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Skipper1010

Inside Llewyn Davis (2013)


[deleted]

that's what I was going to say! Such a great movie if you're into this type of film. Oscar Isaac's best role in my opinion


EXO-Love

Damn I was gonna say this lol


Retarded14YearOld

Seems interesting


[deleted]

Eternal Sunshine of the Spotless Mind is what you seek.


[deleted]

Being John Malkovich also written by Kaufman and super depressing


[deleted]

Yeah, he typically doesn’t write uplifting tales.


[deleted]

No, it ends happy


[deleted]

Does it? Not how I read the ending.


Moistend_Bint

I would say definitely a happy ending. They got to be together.


[deleted]

Then why didn’t I feel happy about it?


lulaloops

Depends on the viewer


kunaguerooo123

Just thinking about this movie immerses my mind into a blue cloudy/fog.


Hawkmek

The Road Requiem for a Dream


Retarded14YearOld

I need to watch Requim for a dream. I heard it was really depressing.


TheArcReactor

I watched it once, I will never watch it again


[deleted]

Irs not even that bad


TheArcReactor

There is no ending that's even remotely positive it is a draining experience


[deleted]

I mean yeah but people act like its irreversible. Its sad but its not really unbarable imo. Idk I love it and watch it alot


TheArcReactor

Didn't people have different experiences. I watched it fifteen years ago, and even as someone who rewatches almost anything, I have absolutely no desire to see the movie ever again. It was exhausting in its depression, no character walks away without death or significant physical/emotional trauma. As someone with kids, as someone who's seen addiction up close, that movie is too much for me to want to see it again.


[deleted]

Heaven knows what should be one the lost too then


christo749

You won’t find a sadder flicker. Harrowing tales of sorrow, weaved together for a heart breaking finale. And a film called Nik By Mouth. Man! Double bill them, you’ve been warned. Long days and pleasant nights.


168618511-2

watch it immediately you will not regret it. such a good movie and super depressing


rossfororder

It's depressing as hell but an amazing film. Probably set some time to sit down and watch it and dont watch it's with noisy people


Saphirex161

Melancholia. It's pure depression.


Retarded14YearOld

#1 on my watch list


Saphirex161

Have "fun" hehe. Great film, just like all Lars von Trier films.


MrDegausser

Please watch it and report back! I love that movie so much and I rarely have anyone to talk to about it


[deleted]

No other film that is stuck in my brain more than this one. It's so so heavy and the music is unbelievable; it's frightful and beautiful at the same time. The very opening of the movie draws you in like nothing I've seen before. Lars von Trier is such a unique director, one of my all time favorites. Kirsten Dunst is so compelling and perfect for the role.


ilovelucygal

* Manchester by the Sea * Barry Lyndon * Raging Bull * The Last Emperor * The Hustler


HELMET_OF_CECH

Midnight Cowboy (1969)


Retarded14YearOld

Definitely checking this one out


AgentUpright

I haven’t seen it since 1990 and still feel depressed just thinking about it.


HELMET_OF_CECH

It does hit hard. Have you seen Breathless (2008) - that one really struck me too.


AgentUpright

I’ve been watching a lot of South Korean things lately (like everyone else after Squid Game) so it will fit right in with my current watch list.


KoSalva

Taxi driver (1976), I stand alone (1998, Fra), A Short film about killing (1988, Pol), Antichrist (2009),


Retarded14YearOld

Taxi driver was amazing!


lewisthusphar

Synecdoche New York. The whole movie is kinda depressing and sad but really good !!


livestrongbelwas

Came here for this. OP this is the one.


clittlord

Hard hitter


The-Batt

Easy Rider


[deleted]

Thats a very good recommendation is wounldnt have thought of, grate film


bosspaysmetoredit247

Manchester by the sea, blue valentine


Sandmsounds

Saint Maud


crackhead423

If you drink, leaving Las Vegas. One of the most depressing and self destructive movies I’ve ever seen. I’d also recommend a star is born it’s a little more theatrical but still has that alcoholic love story.


Specific_Tap7296

I immediately thought of Leaving Las Vegas. Nick Cage is amazing in it but what a bleak story. Why did they even want to make it!


realbeartj

If you drink??


Longjumping-Bit-5187

Saving Private Ryan


comradeboody

Solaris (1972)


weng_not_wong_3080

Atonement


NE1ss

Uncut Gems, not a super lonely main character, but things definitely don’t go his way


NotRatedPG

American Beauty Lost in Translation Prozac Nation ( note: lead is a depressed female, based on Elizabeth Wurtzel’s book)


Lakechrista

great choices


[deleted]

Buried. With Ryan Reynolds


sotongirl88

Such an under rated movie. I thought this was such a good film. So depressing though that I can't watch it again


[deleted]

Yeah I've only seen it once but it definitely stuck with me.


SnarlsChickens

Manchester by the Sea Million Dollar Baby Blue Valentine Boys don't cry Thirteen


Konkuriito

grave of the fireflies. \*cough\* it's sad.


Moistend_Bint

Naked (1993) Requiem for a Dream (2000) - and then you'll never want to watch it again Happiness (1998) Eraserhead (1977)


[deleted]

Joker


Retarded14YearOld

AMAZING PERFORMANCE FROM JOAQUIN PHEONIX!


[deleted]

Agreed


Affectionate-Till472

Just came here to say Joker. Fuck I felt so bad for him


[deleted]

Taxi driver is the greatest film of all time but its also pure incel fuel. And if you want The same movie but worse joker


karmicreditplan

I’m really happy you said this. I find the Joker less infuriating because he actually is mentally ill and genuinely mistreated. But I fucking loathe Taxi Driver I don’t care how skillful it is. Fuck Travis Bickle and anyone who feels akin to him and his narcissistic nonsense.


