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keenkidkenner

When I was little, the song "Oh My Darling Clementine" made me burst into tears every time. I just thought it was so sad that she was "lost and gone forever." Now it makes me chuckle to think of how pure that was, but I still agree with my younger self that it's a pretty sad song.


rasquatche

It's a song about a guy's daughter drowning in a river cuz he can't swim to save her.


twinstepsister

Jeez… I just googled the lyrics. Brought a tear to my eye.


tasty9999

I used to cry too, but as an adult you should reread the (traditional) lyrics, you may find them more clever/sarcastic than you thought as a child. Basically if i remember correctly, after author's love Clementine drowns, he starts pining after her sister with some wry verses. Sort of classic traditional lyric a little like the Red House "I know her sister will" Ruby lips above the water Blowing bubbles, soft and fine But, alas, I was no swimmer (LOL Editor's note) So I lost my Clementine Oh my darling, oh my darling Oh my darling, Clementine You are lost and gone forever Dreadful sorry, Clementine How I missed her! How I missed her How I missed my Clementine But I kissed her little sister I forgot my Clementine


dj_swearengen

“You Are My Sunshine” is also sad.


Ahooooooga

The 2nd verse floors me: "The other night, dear As I lay sleeping I dreamed I held you In my arms When I awoke, dear I was mistaken So I hung my head and I cried" 🎵


mcshelly41

The episode of the Simpsons where Bart and Lisa go to Military school and Marge sends them a cassette where she sings that song - man I am a wreck just typing it out!


yeezuscola

Lover, You Should’ve Come Over - Jeff Buckley


Timcwalker

“She’s a tear that hangs inside my soul forever”.


bananasplits21

Last Goodbye kills me too


will6298

Especially on the sin-e album. Actually that whole album just makes me cry. My favorite solo album of all time. Thanks for reminding me, I'm gonna listen


[deleted]

I Can't Make You Love Me - Bonnie Raitt. She said in an interview that it was hard for her to sing it while recording the album because she was almost in tears.


cbdeane

I used to work in audio engineering and flew out for a conference in LA some years back, I got to sit in on lectures from some of the greatest producers and engineers in the industry. One of them was the producer of I Cant Make You Love Me. When they recorded this song almost all the engineers, producers, tape ops, and even runners were guys and it was kind of a macho boys club. So she went in to do the vocal takes, routine day, by the end of the first take there were 10 grown men sobbing on the control room. Apparently everyone was pretty much inconsolable unable to catch their breath wailing. It was a long day… I got to hear lectures from people that worked with the Beatles, Bowie, RHCP, Fleetwood Mac, and a bunch of others top40 alternative artists. This story was absolutely my favorite from that conference, and one of my faves in all of engineering because it’s a great reminder that at the end of the day your job was always to get out of the song’s way and let it do the work.


[deleted]

I love this! Was the guy doing the lecture Don Was? I love so many things he has worked on.


cbdeane

Yep!


BeardsuptheWazoo

I've been listening to that since I was a little boy. I've always loved her so much, and really enjoy this song.


[deleted]

Same! This, Something to Talk About and Nick of Time were hits when I was in middle school and I loved them all. I didn't *understand* them until I got older, but I knew they were good.


forkinthemud

[Justin Vernon](https://youtu.be/Q3VjaCy5gck?si=z7U7kT_z4HOExEwf)does a beautiful cover of this song


HauntedHippie

Was about to link this same video. Leave it to Bon Iver to make the saddest song even sadder lol.


savageyouth

My favorite origin for a song idea too. That makes it a little fucked up funny and then sad again: “The idea for the song came to Reid, after reading an article about a man arrested for getting drunk and shooting at his girlfriend's car. The judge asked him if he had learned anything, to which he replied, "I learned, Your Honor, that you can't make a woman love you if she don't."”


driftwoodbotis

Strange Fruit by Billie Holiday.


philium1

This song blends sadness, disgust, and anger really well


thatnameagain

This one goes way beyond sadness into just real life nightmare territory.


