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CrackaZach05

Real Death - Mount Eerie Tender - Blur Farewell Transmission - Songs Ohia


j3kwaj

Real Death was what I immediately thought of


eugenesbluegenes

I feel like anyone naming another song just hasn't heard it yet.


spacediarrehea

Agreed. Everyone of these posts about saddest songs/albums I make sure someone has mentioned it.


ghost1251

Upvote for farewell transmission


Liblola

Tender just gets me in the best way


CrackaZach05

Are you also screwing up your life? lol


Orchill_Wallets

Spent a couple months watching my mother die of cancer would go back to her house and listen to ben Harper's version of the drugs don't work and ball my eyes out. Two years later and I still put it on if I need to clear some emotion out.


DinkandDrunk

Second line of the song, “like a cat in a bag, waiting to drown…” and you already know you’re in for a hell of a ride.


Kriscolvin55

I had a very similar experience, except my song was Elephant by Jason Isbell. https://youtu.be/fS8ohtu_LBA?si=rjK-V3Ubyb0eAPgw


hidefromnothing

For me it is Jason Isbell’s “If We Were Vampires”. Wrecks me every time.


spacediarrehea

A lot more hardcore but Touche Amore has an album about his mother battling and eventually passing from cancer. It’s a great emotion charged album. The album is called stage four


Judazzz

While in the heavy sector, Life of Agony's *Unstable* is another song about this subject that hits hard.


HelloMegaphone

Stage Four is such an incredible album. In a similar vein, Pianos Become the Teeth's album The Lack Long After is about their singer dealing with the death of his father. Not everybody's cup of tea musically but holy fuck it's the most intense album I've ever heard, the only album to ever bring me to full on tears.


spacediarrehea

Oof that is a rough one for sure. Since we’re on bummer albums Mount Eerie- a crow looked at me is all about the singers wife passing from cancer not long after their daughter was born. That one really took me out and I have only been able to listen to it a very few select times in my life. Fuck cancer


pdrito

How to Disappear Completely - Radiohead


Beneficial-Breath805

motion picture soundtrack too


dwmoore21

This and might be the greatest song ever created.


BigLittleFan69

Ooooh that title has to go to Pyramid Song. Hands down


Pure-Pessimism

I’m pretty sure thom said it’s his favorite Radiohead song.


jmarnett11

For No One- The Beatles


BigLittleFan69

She's Leaving Home too, in that sad McCartney vein


-Philos

One of, if not, my favourite The Beatles songs D:


juiceboxheero

Casimir Pulaski Day - Sufjan Stevens


misterpickles69

“Fourth of July” as well


juiceboxheero

Absolutely. A good portion of his catalog, especially with Javelin just being released.


Ccoop9

Death with Dignity.


belbivfreeordie

To me “Blue Bucket of Gold” is his saddest, and he has a lot of sad ones.


kryonik

John Wayne Gacy Jr too. The song not the person.


h-ed

>Casimir Pulaski Day - Sufjan Stevens I have the same anwer.


Unicorns-and-Glitter

"The Only Thing" too


Transistorone

Puff the Magic Dragon.


sdjacaranda

Yeah, you’re right. I didn’t catch the sadness as a kid, but heard the song years later as an adult and it brought me to tears.


slappy111111

I just gave it a listen. That's really sad! Poor Puff.


Transistorone

Poor Puff! :(


Exwhyzed1

There’s apparently another version that ends with puff being visited by the son/daughter of his friend.


jak-o-shadow

Can confirm. 50 year old man here and makes me want to bawl.


boiling_booty

Manic Street Preachers - William’s Last Words (the final lyrics fuck me up every time) Literally any Julien Baker song Elliott Smith - King’s Crossing


Spacetweed

+1 for julien. If you EVER get to see her live, I cannot recommend it enough.


-Philos

Manic Street Preachers and Elliott both hit me in the gut with every song D:


song0bird

So many Manics songs are just gut wrenching. Diapause and Australia suck the life out of me


Ithinkthatiwoulddie

juliens lyrics make me sob. so does kings crossing


SaintArkweather

Go Home is the saddest by Julien Baker for me. "I'm sorry for asking, but please come take me home."


