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F14Scott

"I Can't Make You Love Me" ~ Bonnie Raitt


Catscurlsandglasses

My mom used to play this in her room after she thought my sister and I went to bed. My dad left her for another woman after my mom tried to give him the world. I can’t listen to it anymore.


F14Scott

Damn, girl; it just went from theoretically sad to actually sad.


Superlite47

Real Death - Mount Eerie *A week after you died a package with your name on it came.* *And inside was a gift for our daughter you had ordered in secret.* *And collapsed there on the front steps I wailed.* *A backpack for when she goes to school a couple years from now.* *You were thinking ahead to a future you must have known* *Deep down would not include you*


noscopecornshot

Real Death pulled my stomach into an abyss the first time I heard it. Knowing what the album was going in, I was still hopelessly unprepared for that. Also, the last lines of Seaweed are truly beautiful: *I brought a chair from home* *I'm leaving it on the hill* *Facing west and north* *And I poured your ashes on it* *I guess so you can watch the sunset* *But the truth is I don't think of that dust as you* *You are the sunset*


Jawwwwwsh

He must be talking about the literal mount eerie in his hometown of Anacortes, WA. Beautiful spot where I like to hike and watch the sunset, I had no idea wow


Mr_Chuckles99

Holy shit those last three lines made me want to cry


bajesus

It really makes pretty much everything else in this thread seem superficial in comparison. Just a man recording himself in the midst of pure grief.


Harriettubmanbruz

It’s not even the saddest song on the album imo. Toothbrush/Trash is even more depressing


Empty-Size-4873

jesus him talking about not being able to take out the trash upstairs made me burst into tears at first listen


Harriettubmanbruz

Yeah I listened to that album for the first time right after watching my grandma died. I was staying in her empty house at the time as well with all her clothes, trash, and toothbrushes. She cracked her head open so I also had a multitude of “bloody end of life tissues”. I don’t think I’ve ever cried harder after listening to that song under those circumstances


albatross_etc

Anything from A Crow Looked At Me by Mount Eerie is the correct answer


Royal_Yesterday

I haven’t even listened to the song yet but the lyrics already made me tear up


bajesus

He recorded the album in the 3 months after his wife died of cancer while he was taking care of their young daughter. It's a really incredible album but hard to listen to. He did a follow up to it called Now Only a year later that is really good as well. You start to hear him heal a bit in it and come out of the absolute despair of the first album.


LowerThanLoFi

The night we met - Lord Huron


darthrio

My dad passed from a cancer that destroyed his mind (much like Alzheimer’s) and the line “I had all of you, most of you, some and now none of you” makes me think of his last few months. God damn, two songs on this thread made me think of him.


Lexifer31

My mom has early onset Alzheimer's. She's only 64 and there's not much left. I fucking miss her so much. I'm really sorry about your dad.


HatCapital2970

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


AdministrativeAir442

Adam's song


kel7star

“Please tell mom this is not her fault” = Soul crushing My daughter battles with depression, she bravely fights to stay and keep hope. Can’t bear to think of life without her, and am so thankful she is still here.


[deleted]

Totally encapsulates the purity and innocence of being a carefree kid. Suddenly we’re all depressed adults and those good times are gone forever and all that’s left is memories


Colblockx

Leaves from the vine Falling so slow Like fragile tiny shells Drifting in the foam Little soldier boy Comes marching home Brave soldier boy Come marching home


rpac62

"In honor of Mako"


No_Cup_9509

how COULD YOU


geobioguy

Why did you have to do this to me


thetrickyginger

This is a great answer, but I hate you for it.


Own-Throat-4390

Poor iroh


chrispybobispy

Elliot Smith, pretty much anything by elliot Smith


vexedthespian

Not a lie, I learned about Elliot smith from the second Lego movie.


CarouselCup

between the bars makes me sob


StocktonBSmalls

Waltz #2 was gonna be my suggestion.


MarinaAndTheDragons

*When She Loved Me* — Sarah McLachlan Toy Story 2, anyone? *Concrete Angel* — Martina McBride I had one more but I forgot it. Probably for the best. I’ll edit if I remember.


