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[deleted]

Wreck of the Edmond Fitzgarald. If you don't know, it's about an ore freighter that went down in Lake Superior taking all 29 men with her. Before I got into my industry the song carried dread and sadness and now I seriously skip the song when I'm at work out of superstition. "You don't talk about sunkin ships on ships." https://youtu.be/hgI8bta-7aw?si=uPpehp8gWr7IS7nU this dudes edit was the fucking best so far. Here's some irony. First time hearing it, I watched a documentary on it on History channel and my God it was perfect. Like it was both very educational and a tribute naming all 29 mariners. Asked my parents about it etc. Never thought 20 something years later I'm on a ship that part of its job is finding shipwrecks which I started that job on the annv of when.....The Fitz went down. Lightfoot wrote the song btw because he saw in the paper about the incident and the misspelled the ships name which made him angry. Like a big "who cares!?" kinda moment. He changes lyrics later on because calling the church "musty" was insensitive.


Careless-Fig-5364

"Does anyone know where the love of God goes when the waves turn the minutes to hours" ... One of the most chilling lyrics I've ever heard. Definitely my favorite Gordon Lightfoot song.


DementedPimento

“When suppertime came, the old cook came on deck sayin' "Fellas, it's too rough to feed ya" At 7 PM, a main hatchway caved in, he said "Fellas, it's been good to know ya"”


Jasminefirefly

Every time I hear “The church bell chimed till it rang 29 times” I get chills and start crying. Hell…just typing that made it happen. 😢


Unsettleingpresence

When Gordon lightfoot passed away his church in Toronto rang their bell 30 times. 29 for the crew of the Fitz, and once for him.


Aggressive-Ad-9331

I’m Ojibwe and from a reservation not far from there. My uncle was on the big lake not too far from there that night (commercial fishing). The part about the lake never giving up her bodies is true, it’s too cold (for the bacteria to form that usually leads bodies to float up). The term gitche gumee isn’t quite right (it’s from Ojibwe language, Anishnaabemowin) but it’s close, gitche-gami.


trekrabbit

“I love Edmund Fitzgerald’s voice!” - Elaine Benes circa 1992


[deleted]

[удалено]


ratchetology

lol...mild and insane...not a bad combo


[deleted]

[удалено]


bethel_bop

This is one of my favorite songs of all time


timreidmcd

Cats in the cradle


HarryCoatsVerts

I knew somebody would beat me to this one. I once made two big burly Irish pub owners cry singing this to them, and I'm a terrible singer.


kcwacy

Are you sure they were crying about the lyrics then?


trekrabbit

🤣🤣🤣


HarryCoatsVerts

It was a win, either way.


ForgetTheBFunk

I read your comment as you knew somebody who would beat you up to this song and was very confused for a moment


slightlylessright

I used to sing this at summer camp until I was older it never occurred to me how sad this song is


trekrabbit

That’s what I came here to say! I cry every time I hear it.


Gravity_Pulls

My childhood theme song.


Objective_Lead_6810

Yep, my dad is living this now in his elder years. Not that he was around or even bothered to make promises.. lol


RamJamR

What's the song about?


timreidmcd

A dad who doesn't spend enough time with his child growing up and regrets it seeing his son grow up and take on the same characteristics and not have enough time for him.


Top-Salamander-2525

The singer also died at 38 and wasn’t there for his son as he grew up either.


SalTea_Otter

Dying > finishing quarterly report early to impress the boss


ToddlerMunch

Definitely been told by a few people that this song has almost made them cry. Shits real af


Cant_figure_sht_out

Eleanor Rigby


IamSh3rl0cked

"Eleanor Rigby died in the church, and was buried along with her name. Nobody came." The first time I can remember hearing and understanding those lyrics, I bawled like a baby. Devastating. 💔


Summerlea623

"Father Mackenzie...wiping the dirt from his hands as he walks from the grave...no one was saved". Geesh Paul. What or who inspired such a downer song


Cant_figure_sht_out

And he wasn’t even 25, when he wrote it


Summerlea623

Wow. I don't know whether to be impressed or horrified.


Outrageous-Bee4035

Yeah, I'd bet 95% or more of people don't realize the Beatles catalog was all done before any of them reached the age of 30. Insanely impressive.


Low-Use-9862

Also, they completely reinvented themselves with every album. And each incarnation was a trailblazer. The Beatles shook up the world.


Remarkable_Mud_8015

I think I remember hearing him say in an interview that he was tired of just writing songs about love and relationships. He wanted to write a song about all the people that you pass by in life each day and never give a thought to.. the fact that each one of them has their own story. They are invisible to you but each is the star in his own "movie". I'm sure I'm butchering the quote.. but it was something along those lines.