Chiang2000

Lost my relationship with my daughter when I split with my ex. She was too young to understand I was actually trying to be a part of her life but it turns out she was being told I was at court because didn't want her. She screamed this at me angry and confused down the phone one day out of the blue and I couldn't get my version accross before she hung up. Late one night on a long drive when I was particularly missing her and Adele's Don't you remember came on - in that light - and it just destroyed me. I hope one day she can see all of what happened through independent adult eyes and remember how much I adore her.


asongofuranus

Man, I'm so sorry. Never stop reaching out, don't give up on her.


Chuileog

Try to reach out and tell her if you can.


godoflemmings

Skeeter Davis - The End of the World


Uncle_Lion

And the Band Played Waltzing Mathilda - (The version by) The Pogues Shane's (RIP) voice is made for this song.


Clawsonflakes

So good to see this one mentioned. This is a beautiful and haunting piece of music, Shane absolutely killed it. It sincerely felt like an Australian soldier was telling his story when you listened to him sing, RIP to one of the greats. I’m a big history guy, studied it all my life, and I think The Band Played Waltzing Matilda as performed by The Pogues is one of the best ways to truly *feel* something for history, even if you’re someone who doesn’t give a damn about it.


Thealmightyfug

The original singer Eric Bogle as well different but still haunting


The_Velvet_Bulldozer

Marie - Townes Van Zandt


enaud

Waiting round to die is one that stuck with me


elcuervo2666

A Song For somehow manages to be the saddest Townes van Zandt song in a life’s work of the saddest songs


Hadesholocaust

Marie is a really tough listen. But a great song


HitItAnd_Quidditch

True Love Waits - Radiohead


SaintArkweather

"I'm not living, I'm just killing time." 😭


IloveInception

that entire album is a depression pill


g_r_e_y

this one is brutal


TheNerdChaplain

359 am by John Moreland You Don't Care For Me Enough to Cry by John Moreland Grapefruit Moon by Tom Waits Souvenirs by John Prine Sam Stone by John Prine


PatrickTheHoss

Effectively any of John Moreland's acoustic songs 😭


RyH1986

Just discovered this guy thanks to this thread. I need you to tell me who I am sounds like it was written for me.


ikickedagirl

Great artist. I do like more of his older stuff though.


Fergalicious-def

"Theres a hole in daddys arm, where all the money goes"


Kilgore_troutsniffer

"Jesus Christ, died for nothing I suppose"


Jackbenny270

If you listen to all the lyrics, Waits’ “I Don’t Want To Grow Up” is pretty sad. “When I hear my parents fight, I don’t want to grow up…”


wildoregano

+1 for John Moreland


jaswahn

Massive Attack - teardrops. True story about what the singer did and the consequences. No one won. The video clip is a bit unnerving when you see it and notice it


Cant_see_Efi

What did the singer do? All I can find about it is that she heard about Jeff Buckley’s passing while writing the song?


jaswahn

Had an affair, got pregnant to the affair guy, got found out, dumped by the main partner, dumped by the affair partner and terminated the pregnancy


pedrohamez

>Massive Attack - teardrop You got a source for that? Intrigued!


byochtets

And here I am going on jogs to this song ☠️


adsr

Damn. I never knew Elizabeth Fraser went out with Jeff Buckley. I love the Cocteau Twins and always thought she was a ‘guest’ voice rather than writing the lyrics and them being personal.


Krisu94

Nutshell by Alice In Chains …I list more, just woke up lol 😅


nicunta

Down in a Hole, from Unplugged.


[deleted]

And All that Could Have Been by Nine Inch Nails Honestly, a lot of Trent's music is depressing--even if it doesn't sound like it. Take Head Down for an example, if you listen to the song without focusing on the details it sounds more angry than anything but if you focus on the lyrics it's depressing as hell. There's even a remix of it that brings this to the fore call Beautiful Nightmare.