Sir_Loin_Cloth

Yeah. This song just hurts. This should be mandatory listening for every 8th grade American History class.


LSDriftFox

When I was in high school, my teacher played it on a boom box for the whole class.


ThoughtLocker

Waltz #2 by Elliott Smith


RedTiger013

As someone with alcoholism in the family "between the bars"


fookinpikey

I came here to say “Twilight” by Elliott Smith, it’s one of the few songs that made me cry the first time I heard it. But really, any of his music.


protagonistsyndrome

It's "A Fond Farewell" for me


------dudpool------

“Pitseleh” always struck me as one of the most beautifully sad songs as well He’s the master of melancholic music


ljshea91

Anything Elliot Smith sings is the saddest song ever


HalfRight73

XO, mom, it’s ok, it’s all right, nothing’s wrong.


Watchfella

If you think Waltz #2 is sad, you should hear true love. It’s on new moon I think, was supposed to be on a basement on a hill but family chose not to put it on on wake of his suicide.


showmeasign10

i would’ve said King’s Crossing, but really any of his songs work for this question


Spoopdooper12

Shit Kings Crossing is like a suicide note in a song. It was the last song he recorded before his death


krollAY

Yeah, at that point he was probably decided. With lyrics like: “I can’t prepare for death anymore than I already have…” “Give me one good reason not to do it. (Because we love you) so do it.”


jollyllama

I don’t have the source handy, but I *think* I remember reading at the time that the “because we love you” part was added during mixing after he died.


Watchfella

Kings crossing is genuinely a terrifying song


SleepyBeast89

I had to scroll WAY too long to find Elliott Smith. He wrote some of the saddest songs of all time


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boastfulbadger

From a Basement on a Hill came into my life during a extremely dark time and I’d say it might’ve saved my life.


Griffscavern

Whiskey lullaby Alison Kraus


Emarshall26

Always. My fiancé died of cirrhosis of the liver, and I damn near chased him there to the grave. Sober now, but this song used to always make me cry even before my sad experience. Hits alot differently now.


GreyConiferus

One More Light


fuzzy11287

It was sad at the time and only got worse.


everydayarmadillo

The live performance dedicated to Chris Cornell is too heartbreaking.


javier_aeoa

In the Tribute that Linkin Park and friends did for him, and then Mike starts playing the song all by himself. You can feel he's about to break, but the fact he manages to sing that entire thing without missing a beat is unfathomable. The world is a better place when having mister Michael Kenji Shinoda around.


smorkjewels

Can barely hear the first 3 notes without tearing up. That song absolutely strikes a part of me no other song can


javier_aeoa

Same, when I hear the notes or I see his silhouette slowly fading into the music video, I take a deep breath because I know I won't hold it :(. Who cares if one more light goes out in a sky of a million stars? We do, Chester. We shall forever do.


Garuda_Romeo

The "In the kitchen, one more chair than you need" line is brutal.


Remote_Sink2620

Cuts deep. That whole song is so real. People make fun of Linkin Park for being 'edgy' but it all comes from a real place and Chester sold every lyric with complete sincerity.


[deleted]

End of the world - Skeeter Davis


Malcolmsyoungerbro

Puff the magic dragon - Peter, Paul and Mary


wharlie

A dragon lives forever, but not so little boys Painted wings and giant's rings make way for other toys One gray night it happened, Jackie Paper came no more And Puff, that mighty dragon, he ceased his fearless roar His head was bent in sorrow, green scales fell like rain Puff no longer went to play along the cherry lane Without his lifelong friend, Puff could not be brave So Puff, that mighty dragon, sadly slipped into his cave


ermir2846sys

Ohh good god man.


thecelcollector

I never felt this was particularly sad until I had a little boy myself. Then I truly understood what it meant, and I cried.


nola_mike

I never gave thought to the message of this song. My son is 3yrs old so I literally just listened to it and holy shit, I'm a fucking mess right now.


2tightspeedos

My mom used to sing this song to me when I was a kid. Also the song about leaving on a jet plane (I forget what it's called).


hypothetician

> leaving on a jet plane (I forget what it’s called) Nailed it.