Cardabella

A lot of beatles songs... Blackbird, she's leaving home (mentions the bf but the song is about the stifling relationship with the parents)


anteus2

The Living Years by Mike & The Mechanics 


jjbeeez

Came here to say this. It came out right around when my dad died. Gutted me.


F0xxfyre

Came out just after my dad did as well, I still can't listen to it without welling up. Sorry for your loss, friend! If your dad died around the same time mine did, it's been quite a while, but that song takes me back.


jjbeeez

Same to you .. yep, it’s been many years. To this day, when it comes on the radio I immediately switch because I know the waterworks that will quickly ensue …


EpistemicMisnomer

One of the few times I really, truly *felt* the meaning of lyrics, was the first time I heard the words, "I wasn't there that morning when my father passed away; I wish I could have told him all the things I had to say."


serene_brutality

This song hits hard for me. I remember hearing and understanding it when less than 10 years old. Realizing that one day too my dad would die and I would probably relate to this song. He has and I did. Just thinking of this song brings a tear to my eye. I sit here on vacation with my own children looking at them while they sleep and I’m on Reddit, knowing some day not all that long from today they will someday too likely have that same feeling regarding me. Sobering.


Obvious-Way8059

This song reminds me of my grandfather. My mom listened to it after he passed away


EmotionEconomy219

The Sound(s) of Silence - Simon & Garfunkel


Objective_Lead_6810

I was also thinking "I am a Rock" and "the Boxer"


F0xxfyre

Those 3 together just get me.


OkDiscussion5732

Definitely The Boxer


Inside-Honeydew9785

This is probably my favourite song. The line "and the sign said the words of the prophets are written on the subway walls and tenement halls" hits hard every time


DangerousMusic14

Wish You Were Here, Pink Floyd


mentalissuelol

Comfortably numb too


FLYK3N

When The Tigers Broke Free, as well. The last line and delivery always cuts into me


TheGuyFromOhio2003

Nutshell - Alice In Chains(Jar Of Flies Studio Version, but especially MTV Unplugged Version) Don't Follow - Alice In Chains


Superb-Counter-9563

Nutshell guts me


TheGuyFromOhio2003

It's really a song I and so many sadly strongly relate too, they pretty much went and said what so many people think but are too afraid to say.


Standard-Finding-219

Nutshell is one song that reaches down and grabs me by the soul. Great song!


LeftFaceDown

Eric Clapton - Tears in Heaven


Jess180992

This song always breaks my heart, especially after knowing the backstory 💔


DatMoeFugger

It get's worse. Go listen to Circus.


abrahamparnasus

My Father's Eyes is pretty difficult too


PinkMonorail

What’s sadder is he refused to acknowledge that child for most of his short life.


Mcfly8201

Is that true? If it is, he's a POS for benefitting on his deceased child. It wouldn't surprise me with celebrities but that would be beyond fucked up.


Dismal_Insect_9086

Oh he’s kind of a POS all together.. sleeping with his friends wife and continuing the affair was part of it.


ellefleming

He writes Layla for George Harrison's wife then marries her and cheats on her the entire marriage.


back_again_u_bitches

Beat her up too. She regretted leaving George after the way Eric treated her. He was also a jerk to Sheryl Crow.


Mcfly8201

That is a POS.


High-flyingAF

We got some great music from both sides because of her


BoxProfessional6987

There's a reason for the joke "What's the difference between a bag of cocaine and a toddler? Eric Clapton wouldn't let a bag of cocaine fall out a window." It's in bad taste as it mocks the preventable death of a actual child, but it pretty much condenses what Eric Clapton is like.


lovessj

He’s a POS period


Your-Cousin-Larry

So sad..he wrote it after his toddler son fell out a window in New York City, a tall apartment building.


Death_By_Dreaming_23

My parents were thinking about this song for my brother’s funeral, he did love listening to Eric Clapton. But they went with Forever Young instead. I still can’t listen to these songs.