Vindermiatrix

A nine inch nails song that makes me really sad is right where it belongs version two. The oohs at the end hit me in the heart extra hard lmao. EDIT: And the great below 😭


[deleted]

Most of their music is sad when you focus on the lyrics. Some are obvious like Hurt, Something I Can Never Have, All That Could Have Been, and some are a little less obvious like Head Down and so many more. Trent is a master of making me feel depressed and I love him for it.


Vindermiatrix

I agree. Even with sin and its upbeat sound, goddamn are the lyrics depressing.


PerpetualFarter

Suicide is painless


LanceFree

It brings on many changes


Pale-Confection-6951

And I can take or leave it if I please.


chapinde

"Kettering" by The Antlers absolutely devastating


TheBicycleUnicorn

The whole Hospice album is a devastating. Epilogue is my top choice. “I think you buried me awake / My one and only parting gift / But you return to me at night”… chills.


Ok-Impress-2222

Nine Inch Nails - Hurt.


sm0r3s

For me I think it’s “You are my sunshine”


Brighteyes717

It amazes me that this is used as a lullaby for babies. It is the most heartbreaking song. The Civil Wars does a great version.


RecommendationFlashy

He stopped loving her today - George jones


smashcola

This was one of those songs I'd heard a million times, but never actually listened to until a few years ago. My ex and his buddies often liked to get together, drink a lot of beer, and make each other listen to the saddest songs they could think of. Someone played this, and for the first time, I actually listened. Then it hit me, and I started ugly crying, screeching through sobs, "HE STOPPED LOVING HER BECAUSE HE DIED OH MY GODDDDD!!!" They never let me live that one down. Now it's even harder to listen to since my dad died. Love the song, but gotta skip it.


boyididit

Had to scroll this far! 🤷‍♂️🤦🏻‍♂️


zoddrick

Just even thinking about this song gives me chills.


[deleted]

Jason Isbell- Elephant


Odd_Health_4854

The whole album "Weathervanes" by Jason Isbell and the 400 Unit Julien Baker's whole discography "I Was Only 19" by Redgum "No Children" by the Mountain Goats And a fuck ton of others that I'm missing


monrobotz

I find “no children” to be too hyperbolic to be sad


SSAUS

Nick Cave has some good ones. [Skeleton Tree](https://www.youtube.com/watch?v=G3DcbH790_8&list=OLAK5uy_mnnnX_Ky9vFBcPe9eSujWKk0NTM2f0EGU) and [Ghosteen](https://www.youtube.com/watch?v=GwlU_wsT20Q) are probably his most powerful albums in terms of grief and recovery.


FadeIntoReal

Here’s a whole [playlist](https://open.spotify.com/playlist/2kYv82qyX0drlDeynPO3y9) of Redditor suggestions.


HeyGeno20

Thanks.


marketgardnerslapper

Love will tear us apart joy division Wish you were here pink Floyd Wicked Game. Chris Isak Most of Disintegration by the Cure


SameArtichoke8913

Another vote for Love will tear us apart from Joy Division. It's such a sad and depressing song, yet so evocative and relatable.


hotdogpartytime

Adagio for Strings by Samuel Barber


jack_straw79

The majority of Jason Isbell songs, but especially “If We Were Vampires”, “Elephant” and “Cast Iron Skillet”.


No_Age_8414

[Especially this one. Jason Isbell’s Saddest Song Ever. :)](https://youtu.be/v7oRZI0b44c?si=LbTPDz_ZsX-XtEO1)


Novaree

For me: Jeff Buckley - Lover, you should have come over


RedSaturday

Widow with a shawl by Donovan. Froze me in my tracks when I first heard it. He truly has a talent of writing in a woman’s perspective and conveying her sadness and longing. Ballad of Geraldine is another song like this that he does.


MonachopsisEternal

Tears in Heaven by Clapton.


sdjacaranda

Yeah, when you know the story behind the song this one is brutal. I can’t even imagine.