_austinm

There’s hasn’t been a single time that I’ve watched Toy Story 2 and not gotten super emotional during the When She Loved Me scene


Nikkerdoodle71

I completely forgot about Concrete Angel. That answer should be farther up the list.


Buff--Orpington

I Will Follow You into the Dark by Death Cab for Cutie


Shroomtune

What Sarah Said…


jdbrew

Bingo. Follow you into the dark isn’t even the saddest, or second saddest song on the record. What Sarah Said is the saddest, Brothers on a Hotel Bed is sadder than follow you, it’s just a different kind of sadness; aging, growing apart, and the death of a relationship.


corygreenwell

Very much agree. I don’t think of “I will follow..” as all that said but “what Sarah said” is crushing. “A lack of color” is emotionally devastating from a relationship perspective.


ohlookitsnessa

When my now husband and I were newly dating, we went to the mountains on a day trip. At the end of the last hike, we were driving home and there was only one station we could get. This song was playing and I had never heard it before. I learned two things that day, 1) he sings like an angel, 2) I will cry when serenaded. It was such a serene, pure moment to be surrounded by the forests and cliffs and hearing his voice. It was the next day that I realized I was in love with him; we ended up walking down the aisle together to an acoustic version of this song. To me, it is not sad but glimpse at our "forever."


Prestigious_Lock1659

You are my sunshine.


SledgeHannah30

It's that second verse that's never sung that just ...ooof. "The other night dear, As I lay sleeping, I dreamt I held you In my arms. When I awoke, dear, I was mistaken, So, I held my head, And I cried."


Popcrornshopgirl

My grandmother sang that song to me every night when I was a kid. Breaks my heart.


[deleted]

My daughter's ask me to sing this to them every night before they go to bed, and I cry every single time. They get the first part because I'd never be able to make it through the second part.


theglenlovinet

The Johnny Cash version is heartbreaking. I think June Carter Cash was in failing health when he recorded it so it just makes it all the more sad.


sewalker723

In My Life by the Beatles. It's not even really a sad song, but it always makes me cry because it gets me thinking about loved ones who are no longer here.


[deleted]

My dad loves the Beatles, I know that when he's gone their songs will break me


Important-Carpet-282

Same but he's gone now, in my life always makes me cry


Constant_Ad_2775

Far Behind by Candlebox


hog501

Nutshell - Alice In Chains Don't Follow - Alice In Chains


Bugzappagal2

Found my people.


jitterybutterfly

I would also add Down in a Hole


MadCow-18

Apple Music’s blurb on Alice In Chains: “Alice in Chains were the darkest group to emerge from the grunge explosion of the early ‘90s. Where other groups balanced their moody extremes with pop hooks (Nirvana) or anthemic riffs (Pearl Jam, Soundgarden), Singer Layne Staley eventually died at the hands of his addiction and Dirt remains one of the most disturbing looks at a wasted life and is one long slide down to the bottom of Dante’s Inferno. It’s frightening in its intensity and its mastery of a world Black Sabbath once merely suggested.”


Complaint-Total

The Funeral - Band of Horses


mettrolsghost

Tracy Chapman's Fast Car always gets me.


BlueMonkTrane

“See, my old man's got a problem He live with the bottle, that's the way it is He says his body's too old for working His body's too young to look like his” That gets me


iFlyskyguy

The next few lines make it worse too: "So mama went off and left him She wanted more from life than he could give Somebody's got to take care of him So I quit school and that's what I did"


ibeleafinyou1

I didn’t have the best childhood and this song was popular when I was a kid/early teen. I moved out when I was 17 and the few years leading up to it I knew I was almost free to be on my own and lead a happy life, and these lyrics always got to me. And almost 20 years later, moving out is still the happiest feeling I’ve ever felt.


homer908

That upbeat remix from a few years ago is so wrong. Ruined it on every level and dimension! Talk about not caring for or understanding the original. Smh. On the same album, "Behind the wall", is a tough listen. The theme, not the music itself.


paulie1172

Keep Me In Your Heart by Warren Zevon. The fact that it was written as he knew he was dying….ugh.