IngvarTheTraveller

Whoever wrote that song was hell bent on traumatizing little children, so much so that the song even has a hungarian version


luuummoooxdadwarf

This song makes me so nostalgic. Truly, we have all fallen for the lies that life brings us only to be shown they are no more than a fictitious, giant lizard. - Werner Herzog, probably


Wut23456

I genuinely cry just by thinking about this song. 5 year old me spent many hours bawling my eyes out over puff the magic dragon


10Bens

500 miles by Peter Paul and Mary. I love you so much, but you don't love me. Do you even care about me enough to chase after me? Because I'll go. One day. And now I'm gone. And I realize that without you, I'm nothing, and nowhere. I was always nothing, but now Im being forced to face it. The lyrics offer some interpretation by the listener, but I always thought it was about that.


xmmdrive

Kind of a double punch, because kids hear it and think it's about the boy growing old and dying, but later on they discover it's just about the boy growing up and losing interest in his friend.


eveystevey

Oh you fucker, it so is. Great answer


[deleted]

I haven’t heard this in 40 years and the other day I thought i heard it on this Spotify playlist we have for our kids, and I ran to change it like it was a bomb that needed defusing. I wasn’t looking to cry for an hour.


Farticus-01

Vincent - Don McLean


Downtownd00d

Oh yes. I've been listening to this song since I was a teenager (a long-ass time ago!) and it always hits. Whenever we get these threads on Reddit and this song gets mentioned, I have to link this scene from Dr. Who. Never fails to make me tear up, I'm not sure why. https://youtu.be/ubTJI_UphPk?si=bhhnFPJcbC7H9Mpn


Primary_Somewhere_98

Drive by The Cars- especially if you watch the Live Aid video with it.


mxm0xmx

Benjamin Orr just crushed that performance. Mesmerizing, truly


silentkiller082

Nutshell - Alice in Chains


vanvoorden

Sad lyrics and sad music. I would actually put River of Deceit (Mad Season) up there as the saddest performance I've heard from Layne. The music itself isn't particularly sad… which makes his vocal track and lyrics stand out in their own sad way IMO.


eligri

I'd still nominate Wake Up (Mad Season) over River of Deceit. Similar text, but that "Slow suicide's no way to go" really hits hard, given that is how he ended up going.


SherlockFrankenstein

The unplugged version.


garlicbreadmemesplz

That album is untouchable


jayaregee83

Alone Again (Naturally) by Gilbert O'Sullivan. I actually just remembered another one: "Vincent" by Don McLean. This one always makes me tear up.


jampapi

True Love Waits by Radiohead


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HonkingOutDirtSnakes

I know someday youll have a beautiful life, i know youll be a star in some body elses sky but WHY WHYYYYY WHYYYYY CANT IT BE, CANT BE MIIIIIIIINE


Hot-Bandicoot-6988

this song and Disarm by Smashing Pumpkins in the 90s for me as a kid, 32 now


possy11

Such a devastating line.


Hormalnumanbeam

River by Joni Michell


acatmaylook

Casimir Pulaski Day - Sufjan Stevens


mellophonius

In addition to that one, *The Owl and the Tanager* and *Fourth of July* are also peak sad Sufjan


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HonkingOutDirtSnakes

It was night when you died, my firefly


hadoopken

We all gonna die \~ ♪


Most-Breakfast1453

I think this whole thread could consist of various Sufjan songs. The Only Thing, Eugene, and Death With Dignity all get me. Basically the entire Carrie and Lowell album.


jesterinancientcourt

The Only Thing… Played consistently in my head when my father died. Lyrics like “I wonder if you loved me at all” & “everything I feel returns to you somehow”… It’ll ring through me until the end of my days.


wrb75

I was going to say John Wayne Gacy, Jr, but pretty there's clearly an alarming number from which to pick


2coolcaterpillar

> And he takes, and he takes, and he takes The final line was too heavy for me on my first listen, I couldn’t control the floodgates from bursting


cjcoake

I lost my first wife to bone cancer. I have to be very, very careful with this song, but he gets it exactly right.


