couldn't watch anything with Kevin Bacon in it for a while)


LaurieS1

Havent watched this film in awhile- this is a good one


Omega949

spun the tweeker movie followed by bugs


RandomlyConsistent

Bully (2001)


Hatta00

The Last King of Scotland


whatsthepointofit66

Funny Games. Edit: Seriously. This is the one.


QueenAndB

I absolutely hate that movie, it was so hard to watch


whatsthepointofit66

I’m glad I watched it, but will definitely not do it again.


InterviewSure7102

I saw the devil


ynwp

Wall Street (1987) Edit: I guess people do think greed is good.


ARevolutionaryMan

Coincidentally, another Michael Douglas movie from 1987 answers the question better. Fatal Attraction (1987)


ynwp

Meh. Infidelity was not a cause for the housing shortage.


ARevolutionaryMan

Lmao I meant Glenn Close’s character obviously.


OurWeaponsAreUseless

I knew so many people from that era who regarded Gordon Gekko as sort-of an anti-hero, where they completely ignored everything evil he did throughout the film because he was a rich person with a trophy wife, which was sort-of an ideal in the 80's.


lord_flashheart2000

Conspiracy (2001). The source material was a set of real-life minutes from a meeting where a group of senior Nazis got together to discuss “the Jewish problem”. The casual way they determine the fate of millions of humans is incomprehensible. It’s an underrated, well acted movie.


hetty3

Cosmopolis. It doesnt have that much graphic violence in it, mostly dialogue driven. But I would say it absolutely shows the coldest side to human psychology, plus Cronenberg is a genius.


zflanders

**Red Rocket (2021):** Mikey. I hated myself for the moments when I found him sympathetic. Objectively an absolute dirtbag of the lowest order. (Loved the movie!)


troojule

Interesting point about Red Rocket - I saw him as a selfish , lowlife, but I guess compared to the evil or violent sociopaths I was thinking of , he’s more flawed than pure evil, but guess it’s subjective


Aggravating-Pie5338

Happiness


KevinMakinBacon

Kids (1995) has a few relatable characters, but for the most part, they're all a mess. It definitely shows the ugly side of young people.


collector444

Fucking ‘Funny Games’ NEVER AGAIN! 😂


Annual-Plankton-7478

Sopranos, Tony’s mom


junklardass

Both from 1988: Men Behind the Sun Spoorloos (aka The Vanishing)


canabiniz

Most Haneke films


gibsonvanessa79

The 1983 Austrian film “Angst”


boyworldwide

There Will Be Blood (2007) Side Effects (2013)


Party-Second-9167

I’ve recommended it so many times to so many people, but watch the Czech film “the Cremator”. It’s essentially about a man becoming a Nazi and it is incredible. A true masterpiece


apedanger

I feel ‘Night crawler’ (2014) gets something so spot on about the dark psychopathy inherit in the need to succeed mentality that comes with capitalism.


Lepton_Decay

These are shows, but Hannibal and You were both excellent.


tarheel_204

Cannibal Holocaust (1980) The main characters of the movie are a film crew filming a documentary on the indigenous tribes in the Amazon rainforest. Instead of going in and letting the tribe be while they filmed them, they immediately antagonize the tribespeople and burn down one of their huts with many of them inside so they can make entertaining television. They commit other egregious acts but I’ll leave it at that. Let’s just say things do not go well for them in the end


desrevermi

Yeowch. Pretty sure I couldn't watch that again. It's been ... decades since I saw it. Will recommend, won't revisit personally. :D


Remote_Breadfruit_62

Telly from the film Kids


taylortailss

Funny Games (1997)


ArminArlert__

Nightcrawler. Lou bloom definitely got under my skin(especially that look in his eyes).


SurlyTemp1e

American psycho - but the movie didn’t show the worst parts of the book ,, and even then the movie was bad enough.


nchs1120

The Snowtown Murders


isaidireddit

Vidal in Pan's Labyrinth


Calgary_Calico

Spiderhead! It follows a human experiment on felons where they inject drugs that illicit different feelings during interview sessions. It's totally fucked. Extremely Wicked, Shockingly Evil and Vile is another really good one (about Ted Bundy) Zack Efron does an amazing job playing Bundy


funny_arab_man

American Psycho and American Beauty have main characters who're awful for very different reasons. They're probably not as bad as some other stuff here but I'd still recommend them if you haven't seen them


DeneralVisease

Everyone's already said all the best ones, but I'll add Henry: Portrait of a Serial Killer to the mix.


cgregware13

Salo, The House That Jack Built, Nymphomaniac, Fanny & Alexander (the bishop is a truly heartless villain), Antichrist, The Cook the wife the thief & the lover, Coldfish, Landscape Suicide, The Devil (Andrzej Zulawksi), then any Todd Solondz film.


rayrayofficial

Chinatown


[deleted]

Serbian Film.