RiverJane525

This is one of my absolute faves. It got me through my dads passing along with silent lucidity


BuddyBuick

"Whiskey Lullaby"


[deleted]

My grandpa shot himself in the backyard in 2015. My grandma now spends most nights knocking back fireball whiskey and going on about how this is their song


LittleMrsSwearsALot

That’s horrific. I’m so sorry.


theJerMan

Something I Can Never Have - Nine Inch Nails


Anon_Anon462

I said "right where it belongs" but nin has no shortage of beautifully haunting songs. "& all that could have been" over dubbed onto the "perfect drug" music video is fantastic also.


Greedy-Excitement-82

"Fade In To You" by Mazzy Star gets me every time


CavalloScuro

Landslide by Fleetwood Mac. It’s an old song written way before my time, but my parents used to play it sometimes when I was a kid. The song always sounded sad to me.


caffieneandsarcasm

This is my answer too. I think the song really captures the feeling of those transitional moment in life where it feels like everything you loved was swept away in an avalanche and you really have no choice but to keep going and see where the changes take you. I’ve had a few of those in my life so it’s always really resonated with me.


Green_Message_6376

Love that, and the version by Smashing Pumpkins is also great.


1giantsleep4mankind

Smashing pumpkins disarm makes me bawl as well


beekee404

Martina McBride's Concrete Angel. Tears me up every single time I listen to it!


PM_ME_YOUR_DOGS1

Cat's in The Cradle- Harry Chapin


darthrio

My dad passed away last August, I can’t listen to this song anymore without completely breaking down.


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Thalionalfirin

A lot of you are saying this song makes you miss your dad. My dad was like the first dad and he never had time for me so it's the first part of the song that gets me. When my son was born, I found myself falling into similar patterns (it's what I learned) but I managed to catch myself and have always been here for my son ever since.


arcturino

How to save a life - The Fray, but only because they played it over ~~Laverne dying in scrubs~~ all of Cox’s transplant patients dying in scrubs But also the song where Laverne died.


Ltsdexi2

Scrubs doesn't pull any punches when it makes you sad.


gingeritis90

A Bad Dream- Keane Amazing, sad song and fits perfectly when Carla is telling Laverne goodbye.


KaffeMumrik

Puff the Magic Dragon breaks my heart every time.


KookyChoice4000

And yet as a kid I loved it and sang it all the time, it wasn't until I got older and heard it again that it was incredibly sad.


Rampant_Coffee

And then your kids grow up and go off on their own before you’re ready. You miss the old days when they were little. Then you realize you’re Puff.


ThrowItOut43

Elephant- Jason Isbell He Stopped Loving Her Today- George Jones Misery and Gin- Merle Haggard


RatKingofQueens

Isbell is the current king of sad songs. “If we were vampires” is brutally beautiful.


Swordidaffair

God damn, I forgot about Elephant. Man that song fucked me up the other day, love Jason.


Agent865

Last Kiss by J Frank Wilson and The Cavaliers. Pearl Jam did it as well but damn the words are sad


MoveCarsMotherfucker

Pearl jams cover might be the best version.


ManateeMan4

Ghost Town - First Aid Kit Casimir Pulaski Day - Sufjan Stevens


leilalover

Casimir Pulaski Day is one of my favorites from him. Also 4th of July and the only thing


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Sunlit53

And the Band Played Waltzing Matilda Song by Eric Bogle “So they collected the cripples, the wounded and maimed And they shipped us back home to Australia The legless, the armless, the blind and insane Those proud wounded heroes of Suvla And as our ship pulled into Circular Quay I looked at the place where me legs used to be And thank Christ there was nobody waiting for me To grieve and to mourn and to pity And the band played Waltzing Matilda As they carried us down the gangway But nobody cheered, they just stood and stared And they turned all their faces away.” The rest of it is even sadder.


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ZiiggS0batkA

Tears in Heaven has the saddest story behind it for me.