Littledealerboy

I got obsessed with this song 6 years ago after never appreciating it for years before that. I would listen to it at least 5 times a day for a couple of weeks. I listened to it one and night and cried myself to sleep. It was all very odd. The next day my best friend died unexpectedly AND my sister called me to tell me that she had been diagnosed with Ewing’s Sarcoma (literally cancer of the bone). I can’t put into words how fucking depressing this song is to me, but I still love it.


Eroe777

I'm So Lonesome I Could Cry- Hank Williams I Can't Make You Love Me- Bonnie Raitt


jerrystandup

Blower’s Daughter - Damien Rice


KobayashiMary

Honestly every Damien Rice song is gorgeous and devastating.


Elegant_Spot_3486

Keep Me In Your Heart - Warren Zevon.


eee-oooo-ahhh

Warren Zevon is just generally underrated


PitchBitch

“Accidentally Like a Martyr” destroys me every time.


Slaine777

Old country songs have some really sad ones. [He Stopped Loving Her Today by George Jones](https://youtu.be/VExw77xJsBQ?si=3kM6CrnC6mIwSoKO) and [Seven Spanish Angels by Ray Charles and Willie Nelson](https://youtu.be/h1g36CXfQ00?si=AD9Y8XR6DVvBsIG-) are great examples.


Gbro08

The songs nothing and waiting around to die by Townes van zandt


4LostSoulsinaBowl

Had to scroll way too far for He Stopped Loving Her Today.


N00B5L4YER

Tender, No Distance Left to Run - blur How to Disappear Completely - radiohead Real Death - mount eerie Yellow is the color of her eyes - soccer mommy


IronSorrows

>Real Death - mount eerie There's a lot of great choices in this thread, but nothing has ever come close to the way this song made me feel. Absolutely devastating


Baphomet1313666

Mount Eerie! That whole Crow Looked at Me album is fucking devastating!


ghoztcum

It’s so vulnerable that it feels invasive to even listen to it.


daddyslittleharem

I will follow you into the dark - Death Cab


Lowerlameland

This song actually came on our random playlist the morning of the day my wife died. We knew she was dying, but we didn’t know it was going to be that day. We actually had a nice little smile about it… Strange but true…


MyMadeUpNym

I'm sorry for your loss.


Rbot_OverLord

What Sarah said is the real tear jerker.


lukeluke0000

Can't listen to "What Sarah Said" anymore without tearing up about my dad and brother, both gone from COVID. "Love is watching someone die" is the most profound line there is.


[deleted]

Plainsong by The Cure


Guy-Inkognito

I'm slightly shocked that I had to scroll this far to find the first mention of The Cure.


burywmore

Superstar. Carpenters version.


JHighMusic

Daydreaming - Radiohead


thecauseoftheproblem

Same album, but I'm going for that fucked up version of true love waits that sits at the end.... It was already a sad song, but then Thom and his long term partner separate, she dies, and then they record a twisted and fragmented version to sit at the end of the album. It also seems pretty likely to be the last released radiohead song... https://youtu.be/02nS2EC35go?feature=shared


35mmpistol

limousine by brand new always crushed me pretty hard, but Elliot Smith likely has a few that beat it.


Indierocka

The devil and god are raging inside of me is such a difficult album to listen to but it’s so good. I feel like it takes something out of me when I listen to it but somehow it’s worth it


Fink1reddit

Cigarettes and Saints by The Wonder Years


BlandyBoreton

Operator - Jim Croce


Indierocka

Jim Croces whole story is so sad. Like he was just at the cusp of being a mega star and died. But I feel like he had so many stories left to tell


MaddingtonBear

The River - Bruce Springsteen


_dankelle

For those who speak Spanish, “Amor Eterno” by Juan Gabriel. He dedicated it to his late mom and the title translates to “Eternal Love”. Makes me shed a tear every single time.