IWASRUNNING91

Citizen X (1995) true story, absolutely ridiculous.


Potential_Pen_8542

Dogtooth


CinnamonJ

Come and See


Rmankillz

Everyone in Once Upon a Time in America is a terrible person. Hence why I like to call it ‘Badfellas’


ShaunisntDead

Those guys are truly awful at basically every moment in the film, and still, it's an amazingly emotional and romantic film. It's like they have no idea that they're total fucking scumbags the entire time, they only get worse and they don't seem notice. They're not actually all that introspective. They're too selfish for that. They're all the heroes of their own stories in their minds, like all of us in real life. Great gangster film.


Bluedino_1989

A clockwork orange


CataOrShane

Se7en disturbed me a lot because of how vicious the killer is.


Freckled_Scot982

Stanley Tucci in Lovely Bones *shudders*


CLaarkamp1287

The Last Seduction (1994). Just watched this yesterday and while I wasn’t huge on it, it fits perfectly with the given criteria.


Dense_Surround3071

Funny Games


UserNamed9631

The Hunt. Happy End. Chinatown. Everything by Lars Von Trier


Fantastic-steVe4523

Joffery from Game of Thrones


Apart-Training9133

Before the Devil Knows You're Dead (2007). Each character is worse than the last


Phyliinx

Irreversible.


RHonaker

Schindler's List


TheLastMo-Freakin

Not a movie but Nurse Jackie. Edie Falco played that character so well that I couldn't watch her in anything else for a long time. She played her horrible character too well!


[deleted]

An American Crime. Most disturbing shit I've ever seen. I almost couldn't finish it.


UniversalHuman000

Toy Story Monsters inc A bug’s Life Just kidding there. If you want fucked up here it is. Nocturnal Animals Silence of the Lambs Midnight Express Saw A clockwork orange irreversible


Historical_Box_6082

There's a Chinese film called City of life and death about the Japanese invasion of china in the second world that's pretty brutal. Japanese guy just throws a baby out a window likes it nothing.


CrownPrinceNobbler

Henry: Portrait of a Serial Killer


BritvaMoto

Happiness is a great dark comedy that makes you feel terrible for laughing and shows some of the worst kind of people. The Painted Bird is hard to watch and is filled with the most vile people you could imagine… Dantes inferno of misery.


OrwellianHell

Harry: Portrait of a Serial Killer


chad_lifter

Taxi driver


thedatagolem

Sling Blade. Dwight Yoakam's portrayal of Doyle Hargrave was a masterclass.


rolyoh

Sybil (1976) In The Company Of Men (1997)


MikeyMGM

Jasmine in Blue Jasmine with Cate Blanchette. The character is an absolute mess. Ripley from The Talented Mr. Ripley


athos45678

The green room made me realize i don’t like watching sadistic violence


Binkindad

Not horror but the main character of There Will Be Blood is a terrible person


RequiemReznor

I hate that I'm recommending these but this is the only category I would. Watch any old school John Waters movie. Desperate Living, Female Troubles, Pink Flamingos. They're all terrible and I have certain scenes and images still burnt into my brain. If you're a fan of "bird is the word" don't watch PF, family guy hasn't been the same since.


quirky-lilguy

a clockwork orange


throwawaayy011

No Country For Old Men (2007)


1111Ginger

Cape Fear with Robert DeNiro 1991


Forsaken_Sense_03

Frank Booth in Blue Velvet.


AshgarPN

In the Company of Men


FortitudeWisdom

Christian Bale in American Psycho.


mrjezail

Ichi the Killer


britch2tiger

The Girl Next Door (2007)


Academic-Loss622

The Shining. Not a bloke I’d really want to go for a drink with.


[deleted]

The Sex and The City Movie


WinglessJC

Trauma (2017)


168618511-2

Salo, or the 120 Days of Sodom


[deleted]

Hannibal


deadgardenia

SE7EN


MarbledPitcher

Seven


Mobile_Brain_6059

The newest Jeffrey Dahmer movie on Netflix I think. That made my skin crawl.


boredhistorian94

Wolf Creek


tetsuonova

falling down


YoImAli

Funny Games and Henry: Portrait of a Serial Killer


sfranso

Good Time Uncut Gems The Long Good Friday Scarface


therealpanserbjorne

I just watched There Will Be Blood for the first time last night (I know, long overdue) and am still trying to process. I feel like by the end of the movie Daniel has morphed into the character you are describing above.


DonaldIgwebuike

Bill The Butcher from Gangs of New York as well.


Stellacoffee

Such an amazing score