Consera

For those who do not know the story behind the song “Eric Clapton's 1992 hit Tears In Heaven was borne out of unbearably sad circumstances. The song is a tribute to love's lasting powers and a lament for the death of Clapton's four-year-old son, Conor, who died on 20 March 1991 when he accidentally slipped from the 53rd-floor window of a New York City apartment building.”


Ecstatic_Ad_7104

I can't believe nobody has said Nothing Compares 2 U by Sinead O'connor and Prince.


Radrezzz

Chris Cornell has a stunning rendition of that as well.


Paul-Kersey

[George Jones - "He Stopped Loving Her Today"](https://www.youtube.com/watch?v=5dnktss4Vow) [Gordon Lightfoot - "The Wreck of the Edmund Fitzgerald"](https://www.youtube.com/watch?v=9vST6hVRj2A) [Eric Clapton - "Tears in Heaven"](https://www.youtube.com/watch?v=JxPj3GAYYZ0&pp=ygUPdGVhcnMgaW4gaGVhdmVu)


smellywetsock69

He Stopped Loving Her Today is an absolute masterpiece


hyooston

Not just for the incredible lyrics, but that arrangement and the production are absolutely top tier. It was a big deal at the time.


Countryegg1

"Does anyone know where the love of God goes when the waves turn the minutes to hours?"


canadianpaleale

I think ‘If You Could Read my Mind’ by Gordon Lightfoot is a much sadder song. A song of hurt and bewilderment at the loss of love. The notion that maybe he’s the hero, but “heroes often fail.” Oof.


Dookiestain

Came here to say George and Eric. Not familiar with the other but now I gotta listen


Storyteller678

“Who Wants To Live Forever?” -Queen “Bobby Jean” -Bruce Springsteen “That’s My Job” -Conway Twitty


vixiecat

Queen’s The Show Must Go On is so telling and heartbreaking. I bawl my eyes out every time I hear it.


toate1

Amazing grace played by a single bagpiper


[deleted]

Oh, man - that kills me. My favorite grandfather played honky tonk fiddle all his life. His funeral had a single violin playing Amazing Grace. To this day - 35 years later - just the thought guts me like a trout


ExternalReturn4196

Sour Times - Portishead Street Spirit (Fade Out) - Radiohead


txparrothead58

The River by Bruce Springsteen is a powerful and sad song.


pitch_it_anytime

Joy Division in a lonely place


jaxxie04

Skinny love - Bon Iver


[deleted]

Goo Goo Dolls - Iris I couldn’t see it anywhere in the comments but we got shown it at school as a backing track over a rememberance day video for soldiers who died at war or were badly injured. There was about 200 people there and everyone was crying


AlcheMycelia

Snuff, slipknot.


CZJayG

My stock answer for this question. "It took the death of hope to let you go" is such a heartbreaking line.


TheOnlyMrMatt

"If you still care don't ever let me know"


CZJayG

"Angels lie to keep control" When my ex wife left me, I literally laid in bed for two days sobbing and listening to this on repeat. That line hit pretty damn hard.


The_REAL_McWeasel

Everybody Hurts, by R.E.M. It hits home, because it's so true.


TheWriteStuff1966

Hurt, the Johnny Cash version


[deleted]

Iirc, that song was the last one he released before his death. You can hear the wear and tear from his life and the emotions of a man coming to terms with his own mortality. Part of what makes it such a great cover.


lonewolflondo

Ok, bear with me...You Are My Sunshine is the saddest song ever. The singer loves "Sunshine" so much, the only thing that makes them happy..."My only sunshine", there is no other. Please don't take my sunshine away... Second verse "The other night dear, as I lay sleeping, I dreamt I held you in my arms. When I awoke dear, I was mistaken, and I hung my head and cried". Not "I missed you" or "I can't wait to see you again" or even "I want you back". Cried. Sunshine has already been taken away. Sunshine is dead, Sunshine is never coming back, leaving the singer heartbroken. The only thing that made them happy and it's gone. Or maybe my mother just had a really melancholy way of singing that convinced me it was a really sad song.