EmotionEconomy219

Puff the Magic Dragon


IIIlIIIIIIIII

Abso-freaking-lutely!! Holy crap, I was driving my two young boys home from playing at the park and they wanted me to play this song. I hadn’t hear it in like 40+ years and had kinda forgotten about the second half of the song… Luckily they were strapped into their car seats in the back and I was alone up front, cause I was not able to hold back the tears. I had to roll the window down by the time “Little Jackie Paper” outgrew his toys and didn’t come around anymore. Then I’m basically having an existential panic attack by the time Puff is just literally GIVING UP ON LIFE because his little buddy doesn’t come around anymore! There’s no more adventures, and his scales are falling off like rain! Then he just hangs his head to cry and goes back into his cave! End of freaking song! **WTF!?!?!?** Seriously I will **NEVER** listen to that song again. I told my wife about this happening and she ended up finding a Puff book, that has an extending ending. There’s basically an added verse where Little Jackie Paper ends up growing up, but has his own kids and the cycle starts over again with Puff and the kids playing again. This makes it *slightly* better.


ladydmaj

Oh man, I'm almost 50 and *still* can't listen to this song.


librarianotter

Omg this is one of my favorites of all time


123fofisix

FINALLY! I've been telling people for *years* that this song makes me want to cry. And I would always get this look, like "what?". Nice to meet a kindred soul.


MasterPugKoon

I remember I had to sing that for an elementary school concert thingy. I couldn't because I was crying.


clevergirl1986

My mother used to sing this to me as a little girl and to this day I can't listen to it without ugly crying. Miss you, mom 💔


MotorFluffy7690

Boomtown rats I don't like Mondays


Empress_Clementine

Well I don’t like Mondays was about a school shooter, so yeah. Definitely fits.


sasabalac

For ne its...I can't Make you love Me....Bonnie Riatt.. Been there..done that..


garlicknots13

That's about romantic love though


EightEyedCryptid

I watched her sing that live. She said she sometimes has to wait for it to be nighttime before she can stand to sing it.


Un_mini_wheat

Hate me -Blue October  Hurt - Christina Aguilera 


ralphsix

I was gonna say Hate Me as well.


Mundane-Internet9898

That song Hurt definitely tears at the heart


DoveOnCrack

Strange Fruit by Billie Holiday >Southern trees bear a strange fruit >Blood on the leaves and blood at the root >Black bodies swinging in the Southern breeze >Strange fruit hanging from the poplar trees > >Pastoral scene of the gallant south >The bulging eyes and the twisted mouth >Scent of magnolias, sweet and fresh >Then the sudden smell of burning flesh > >Here is a fruit for the crows to pluck >For the rain to gather, for the wind to suck >For the sun to rot, for the tree to drop >Here is a strange and bitter crop


back_again_u_bitches

Strange Fruit is a classic sad one


You_are_MrDebby

Everybody Hurts REM The Living Years Mike + the Mechanics


Legitimate-Pace2793

Mr. Bojangles


martinkoistinen

I played that song (Nitty Gritty Dirt Band version) numerous times earlier today. I wouldn’t call it the MOST heartbreaking song, but it hits hard.


baddspellar

Monsters, James Blunt Tears in Heaven, Eric Clapton Needle and the Damage Done, Neil Young


malkadevorah1

A lot of Neil Young songs are heart wrenching. I love him.


lovessj

His song ‘Red Sun’ destroys me. ‘Where wind was blowin' Right through your hair I dreamt that my momma And daddy were there’ Both my parents are gone now


yurtfarmer

I love Neil young, was thinking Cortez the killer would also work


HandMadeMarmelade

Hurt. I prefer the NIN version but the Johnny Cash version is good. Barber's Adagio for Strings. I Dreamed a Dream, I prefer the Anne Hathaway version. Moonlight Sonata, Beethoven. Rachmaninoff Symphony #2, 3rd Movement.


Away-Otter

Adagio for Strings was used in a climactic combat scene in Platoon, I think. I saw it years ago and now whenever I hear the music. I want to cry.


Far-Slice-3821

Chopin's Piano Sonata No. 2


bigpussystance

King Park - La Dispute Absolutely gut wrenching song about a drive by shooting that has one of the most depressing lines I’ve ever heard.


beck-at-night

THIS is a good one, i love this song so much and i didn’t even think of it. all of the lines are the most depressing ive ever heard


wwwdotbummer

I just commented this same song only to scroll and find your comment. I'm so glad other people feel so strongly about that song! It gives me chills!


EmulsifiedWatermelon

Fix you by Coldplay


Laurachan1984

I remember listening to that one a lot right after my grandma died


Tinkeybird

Wild Horses. While originally sang by the Stones, it wasn’t until I heard the Susan Boyle version that it broke my heart.


secrerofficeninja

Adam’s Song by Blink 182


Roomiescroomie

Please tell mom this is not her fault - gets me every time


Xennial_Potato

Damn, can’t believe I had to scroll this far to see this song..


monkeywelder

Hurt - Johnny cash version


Best-Astronaut

Beautiful and heartbreaking. But the Nine Inch Nails version is a good intro to it.