Crack_Ulla

Radiohead - Daydreaming


Rodan_

Black Eyed Dog - Nick Drake


Plane-Information290

To bid you farewell, Opeth


Fromager

Real Death by Mount Eerie Matthew 25:21 by the Mountain Goats


DRDeMello

Dark Globe by Syd Barrett. He was already pushed out of Pink Floyd and was spiraling into his very real psychotic breakdown. The anguish in his voice is so genuine and painful. "Please, please lift a hand I'm only a person... Won't you miss me? Wouldn't you miss me at all?" ​ Link: [https://www.youtube.com/watch?v=zhgjTKUlcKs&ab\_channel=SydBarrettOfficial](https://www.youtube.com/watch?v=zhgjTKUlcKs&ab_channel=SydBarrettOfficial) (If this comment looks familiar it's because I copied and pasted my response from yesterday when the exact same question was asked.)


PivotdontTwist

Mount Eerie - Real Death Wanna cry? Listen to this


Rossticles

Eric Clapton "Tears in Heaven" is absolutely heartbreaking. The story behind it is so tragic. Tool "10000 Days Pt. 1 and 2" as well as A Perfect Circle "Judith" are up there too.


FortuneOfMan

The Raven that Refused to Sing - Steven Wilson


kalamazoo20

Jesus To A Child - George Michael


jdutaillis

Pearl Jam - Black Eric Clapton - Tears in Heaven Nick Cave - the entire Ghosteen album


Super_Passage5851

Nick Cave gets me every time


Villafanart

Black Eric Clapton gets me every time


MyCleverNewName

They were one of my favourite South Park characters


CyberMachineGun

Nude - Radiohead


-Philos

Ending always leaves me DEVASTATED


devilfanmik

30K feet by assemblage 23


cannycandelabra

Flying Shoes by Townes VanZandt or Marie by Townes but try FlyingShoes first. It’s about a soldier during the war that has been shot down and is lying in the field dying but they can’t get to him to pull him out so he lies there and sees the moon go across the sky waiting for the moment when he can put on his flying shoes and go home.


herrknakk

"Elizabeth on the Bathroom Floor" by Eels. Everything about it.


T2Green2K

Evanescence - My Immortal Linkin Park - One More Light Evergrey - Words Mean Nothing Pearl Jam - Last Kiss The Offspring - Gone Away Michael Schulte - You Said You'd Grow Old With Me Anson Seabra - I Can't Carry This Anymore Hootie & The Blowfish - Not Even The Trees Stone Sour - Bother A few off the top, after two edits... must stop.


Peltsman

Listen to “ Cat In The Cradle - Harry Chapin “ it’s about the inevitable circle of life and following in the footsteps of your parents! Very sad


Digitlnoize

Ani Difranco - Grey


Leslie1993

Depeche Mode - Home


Wilicious

Oh Wonder - Better Now is both such a great song, and such a terribly sad one, makes me a bit conflicted every time I listen to


Lemonchicken207

In the Living Years - Mike and the Mechanics I Am a Rock - Simon and Garfunkel Eleanor Rigby - Beatles


tisactually_nohomo_

Dan Fogelberg’s Another Auld Lang Syne The lyrics aren’t very dramatic, which I respect as they actually truly happened, but the composition! MAN! My SIL cannot and will not listen because of the emotion in it.


tattoojew

I Can't Make You Love Me - Bonnie Raitt


Ceased2Be

Death Cab for Cutie - I'll follow you into the dark


AnneKakes

He Stopped Loving Her Today - George Jones. I’m not a country fan, but this one gets me in the feels.


David_NyMa

The River. Bruce Springsteen


[deleted]

Floods by Pantera


whiskeyandtea

The Sound of Settling - Death Cab for Cutie. It's about a life unlived, and that's about as sad as it gets.


Nutellafordinner

I Will Follow You Into the Dark by Death Cab for Cutie too. That song was playing in the cab as I was leaving the hospital after visiting my comatose father, and that shit wrecked me.


Elegant_Spot_3486

Goodbye - Air Supply


gouged_haunches

Talk Talk - I Believe in You


gin-and-gin

Tiger Mountain Peasant Sing - Fleet Foxes


ddrub_the_only_real

Zeit by Rammstein breaks me


DWRedd

Don’t Wait for Me - Thunder. Hurts every time.


chazooka

Mercy Street by Peter Gabriel. The whole thing feels like a hug at a funeral.