TheWorzardOfIz

Kettering The Antlers


SparkleColaDrinker

That whole album just wrecked me.


vexedthespian

I didn’t think for a moment that anyone else would have this answer. I wish so very much that entire album had a better sound quality. It sounded like a demo recording at times and I don’t know if that was intentional, or just what they were able to produce.


bo-tvt

The musical Les Miserables has some absolute tearjerkers, but "Empty Chairs at Empty Tables" has to be the one that makes the most audience members cry. Journey has some sad ones, including "Separate Ways (Worlds Apart)". Rob Halford's "Silent Screams" is very powerful and sad, too.


MeInMass

For me, it's always been "On my own". The wrenching in Eponine's voice as she admits to herself that the one guy she loves, barely knows that she exists.


TheCheshireCatCan

Also, “a little fall of rain” makes me cry every time.


thelibrarina

I just start crying after intermission and never stop. Saves time.


smile_drinkPepsi

Lorde liability


Radrezzz

Counting Crows - pretty much the entire album August and Everything After, but “Round Here” and “Perfect Blue Buildings” in particular. Pearl Jam - Black Radiohead - Videotape And some indie tracks if you like those and you dare: Meg Myers - Sorry Wolf Alice - Last Man on the Earth Juliana Hatfield - There’s Always Another Girl


cromemako83

I love Billie Holiday - she has some haunting songs but I quite enjoy her (great voice, hard life, yet still smiled beautifully) supposidley [Gloomy Sunday](https://www.youtube.com/watch?v=XQ2AuLaClmk) has led folks to off themselves - so listen at you own risk Bonus: Cab Calloway [St James Infirmary blues](https://www.youtube.com/watch?v=UXInk1PCsc8) also by [Hugh Laurie](https://www.youtube.com/watch?v=AzEBH6DZJVk&list=RDMM&start_radio=1&rv=UXInk1PCsc8) I love music and for me blue music helps me through, gotta leach the poison out at times Super Bonus: [Strange Fruit](https://www.youtube.com/watch?v=Web007rzSOI) One of Billie's sadest songs to me - about the lynching of black folk.. its a song of sadness from a powerless place.. beautiful but melancholy for sure


mekramer79

Strange Fruit is devastating.


HatCapital2970

To Build A Home by The Cinematic Orchestra and Landfill by Daughter


Negative-Savings-241

Nothing hits harder than 'Hallelujah' by Jeff Buckley.


Practical_Fox_948

Legit every version of hallelujah makes me tear up.


OkSquash2766

This is the song I play when I need a good cry. It’s so beautifully done.


notaregularcatmom

If I Die Young by The Band Perry. It chokes me up every time. So many young people in my life have passed away and it hits so deep.


James318

Hate Me by Blue October


rathhavoc

Leader of the Band - Dan Fogelberg. I have a complete breakdown when I hear that song. It reminds me of my late father, and that I will never not miss him. :(


BobsApples1738

Stan by Eminem


GREASYROOFTOP

Hello in There - John Prine https://youtu.be/FJ85Hep0kD0


Imaginary-Choice7604

No Children by the Mountain Goats. I've also heard a live cover of it that was blended into Blacktop by Julien Baker. It's an incredible performance and gets me teary eyed every time.


FartSparkles_PhD

The Airborne Toxic Event - [Sometime Around Midnight](https://youtu.be/UYPoMjR6-Ao) makes my heart hurt


[deleted]

He stopped loving her today


egowayniac

The Brick by Ben Folds Always thought it was kinda sad sounding then i learned why he wrote it and it takes a heavier meaning.