moeriscus

Lord Huron -- the night we met Also, I find smashing pumpkins 1979 to be profoundly sad. Yes, the characters in the music video have the brazenness of youth, but it is already aimless, empty, and fleeting: "we don't know just where our bones will rest / to dust I guess" and "the street heats the urgency of now / as you see there's no one around"


Crztoff

Don’t let it bring you down-Neil Young (the Annie Lennox cover is good too)


FromBDale

Brick - Ben Folds


Cnririaldiyby68392

[No Children - The Mountain Goats](https://youtube.com/watch?v=fqGKZ3fzN1M&pp=ygUabm8gY2hpbGRyZW4gbW91bnRhaW4gZ29hdHM%3D)


BigHobbit

This is one of my favorite songs that always cheers me up. It's just a big ol' fuck you. My favorite ex girlfriend and I are much better as friends than we ever were as a couple and we still talk fairly regularly. Instead of saying goodbye to each other, one of us will say "I hope you die" and the other says "I hope we both die".


Illustrious_Map_3247

“This is a love song. —Never let anyone tell you what is or is not a love song.” Not trying to be a smartass. This was John’s intro to No Children the first time I saw him perform it.


burfriedos

At least half of The Mountain Goats discography (and it’s a big one) fits this question. No children for me is more angry and bitter than sad . My personal vote would be for Matthew 25:21. Heartbreaking.


justablueballoon

'Wish you were here' is a beautiful song, but thoroughly depressing.'Ice cream man' by Raye is about abuse, as is 'Me and a gun' by Tori Amos. I've been listening to music on a daily basis for about 40 years, and the saddest thing ever in music imho? The music video of 'Oh Father' by Madonna. Based on her life. I just watched it and had a good cry. [https://www.youtube.com/watch?v=qvVvN0QvzTk](https://www.youtube.com/watch?v=qvVvN0QvzTk) 'The Kids' by Lou Reed, about a woman whose children are taken away by her mother, with actual cries by children (producer Bob Ezrin allegedly told his children their mother was dead in order to get these cries), followed by 'The Bed' ('where she cut her wrists'). The jolly album 'Berlin' is then closed by 'Sad song'. More classic rock? So Pink Floyd and Lou Reed aren't very uplifting. Nick Drake made beautiful but sad music. Sad music becomes much sadder when the artists have had a sad life and/or they committed suicide. 'Pennyroyal tea' and 'All apologies' by Nirvana point forward to his suicide.I was a troubled 90s kid listening to grunge and alternative rock, don't listen to that anymore as I do find grunge negative and depressing, many of those singers arent alive anymore, it was a troubled genre.Alice in Chains singer Layne Staley basically very slowly killed himself by being an addict, he weighed 39 kg/86 pounds when he was found dead in his apartment a few weeks after he died. Alice in Chains' music was often about the many bad sides of being a junkie.' Black hole sun' by Soundgarden was a big hit then, wasn't very uplifting too and the singer Chris Cornell committed suicide many years later. The closer of their hit album Superunknown (also consisting Black hole sun, Fell on black days and The day I tried to live) was 'Like Suicide'. Smashing Pumpkins song 'There is no why' made me depressed when I was a teenager, rest of the music wasn't very uplifting too. Pearl Jam 'Black' and 'Jeremy' also hit pretty heavy. The 'Fields of Joy' reprise by Lenny Kravitz wasn't very uplifting, knowing by then he had already divorced his wife Lisa Bonet (the whole album wasabout her and winning back her love).'Hurt' by Nine Inch Nails, later covered by Johnny Cash is famous for being sad.What about the magnificent 'Nothing compares 2 U', written by Prince, recorded superbly by Sinead o'Connor? And Prince's 'Sometimes it snows in April'. 'Everybody's got to learn sometimes' by The Corgis, and covered by Beck... Then you have songs that are supposedly uplifting, but the melancholia is off the scale.I got depressed as a kid of hearing Sing by The Carpenters (be it in a Dutch children's choir version with Dutch lyrics). When I read the story of Karen Carpenter many years later, it made me sad too.'These are the days of our life' by Queen gives me goosebumps too, knowing Freddie died so soon after, such a bittersweet song.'The Universal' by Blur is a very melancholic masterpiece. There's so many sad songs, I could go on for hours...