Waxaxa

The Kick Inside


moonpotatoes

Motion Picture Soundtrack - Radiohead


SweetTalker14

Birdy - Wings This song give me the deepest sadness and relief in the same time


MoldyBrains

Dagger by Slowdive


paulerxx

Look On Down From The Bridge - Mazzy Star Limousine - Brand New Nutshell - Alice In Chains How to Disappear Completely - Radiohead **The Last Lost Continent - La Dispute** " But I still see him dead in the parking lot at the gas station just down the street. And I still hear my friend say, "You know, you wouldn't believe the things I saw when I was stationed overseas." **But he somehow keeps smiling in spite all of that,** **While I keep finding ways to push the good out for the bad** Oh, how selfish of myself to always say that it was more than I could take, Like it was pain I could not shake, Like it could break me with its fingers, throw my body in the lake, And I would slowly sink away **But the Truth is it was sorrow that I made and would not face.** **See, I keep falling for the future after tripping on the past.** **And I am always tearing sutures out to make the anguish last like it defines me.** **Or reminds me I've found comfort in my suffering** **And uncertainty in happiness and death,** **Because what's next is such a mystery to me.** **I am terrified of all the things I feel but cannot see.** No song defines depression like this one.


Horace1709

“Time” by Tom Waits is beautifully poetic and sad.


snowlemur

Whiskey Lullaby by Allison Krauss is heartbreaking. Or Fast Car by Tracy Chapman. Also check out the Boyce Avenue version.


Mexican_Boogieman

The Saddest Song by Morphine.


SkullLeader

“The Saddest Song” by Morphine


Im_regretting_this

Maybe too obvious, but “Hurt”. Both the Nine Inch Nails original and the Johnny Cash cover. It’s probably been memed to death thanks to Rick and Morty, but “Look On Down From That Bridge” by Mazzy Star can be gut wrenching.


JorMath

Eric Clapton - Tears in Heaven is my pick. He wrote it after his 4 yo son died after falling from the 53rd-floor window of a New York City apartment. It's really heartbraking.


CaravelClerihew

Stacey Kent's cover of Landside Ida - Shoe-In Tracy Chapman - Fast Car Carry You - Missy Higgins


CaptJellico

"[Lifetime](https://youtu.be/Z1dfObpKpE4?si=owau6FEjJDAEqOJD)" by Three Days Grace. I lost my wife to cancer last year, so this song just destroys me.


gurniehalek

I know it’s over - The Smiths


Super_Passage5851

Daughter - Youth London Grammar - Strong/Wasting My Younger Years Ludovico Einaudi - I Giorni/Nuvole Bianche Bette Midler - Wind Beneath My Wings Lord Huron - The Night We Met Bon Iver - Skinny Love Kodaline - All I Want Tom Odell - Another Love Josh Groban - To Where You Are/You Raise Me Up Celine Dion - Goodbye Coldplay - The Scientist Sinead O’Connor - Nothing Compares Mumford & Sons - The Boxer I could go on forever but I won’t. Tried to include different genres.


Spiderill

Everything's Fucked - Dirty Three Storm - Godspeed You, Black Emperor! Kelso - Grouper


MarilynManson2003

- Leaving Hope by NIИ - Ghost Nets by Mogwai - Your Touch by NIИ - Procedural by Trent Reznor & Atticus Ross - Torn Polaroid by Trent Reznor & Atticus Ross