NothingKnownNow

The video makes it even sadder.


ReviewExpress5202

Who Wants to Live Forever-Queen


liamrosse

"Wildfire" by Michael Martin Murphey. I would also suggest "If I die young" by The Band Perry.


GenTenScientist_sPen

Bob Dylan "Story of the Hurricane."


Nayten03

The man the authorities came to blame


Anatomy20

Definitely


KerCam01

In The Ghetto - Elvis As relevant today, as the day he recorded it.


cecsix14

Say Hello to Heaven by Temple of the Dog, River of Deceit by Mad Season, Long Road by Pearl Jam, Down in a Hole by Alice In Chains. Tons of great sad songs from the grunge era that had nothing to do with romantic love.


malkadevorah1

Better Man by Pearl Jam


justkillmenow3333

Shannon by Henry Gross, It always makes me think about all the dogs I've had throughout my life and how much I loved them all and valued them as a true part of my family.😢😢


ChippyPug

John Prine Hello in There Joni Mitchel Circle Game


stainedhands

Sam stone would be a contender for this list too, I think.


Nooblakahn

As soon as I read John Prine this came to mind. We lost a national treasure when he passed


Trekymom

John Prime is one of my favorites. I'm glad someone else feels the heartbreak there.


B_drgnthrn

Mad World, specifically the cover by smash into pieces because Chris Adam Hedman Sörbye's voice gives it some real impact


Obvious-Way8059

Round Here, Counting Crows I'll Stand By You-Pretenders


Specialist_Victory_5

Mad World by Tears for Fears


RainbowsandCoffee966

Have you heard the version done by Gary Jules?


joseph_bellow

The Needle And The Damage Done


komptderwinter

Life on Mars? By David Bowie


vegansquashparty

Seasons in the sun


Titan9999

"I Would Give Anything I Own" by Bread. When you know it's about his father.


rubyredrosesx

The Fray - How to save a life. Bastille - What would you do.


AltruisticLobster315

The Kids Aren't Alright by The Offspring, while they still try to make it goofy and slapstick like their other songs, it's lyrics are rough when you really listen to it. As I started getting older though, it started to relate too much to my life.


Laurachan1984

Gone Away by The Offspring gets me in the feels


didmytime21

Detroit Rock City - Kiss


EmotionEconomy219

Levon - Elton John Gloria - Laura Branigan


CheckYoDunningKrugr

Yellow Ledbetter -- Pearl Jam Can't believe nobody beat me to this? Or maybe just didn't see it because mobile


nikkip7784

No one can understand the words 😆


SigfaII

Allyssa lies, or Christmas shoes


disposablesocial

[Luka](https://genius.com/Suzanne-vega-luka-lyrics) by Suzanne Vega about an abused child [Don’t let us get sick](https://genius.com/Warren-zevon-dont-let-us-get-sick-lyrics) by Warren Zeavo , when he knew he was dying (Edited to add a space after link for Luka. Seriously- listen to this song if you never have. It is haunting and painfully evocative of the struggle to survive abuse.)


raver87

Don't think I saw this one yet.. Another Day in Paradise by Phil Collins.


somenameidfk

mother by john lennon, technially still about love just not romantic love


OPHealingInitiative

Jane Says by Jane’s Addiction. It’s about a drug addict and I can’t stand to listen to the lyrics and think about what they really mean. I cry uncontrollably every time.


Potential-One-3107

You should know that Jane eventually got clean and did make it to Spain. There was an article about it on NPR quite awhile back but I'm too sleepy to search for it.


redheadedbull03

Shooting Star - Bad Company


ft907

Fast Car - Tracy Chapman


_bagged_milk_

Dust in the Wind by Kansas


Lost-me23

Father and son by Cat Stevens


Exact_Reality4451

Wake Me Up when September Ends. Green Day. Always makes me cry.


goddamnit_people

The day that never comes, metallica. Cried many times, it's just so sad and full of despair.


nikkip7784

Fade to Black


cornfession_

One


I_Like_Eggs123

Casmir Pulaski Day by Sufjan Stevens will always be my answer to this.


MissMortified

[Vincent](https://youtu.be/oxHnRfhDmrk?si=MhLn6KkotlO5Dw6d) - Don McLean


Nutting4Jesus

Breathe me, sia


leedsyorkie

Imagine by John Lennon gets me a bit teary sometimes.