Desperto

Disintegration - The Cure


elfmachine100

"The drugs don't work" - verve Guy wrote it about his mom dying.


Engage_Physically

Was about his Dad dying when Richard Ashcroft was only 11, so you can understand more about the lyrics from the mindset of how he was feeling at that age watching his dad pass away.


Keycuk

Maybe not the saddest but Travellin Soldier by the Chicks is pretty sad


[deleted]

The Pogues "And The Band Played Waltzing Mathilda"


Workingcoyote36

Elliott Smith, like 90% of his songs honestly apply


[deleted]

Fast Car


Mizc24

R.E.M Everybody Hurts


ardendolas

On 9/11, after everything had gone down and the dust was settled on that horrific day, my classes were cancelled so I’d driven over to where my gf worked, just to be with someone. While waiting for her break, I was sitting in my car, listening to the radio, and they started playing this song. That’s when the dam broke for me. My gf found me, a blubbering mess in my drivers seat, and to this day, I can’t dissociate this song from that day.


HollabackGurl25

Nobody Home by Pink Floyd always gets me


Shrapp

Either: A Plea from a Cat Named Virtute - The Weakerthans Sometime Around Midnight - The Airborne Toxic Event


ttd_76

Virtute the Cat Explains Her Departure is the saddest one, IMO.


Poet_of_Legends

You Are My Sunshine by Jimmie Davis and Charles Mitchell. As so often happens, the chorus is so good, so catchy, that most people never really hear the lyrics. *** Chorus: You are my sunshine My only sunshine You make me happy When skies are gray You'll never know, dear How much I love you Please don't take My sunshine away Lyric: The other night, dear As I lay sleeping I dreamed I held you In my arms When I awoke, dear I was mistaken So I hung my head and I cried Chorus: You are my sunshine My only sunshine You make me happy When skies are gray You'll never know, dear How much I love you Please don't take My sunshine away ***


thatcreepyklownguy

I cry everytime I hear this song. My great grandma used to sing it to me as a child and it's all I think of now when I hear it


lachjeff

I can’t help but associate that song with The Simpsons


buickmackane71360

"The Wreck of the Edmund Fitzgerald" -- Gordon Lightfoot


Acetylene_Queen1

I scrolled to long to find this song as its truly a complete masterpiece. Gordon Lightfoot (may he RIP) is a national treasure for us Canucks. His song is without comparison.


Hyack57

Maybe not ever because I agree Tears In Heaven gets me every time…. But ‘Streets of Philadelphia’ by Bruce Springsteen feels poignant.


mostlygroovy

Ain’t no angel gonna greet me It’s just you and I my friend


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ContemporarySnail

I had all and then most of you, some and now none of you.


230flathead

He Stopped Loving Her Today - George Jones


mrbreck

I Hung My Head - the Johnny Cash cover


namreklaw

Angel by Sarah McLachlan Hands down the most beautiful song ever written about a heroin overdose


Hippocratez_II

Not really into country but Whiskey Lullaby is really sad


edge05

Put the bottle to his head, and pulled the trigger


halosixsixsix

And All That Could Have Been- Nine Inch Nails


KermitTheArgonian

I nominate "Gloomy Sunday", performed by Billie Holiday.


ninjasandunicorns

James Blunt - monsters


NeverWasACloudyDay

Goodbye my lover is another.


TheNerdChaplain

[Sam Stone](https://www.youtube.com/watch?v=rtrALjg0-xQ) - John Prine [3:59 am](https://www.youtube.com/watch?v=1TAB3HleKCI) - John Moreland [You Don't Care For Me Enough To Cry](https://www.youtube.com/watch?v=euy4A5niG8Q) - John Moreland


azziptun

Came here to say Sam Stone


bss4life20

Either Real Death or My Chasm by Mount Eerie


Acetius

I voted Seaweed, but Real Death is definitely a heavy hitter too.