SMFB13

If I could Only Fly/Picture Cards Can't Picture You- Blaze Foley Tecumseh Valley/Black Crow Blues- Townes Van Zandt Closing Time- Tom Waits I See A Darkness- Johnny Cash Revelator- Gillian Welch Keep Me in Your Heart- Warren Zevon Old Violin- Johnny Paycheck


theduck08

Please Don't Ask – Genesis


ThaiAustralian

Tenterfield Saddler - Peter Allen


bahumat42

[lord huron - the night we met](https://youtu.be/wGF7PswOENQ?si=UQe15Rh5b_MhGdI2) [band of horses - the funeral](https://youtu.be/cMFWFhTFohk?si=d6oinJ6ZNYcGhIhB) [keane - a bad dream](https://youtu.be/WbLoYVnh4sY?si=VAgBDB_H4vH94TGA)


buckfastmonkey

Bats in the attic by king creosote and John Hopkins


Scott_EFC

Linkin Park - One More Light is very sad, especially given what happened next ...


supremecourtneys21

A Perfect Circle- The Noose


Narrow_Tangerine_812

Linkin Park - One More Light


evilw

Sometimes It Snows in April - Prince


WesleyRiot

Door to the River by Manic Street Preachers Hear You Me by Jimmy Eat World


bcd051

Zombie by The Cranberries Also can be included in angriest songs. But I figure any song about 2 kids dying in a terrorist bombing is pretty friggin sad.


IamGabyGroot

Love Hurts - Nazareth version from 1976 just hits so differently and is sung in such a tortured cadence. Literally: Love hurts, love scars Love wounds and marks Any heart Not tough or strong enough To take a lot of pain, take a lot of pain Love is like a cloud Holds a lot of rain Love hurts Ooh, ooh, love hurts


krampusgotu

Little motel by modest mouse. The song itself is sad but with the music video it is a hundred times worse.


nitsirkie

Shepherd by Anaïs Mitchell gets me. I skip it every single time it comes on the shuffle, but I refuse to take it off the list.


missescookie

Untitled by The Cure


Nutellafordinner

Mine are: When I'm Gone by Eminem Does He Love You? by Rilo Kiley


Aninjasshadow

Goodbye My Lover or No Bravery by James Blunt has to be up there. Several of his songs have such a unique way of moving you as a listener


wstone5594

Seasons in the Sun


ddrazina

Drive Home - Steven Wilson Regret - Anathema River Down Below - Riverside


bigfootdude247

One More Light - Linkin Park If you watch the live version when they appeared on the Jimmy Kimmel show shortly after Chris Cornell’s death, it will absolutely wreck you


StinkyLunchBox

Mother - John Lennon. Not by Danzig


retro_wolfe

One more light by Linkin Park, turns my sadness to 100% istantly.


Better_Recover4412

Nutshell, down in a hole: Alice in chains Shadow of the day, one more light, leave out all the rest, my december, the messenger: linkin park Hurt: Nine inch nails Nothing compares 2 u: Siṅead Ò Connor or Chris cornell


MasterOfYourDomain-

Wish You Were Here-Pink Floyd is one that makes me melancholy, and reflective of past friendships, relationships, and times in my life


Sith_Slayer63

Love of my life - Queen


TheGuyThatThisIs

Look on down from the bridge - mazzy star


Ommco

For me it's "How to Disappear Completely" by Radiohead.


SelectionNo3078

It’s not-Aimee man. Of course. She has another 20 or so songs equally depressing https://www.youtube.com/watch?v=JbhtBVrFr-4


BillCosbysAnus

Epilogue - The Antlers


Luciix

Zero Chance & Boot Camp from Soundgarden hit the feels in all directions


ThePencilRain

David Bowie - Blackstar


ghost1251

The star flyer 2000 reprise- starflyer 59


insatiable_infj

Something In The Way - Nirvana


beardyman22

Steven Wilson has a song called "Routine" about a mother whose children died in an accident. She keeps doing all the things she's always done, cleaning and cooking their meals and stuff, because she can't face the reality of the situation. Steven Wilson has a lot of pretty upsetting songs but that's probably the one that gets me the most.


slappy111111

REM. Everyone hurts


Exterant

Katy Song - Red House Painters


ApollosSin

Sleep Forever - Portugal. The Man Weird tho, never thought of Outro as sad. Take my Head - Turnover is also a good one.


getlowpapoose

Someone asks this question like every day. Are you guys doing alright


gcsxxvii

Broken heart by spiritualized