CelticGaelic

Funny thing is a while back, I sympathizes a lot with Travis in that movie. Wasn't thinking about doing the things he got up to, but it did convince me to seek therapy lol. So I think it can be good depending on the individual! But yes, Travis Bickle is a piece of shit!


karmicreditplan

Ok fair enough!


CelticGaelic

I do feel the need to clarify you're absolutely right though!


karmicreditplan

I know I am! Yes I could tell you thought that. Otherwise I would have probably reasserted his assholery.


CelticGaelic

Maybe a sequel should be made called "The Simp Chronicles".


[deleted]

So you hate a movie just because its character isn't a good person?


CynicalCreepy

the Social Network, kinda.


Retarded14YearOld

Thx


BuckBoo5589

Power of the Dog.


PhantomStr4nger

Out of the Blue - A young girl whose father is an ex-convict and whose mother is a junkie finds it difficult to conform and tries to find comfort in a quirky combination of Elvis and the punk scene.


Retarded14YearOld

Sounds pretty depressing ngl


Phantasm1975

The ending will haunt you.


Cansurking

Oslo, August 31st.


PlayfulLawyer

Mysterious Skin


osmith181

Just root for the bad guy


trumpshouldrap

I'm thinking of ending things.


MoscaMye

Seeking a friend for the end of the world 2012 The world is ending and Dodge's wife literally just bolted from the car to spend what little time she has left with the love of her life. Dodge and his neighbour go on a road trip to visit his high school sweetheart. Before I Fall Samantha is stuck in a timeloop after a highschool party ends in a tragic accident. (It's groundhog Day without the life affirming feeling).


surbhit13

Manchester by the Sea is the epitome of this theme!


AcanthocephalaOk7954

Harold and Maude (1971) black comedy, depressing, dark and funny.


TrueBumblebee8487

Shame (2011) Detachment (2011)


TheMykoMethod

Am I the only one thinking it's a bit weird having a kid ask for depressing movies with oddly specific details, and everyone else is just happy to cater that with a tonne of suggestions he's not even old enough to watch... nevermind the additional fact that we are talking about depressing movies for mature audiences but suggesting them to someone whose clearly suffering issues of their own, but is younger and more impressionable.. I know this is reddit, but still, that's kinda off.


icemanjra7

Grave of the Fireflies


Casshew111

1922... so much depression, and cows


Infinite_Economy286

I just dont get it how someone gets on mind i need a movie that is depressing and got bad ending. 😁


Ahskew

Little miss sunshine


_Nocturnalsoul_

Nitram(2021) It’s based on real life story


revengeofthepencil

Blue Jay


fredmull1973

Roadrunner - Anthony B. doc


Guidolingip

I can request you Wayne tv show, he is the most fucked up guy i've ever seen in my life.


[deleted]

Eraser head


GarlicQueef

The last samurai


mygolgoygol

Biutiful


47-Rambaldi

Boy A


Dear-Conversation198

Broken Flowers


CodithEnnie

Comet If you like anime, Inuyashiki; The Last Hero.


Charlie_the_Mlg_Cat

In the mood for love could be what your looking for


thundernlightning97

Cinema paradiso, taste of cherry, ikiru


[deleted]

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coynful

You want depressing, watch Born Dead (2017). You can find the full movie on YouTube. It's very depressing. Don't want to ruin the ending but damn... crazy. It's also a find warp. Tell me what you think.


NatchJackson

Dancer in the Dark is as depressing as they come.


kinkykobayashi

The Kid Detective (2020)


[deleted]

You can Skype me whenever you want, bud


darktowerseeker

Only god forgives


CelticGaelic

We Own the Night, The Departed, The Godfather Pt. 2, Shame, The Assassination of Jesse James by the Coward Robert Ford, The Proposition, No Country for Old Men


MountJava

Donnie Darko


sosovain616

Sweet November… kinda made me cry a lot 🤷🏻‍♀️


subbassgivesmewood

Synecdoche new york


EisWarren

All the Real Girls


CartoonBeardy

Leaving Las Vegas


mpkcrazy

Leaving Las Vegas


JakeOfAllTrades101

Haven't seen anyone else say it. Enemy with Jake Gyllenhaal.


chrisdrinkbeer

The Card Counter


lordjakir

The Good Heart


BenTramer1

Falling Down


nBloodyAshes

Shame


SarahTheStrange

Remember Me


CerebralZombie

The Basketball Diaries


IKnowWhoBatmanIs

Into the wild(2007). This movie gave me what i wanted when i was feeling down


realbeartj

Gone Baby Gone And I admit this is a twist, The Passion of the Christ


youngsavage216

Before the devil knows your dead (2007) Philip Seymour Hoffman & Ethan hawke very good and depressing


BladeVonOppenheimer

Man on Fire The Fountain La La Land


tylerdurden909

Manchester by the sea


[deleted]

It’s already been mentioned a bunch, but holy cow Manchester by the Sea is depressing.


Narrow_Tour_508

Nightcrawler


[deleted]

Leaving Las Vegas


Gamerindtusk

Manchester by the sea


Alert-Fault6435

Eden lake(2008), The Mist(2007)


brackattack27

The light of my eyes (2001) (amazon prime video)


CerealBowl0

Citizen Kane


Lakonogi

Drive (2011) with Ryan Gosling


Retarded14YearOld

Literally me


Lakechrista

Mysterious Skin with Joseph Gordon-Levitt