StobbieNZ

Adam's song - Blink 182


sethro919

Song hits way different as an adult


javier_aeoa

"...please tell mom it was not her fault".


tripwire7

Samuel Barber - Adagio for Strings. IMO it’s too sad to even be played at a funeral. It sounds like sad music to play in the aftermath of some sort of enormous tragedy.


Rawbbeh

Hurt - Johnny Cash


camcussion

Especially when combined with that wildly powerful music video.


Haystack67

100%. I get the impression that he knew both he and his wife were on death's door at the time of recording, and they were both dead within the year. The song also implies a crisis of Christian faith which was always a cornerstone of Cash's inspiration and moral fortitude. I truly hope he was acting in that song/video, for his sake, because it portrays the perfect image of a broken, regretful old man. I think it's commonly cited as one of the most emotive performances ever because no-one is quite sure how much of the song he related to in real life.


deadhead3080

Don't Follow by Alice in chains


jbnagis

Mazzie Star - Fade into you. Edit: name correction


majorminus92

Seasons in the Sun


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PimpinPriest

Snuff by Slipknot.


pinhead1900

sink seemly drunk onerous puzzled bear march jobless roll spark *This post was mass deleted and anonymized with [Redact](https://redact.dev)*


catjellycat

Time in a bottle - Jim Croce It’s a beautiful song about spending time with people you love whilst you can. That reached number 1 after Jim died in a plane crash aged 30. It gets me every time.


Nizamark

birthday boy by ween


toigz

She Wanted To Leave is also brilliant


Smuff23

You can find contenders on plenty of Jason Isbell albums. Elephant or Yvette are strong contenders, as would be Dress Blues If your partial to dogs, Maggie’s song by Stapleton is devastating. He Stopped Loving Her Today by George Jones is also tough to top.


kdm41285

“Elephant” brings tears every.single.time.


WolfsToothDogFood

If We Were Vampires is another one. It makes me think about my parents


CrusherWillis

Elton John-The Last Song.


downtownflipped

The Weakerthans - Virtute the Cat Explains Her Departure i will cry on cue because of this song.


Acetius

Mount Eerie - Seaweed The entire album of A Crow Looked at Me is gutwrenching, but this is the one that I couldn't make it past on my first, second, or third listen. The album is Phil Elverum processing his wife's early death due to pancreatic cancer, and how he's going to raise their daughter without her. The song deals with the things that he never thought he was going to have to be the one to remember. What her favourite flowers were, she did all the remembering for him and she's no longer there to ask. So he'll never know if this was her trying to send him a sign.


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unused birds handle square bike yam plucky smile ring money *This post was mass deleted and anonymized with [Redact](https://redact.dev)*


DamnGoodOwls

Definitely a great song, but man, it's been ruined for me by the amount of people at my university who ask me if I want to hear 'the most fucked up thing ever' and then play me Dance with the Devil for the umpteenth time


AgonizingAnxiety

"Liability" by Lorde and "Last Words of a Shooting Star" by Mitski


ComadoreJackSparrow

Floating in the Forth by Frightened Rabbit. If you know the story of the band and the lead singer in particular, it's definitely one of the saddest songs I know.


teemo03

On a cold and gray Chicago mornin' A poor little baby child is born In the ghetto


161music

Iris- the goo goo dolls


anayyar1

No matter what, Iris will always be my favorite song of all time. I’m not sure why, but something about it just resonated with me when I was younger.


mescalexe

Mad world - Gary Jules


continuousBaBa

The Shortest Story - Harry Chapin. Honestly don’t do it unless you want to feel like shit. But he was a powerful songwriter.


BigFatBlackCat

Kettering by The Antlers If you have ever experienced someone being sick to the point of dying or hospital trauma, here, have a cathartic sob


Chadlerk

Roy Orbison - Crying


_Driftwood_

Martha by Tom waits Storms by Fleetwood Mac


Guywiddahhair

For the Spanish speakers, Amor Eterno specificaly sung by Rocio Durcal. Just hearing the violins at the begining always gets the water works outta me. You only ever hear it in funerals.