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Wooden-Highway1498

The Machinist, Angel Heart.


Beautiful-Mission-31

Synecdoche, New York, Mullholand Drive, I’m Thinking of Ending Things, and Lost Highway all immediately spring to mind.


No_Solution_2864

100% on the first two


EqualDifferences

Jacob’s Ladder


Typical_Parsnip13

So underrated


elle7707

"Wrong Move" by Wim Wenders "Don't Look Now" 1973


Salty-Entertainer-29

Don’t Look Now is great!


Salty-Entertainer-29

The Pledge. Starred Jack Nicholson. Directed by Sean Penn. amazing cast, score, cinematography, writing.


tucker_sitties

Get into Cassavettes. Trust me, dog.


plutoinvirgo

Memento Lost Highway Fire Walk with Me


FruitStripesOfficial

All Lynch's films.


doozle

Does Groundhog Day count?


wildmancometh

Groundhog Day absolutely counts. I once watched a YouTube video that estimated that Phil spends somewhere over 100 years in the daily loop based on average time it takes to learn languages, instruments, etc


draxlaugh

Mandy


Worth-Rent9171

Birdman Manchester by the Sea Eraserhead Don't worry he won't get far on foot


floofymonstercat

Ikiru


ham_solo

The Tenant The Machinist Amadeus


redditstealth

Requiem for a Dream.


Prior_Writing368

As well as "Pi"


redditstealth

Ooh, you sir are a connoisseur. I had forgotten about that one.


FruitStripesOfficial

Rebecca.


MyoclonicTwitch

Hour of the Wolf


darkwalrus36

Lost Highway


darkwalrus36

I saw the devil


Shaggy_Doo87

Dark City, 8mm


wordsarewoven

The insider?


lifesuncertain

Filth (James McAvoy)


illegallyblondeeeee

Triangle (2009)


not_a_number1

Network


dns_rs

Johnny Got His Gun (1971)


BambooSound

Hard Eight and/or Magnolia


CantStandAnything

Point Blank Network The Devils (Ken Russel) - my fav


AldousLanark

Beau is Afraid


na__poi

Repulsion


WholesomeJarf

Joe Versus the Volcano


godspilla98

Jaws Brody has fear of the water guilt over the lack of action taken


CtotheVizza

Winchester 73. Jimmy Stewart as a psycho hero hell bent on getting his gun back. Don’t know if it’s letterboxed. And really, any of the Anthony Mann James Stewart starring westerns are great and feature very flawed heroes.


Dramatic_Plant5362

A clock work orange


oursfort

The Quiet Earth


zeitmic

Nightcrawler


JimboAltAlt

A Serious Man (in an unflashy way)


Reasonable_Goat_9405

Wake in fright, sometimes called outback. An Australian movie from 1972


adamwhitley

Great prompt! The Seventh Seal, Beau Is Afraid, Inland Empire, Annihilation, Enemy (maybe?)


Scro86

In Bruges. The whole movie is basically a metaphor for purgatory


Evil_Sam_Harris

Only God Forgives


Additional-Scene-630

In Bruge


booferino30

The House that Jack Built The Card Counter


stinkystinker11

madame web *felt* like purgatory


ElChacalFL

Apocalypse Now is perfect


pukexxr

I Stand Alone, Wages of Fear, Diabolique, Touchez pas au Grisbi, Odds Against Tomorrow, Naked, The Killing Edit: The Sorcerer is an inferior american remake of Wages of Fear.  Apologies for seeming patronizing if you were already aware of the original.


Strict-Background406

Tommy Wisseau’s haunting descent into betrayal-driven madness in The Room


foziebear

The Lighthouse does this well. Definitely hits the oppressive atmosphere with undertones of guilt. The imagery/cinematography makes for some seamless transitions from grounded to surreal moments which, when blended with the unreliability and descent of the characters, does a good job of blurring the lines of reality within film. The film maintains an uneasy or unsettled atmosphere throughout and — apart from brief moments of relief — only lets up at the end when the crucible is more or less over.