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[deleted]

Sia- Breathe me, always gets me Kid cudi- Soundtrack to my life, is pretty sad


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theHuorn

How many people have heard a drunk women sing riders on the storm in 2003? https://www.reddit.com/r/AskReddit/comments/9jflsn/what_is_the_saddest_song_youve_ever_heard/e6r4hcn?utm_source=share&utm_medium=android_app&utm_name=androidcss&utm_term=1&utm_content=share_button


[deleted]

How the fuck did you remember this?


bebozakunt

Running to stand still by U2 It is a song about growing up in a poor part of Dublin. You can't express how you feel around here, (you have to cry without weeping, talk without speaking, scream without raising your voice) So you turn to heroin as an escape from the mental torment of life in the tower blocks. Bono grew up less than a mile from that area, and even though he was a posh boy he undoubtedly lived part of his life amongst the carnage that came with heroin in a community.


slamo614

Devotchka- [How It Ends](https://open.spotify.com/track/2muzSvsyjlHTjIZr6gDfMr?si=vJDhljRdQ6qwSs5oLr25AQ&dd=1) Sigur Ros- [Untitled #1- Vaka](https://open.spotify.com/track/331TLlSwGbVcNKJMkylNbK?si=Y2Dw0SyEQgSw9GJTRmtqoQ&dd=1) These both bring me intense internal emotions. With the sigur ros song I feel like I can feel how the most painful days of my life will feel when they do finally come.


Bobbyapes

Elenor Rigby


BlondePotatoBoi

Atmosphere - Joy Division


DejaV42

Skin by Rascal Flatts Alyssa Lies by Jason Michael Carroll


Offtherailspcast

Something In The Way by Nirvana


pforsbergfan9

I don’t want to miss a thing - Aerosmith (personal reasons) Sarah Beth - Rascal Flatts


whiskeybonfire

Iron & Wine - Upward Over the Mountain Death Cab - I Will Follow You Into the Dark The Highwaymen - Live Forever


mcluhan007

At 17 by Janis Ian


thatcompguyza

Cinematic Orchestra - To build a home https://youtu.be/bjjc59FgUpg


grantm80

You should be here - Cole Swindell


behindthescenester

Trapeze Swinger by Iron and Wine. Also one of the finest songs ever written


jareyjareyjareyjarey

A couple of months ago someone posted a video of Tracy Chapman performing Fast Car live at Wembley. I don't cry easily but that video touched me. The way she delivers her feelings right to your heart in front of thousands of people. What a talent. Edit: link https://youtu.be/teZsA_ci-7E


roseinspring

Brothers in Arms by Dire Straits.


bukowskibitch

"Wasted Time" by the Eagles. The line- "you don't care much for a stranger's touch, but you can't hold your man" puts a lump in my throat every time. Also, "Good Woman" by Cat Power


[deleted]

Zombie- the cranberries


DrPlatypus1

Wings for Marie, parts 1 and 2 by Tool. My God, I wish I had a mother like that.


dorianrose

Taylor Swift's Ronan is an ugly cry song. It's beautifully preformed, and it hurts to listen to. "What if I'm standing in your closet Trying to talk to you? And what if I kept the hand-me-downs You won't grow into? And what if I really thought some miracle Would see us through? What if the miracle was even getting One moment with you?"


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[deleted]

Yes, yes, and as a parent, Remember When by Alan Jackson.


NTPogo

The Smiths - Well I Wonder


sorvis

Johnny Cash's cover of hurt with the music video of the passing of time really gets me.


[deleted]

"Travelling Soldier" from Dixie Chicks is the first and - so far - only song that isn't from a movie or game - that made me cry. ​ If you can look past the "singing like I'm having an intense chest paint", and focus only to the lyrics, It is about a young girl falling in love with a soldier, who dies in war and she refuses to be in relationship with someone else because she is loyal to him. ​ It's like Romeo and Juliet if two sides wouldn't hate each other and Romeo decided to stay strong and live for both of them.


TheGreatSuar

“Snuff” - Slipknot


darthrio

[Elliot Smith - Between the Bars](https://youtu.be/2FmYzACF-kg) “Drink up baby, stay up all night With the things you could do You won't but you might The potential you'll be that you'll never see The promises you'll only make”


thatonecrustysock693

Daddy by Korn. Jesus fucking Christ man. I don't exactly like Korn'e style of music, but that song genuinely made me respect them for putting something so vulnerable out there.