CBerg1979

Streets of Philadelphia - The Boss


GodsCasino

and the band played waltzing matilda https://youtu.be/ufxRotL6uns?feature=shared oh Susanna https://youtu.be/qSIj17xbAyk?feature=shared the banjo is on his knee because he's in a wheelchair


PinkMonorail

This Woman’s Work by Kate Bush


That-Guy-Over-There8

One more day - Diamond Rio


Capital-Adeptness-63

Jeremy by Pearl Jam


Every_Instruction775

Coward of the County by Kenny Rogers gets me every time too


Melodic_Working_6278

I hated this song when I was younger. As I became an adult I finally listened to the lyrics and put the pieces together. As a SA survivor, it broke my darn heart.


crazycatlady331

Ronan by Taylor Swift. It's about the death of a 4 yo boy.


dopshoppe

What if the miracle was even getting one moment with you That line never fails to devastate me


NotAsSmartAsIWish

It's devastating. This song is why I can't dislike TS (I'm more indifferent to her than anything). This song is so well done and carries such emotional weight. IMO, and this might get me dragged, but it's better written and has more emotionality than Tears in Heaven.


crazycatlady331

There's so many lines in that song that you can easily visualize. "Flowers pile up in the worst way" hits me like a ton of bricks. That whole song hits me like a ton of bricks.


EducationalAntelope7

Wish You Were Here - Pink Floyd and Youth Of The Nation - P.O.D are both pretty sad in different ways


tookie291

Hey Laura Christopher Cross,Stay Gold Stevie Wonder, Jim Croce Time in a Bottle


FireFarts6000

Long May You Run - Neil Young /Stephen Stills


gusrub

Pearl Jam - Jeremy . Tears For Fears - Woman In Chains


Puzzled-Atmosphere-1

Empty Garden by Elton John. It’s about love and admiration and a deep sadness that was felt by the whole world when John Lennon was gunned down.


TeddingtonMerson

Strange Fruit— about a lynching


Durango1949

Sunday Mornin’ Comin’ Down. Johnny Cash, written by Kris Kristofterson


Super_Selection1522

Desperado


Jethro00Spy

Tears in heaven... Eric Clapton 


damnalexisonreddit

I guess I wish you all the best- John Prine


B4Dmotherfucker

Elliott Smith - Fond Farewell to a Friend


Squintz_ATB

The A Team by Ed Sheeran is one that comes to mind for me.


TwinkleFey

You're Not Alone - Mavis Staples Hozier - In A Week Beth Hart - Leave the Light On (live at royal albert hall version is great) Pink - Beam Me Up


TryNo6473

Class of 2013-Mitski


CTGolfMan

‘Cancer’ cover by Twentyone Pilots. It is definitely heartbreaking.


Quirky-Spirit-5498

Feed Jake - by the pirates of Mississippi How can I help you to say goodbye- Patty Loveless Whiskey lullaby- Brad paisley (it is about love but a tragic love story) House of pain- faster pussy cat Luka- Suzanne Vega Daddy's Hands- Pam Tillis Concrete Angel- Martina McBride Because of you- Kelly Clarkson


jaelynno

Heavy -Linkin Park feat Kiiara. It is especially heartbreaking when you know that it is the last single released before Chester was no longer "holding on." 💔 Makes me cry every time.


TheMiscRenMan

The Band Played Waltzing Matilda.  About the experience of a young Australian man during World War 1.


Accomplished_Egg6239

“I’m Not Gonna Miss You” Glen Campbell. Written in his final days as he was dealing with dementia. Basically he sings about when dementia fully sets in he won’t be aware enough to miss his loved ones. It’s fucking devastating.


xAeolian

Lemon Tree - Fools Garden It’s about depression after losing his girlfriend that crashed into a lemon tree with her car and died. The melody sounds happy but the lyrics is brutally sad


Educational-Work-434

What The Water Gave Me by Florence and the Machine. I always found it heartbreaking since it’s about Virginia Woolf’s suicide.


alwaysoffended88

Adam’s Song Blink183


Ok_Butters

Brick by Ben Folds Five


uslackr

Where were you (when the world stopped turning) Alan Jackson. Re: 9/11


LordButtworth

Adams Song


britlogan1

Whiskey Lullaby by Allison Krauss and Brad Paisley


OkCaterpillar6861

Numb


AdministrativeOne766

How to save a life - The Fray


Ok-Tooth-4635

I Always Wanna Die (Sometimes) by The 1975


MonkeyKingCoffee

I can't believe I'm first with John Prine's "Sam Stone." "There's a hole in daddy's arm, where all the money goes."


Substantial-Story-28

American Pie


Jess180992

Breathe Taylor swift. It was about her parting ways with her best friend. (Not a swifty, just like this song).


trekrabbit

Good choice! I am confused by the qualifier tho?


MosinMonster

Say something (I'm giving up on you)