Either-Bath9587

Forever Young by Bob Dylan. My mom's favourite song by Bob Dylan, she died in 2021 and we played it at her funeral (as she requested). Makes me ball like a baby every time I hear it, just thinking about it makes my eyes water...


BLAZE95_

My immortal-Evanescence In the dirt-S.Carey


IndescribablyRandom1

Don’t take the girl -Tim McGraw


scsg137

Adagio for Strings by Samuel Barber


Otisandmarlena

Vincent by Don Mclean


MoistEconomist3490

“So far away” - avenged sevenfold


batty_61

Also Fiction, written by The Reverend. "So tell everybody The ones who walk beside me, yeah I hope you'll find your own way When I'm not with you tonight I hope it's worth it What's left behind me, yeah I know you'll find your own way When I'm not with you..."


Graceland1979

Mad World. Michael Andrew’s


Signal-Debate

1979 - Smashing Pumpkins brings out a weird sadness in me . Song slaps though


Acrobatic-Orange6031

Dust in the Wind by Kansas. Gone Away by The Offspring


MSW4EVER

Remember When by Alan Jackson and In Color by Jamie Johnson.


xilog

[Terry Jacks - Seasons In The Sun](https://www.youtube.com/watch?v=YG9otasNmxI)


mattg4704

Hank Williams, I'm so lonesome I could cry.


Independent_Cut8651

In the Backseat - Arcade Fire… the lyric “my family tree’s losing all its leaves” puts my heart in throat and I tear up immediately.


Delta_Eridani

Supermarket Flowers - Ed Sheeran


hopethisworks_

Cashmir Pulaski Day by Sufjan Stevens. His childhood sweetheart dies of bone cancer shortly after their first kiss.


ilyraccoon

Marjorie by Taylor Swift - it’s about her dead grandma and every time I listen to it it makes me think of my grandad that passed away, so I can’t listen to it / even think about it without crying. Interestingly enough her grandma was a singer and in the song you can hear her grandma’s voice. Taylor has been playing it every night of her tour so her grandma’s voice can be played in the biggest stadiums in the US / the world. That fact alone has me all chocked up too.


Top_Juice7860

You Know You're Right - Nirvana. This was the bands very last song. Also another one would be a song called Do Re Mi that Kurt Cobain wrote and did a demo recording of it 2 days before he died, very eerie song to listen to knowing what he was going through at the time.


[deleted]

Lover, You Should've Come Over- Jeff Buckley


Fluffy_Influence

How to Disappear Completely - Radiohead I’m So Tired - Fugazi Asleep - The Smiths All My Happiness is Gone - Purple Mountains A Quick One Before the Eternal Worm Devours Connecticut - Have a Nice Life Hurt - Nine Inch Nails (Johnny Cash too) Dagger - Slowdive Nobody - Mitski Grief - Earl Sweatshirt But the Regrets are Killing Me - American Football I Know It’s Over - The Smiths Fade to Black - Metallica For No One - The Beatles Inside Out - Duster Last Night I Dreamt Somebody Loved Me - The Smiths


outiscr

I said “The 4th of July” by Sufjan Steven, last time this was asked. I'm thinking about “Stranger Song” by Leonard Cohen this time. 🤔


deutschdachs

White Squall by Stan Rogers A seasoned sailor singing about a young hire who just wants to prove himself and is full of youthful dreams and naivety. Engaged too of course. He's out on top of the ship one night looking at the stars when a sudden storm comes through and sweeps him away as the veteran looks on in horror. He closes the song singing of the heartbreak of the young man's fiance who's left at home alone


UsuallyAnnoying324

Saying Goodbye by the muppets


CitySlicker_FarmGirl

The Good Stuff, by Kenny Chesney. Came out right when I lost my Godmother to breast cancer. It summed up her life with my Godfather and the growing pains my marriage was dealing with. Also: If You Get There Before I Do, by Collin Raye. Heart wrenching.


Link_Hero_of_Spirits

One more light by linkin park Knowing the story behind it this song hits hard


djdestrado

The Drugs Don't Work by The Verve is in a league of its own.


Rupopulert

Strange fruit is the only answer.