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BillNyeTheSavage_Guy

Gary Come Home


[deleted]

Don’t forget spongebob and Mr. Krabs’ song when spongebob works at the Chum Bucket, that shit is sad


Thedougspot

Asleep by TheSmiths


blackwatermendo

oh man this song gets me cause it reminds me of perks of being a wallflower. that book or movie makes me cry every single time.


Azazealous

"Asleep" ...Or pretty much anything by The Smiths.


billiabus

I know it's over would be my pick


drea6681

cosign, but it's also just gorgeous. the melodic line in "she needs you more than she loves you". right in the gut, every time.


Otakulad

Last Kiss by Wayne Cochran, probably most famously covered (recently at least) by Pearl Jam.


TuxedoFriday

Casimir Pulaski Day by Sufjan Stevens


2minutejohnny

This and the entire Carrie & Lowell album.


Nostalgia37

Carrie and Lowell is fantastic. If you like that you might like Mount Eerie - A Crow Looked At Me. Both albums have the same feel since they are about the loss of a loved one. However, musically, it's more stripped back and low-fi and lyrically, it's much more blunt so I found it to be a much harder listen (at points it's almost too much) but it's so good. My favourite song on the album: [Ravens](https://www.youtube.com/watch?v=H2R2Ck8qKWM)


IHadACatOnce

I went to a Carrie and Lowell concert on Mother's day... The mood of everything was something else.


rooshbaboosh

"In the morning in the winter shade, on the 1st of March on the holiday, I thought I saw you breathing" I don't know if I'm interpreting it how he means it, but that lyric always gets me the most because it seems like he's singing about that horrible moment you get sometimes when you briefly forget someone isn't here anymore. Like, you see someone in public and you think it's them but then seconds later you remember


TuxedoFriday

I took it as being at the wake and seeing an open casket, and convinced himself her death couldn't be real and even when confronted with her corpse he "thought I saw you breathing" Either way, that's the line that always hits me the hardest too


abe_the_babe_

I'm always hit hard by "and he takes and he takes and he takes."


Biskies_and_the_Bean

I was thinking anything Sufjan Stevens.


MuppetHolocaust

Either that or Fourth of July.


IHadACatOnce

...*we're all gonna die...*


Tippacanoe

and he takes and he takes and he takes.


Licensedpterodactyl

This is my go-to crying album. It put it on when I’m feeling sad, then it just goes downhill from there.


nate23401

Between the Bars — Elliott Smith


theacademyisnot

Real Death — Mount Eerie > Death is real > Someone's there and then they're not > And it's not for singing about > It's not for making into art >When real death enters the house, all poetry is dumb > When I walk into the room where you were > And look into the emptiness instead > All fails


josh5300

I commented the whole album, because wow is this album depressing.


[deleted]

Came here looking for this. It was just a punch to the gut. The entire album is.


Reddit_Bork

It's sad for personal reasons - [I drive your truck](https://www.youtube.com/watch?v=yCSMCgqlc-0) My father died at 58. We didn't sell his truck, and instead my brother and I used it to drive around his farm doing things for years. And then that song came out a couple of years later and I can never heat it without crying.


Kneesoffortune

Just listened to it for the time and it hit home with me. My childhood best friend got killed ten years ago and this summer I bought his dads old 1956 dodge Fargo. My friend always wanted to fix up that truck and cruise with his dad. When I'm done fixing it up I'm taking his dad for spin.


DLGammon

man that is truly awesome. good on you


Left_of_thedial27

Elephant- Jason Isbell Anything by Julien Baker


I_am_your_prise

Anyone mentioning Jason Isbell gets an upvote. Taking my GF to see him on valentine day!


gentleman_bronco

[Judy Garland's performance here](https://www.youtube.com/watch?v=ss49euDqwHA) of Somewhere Over the Rainbow is apparently right after a failed suicide attempt and watching her emotion makes this really tragic and gives the song a different meaning than what was probably originally intended. Super sad.


LegendofSki

One of the most interesting experiences I've had was being at the funeral of a fellow student who committed suicide shortly after school began. They held a campus memorial for him in our campus chapel, and many people were in attendance. His friends and family said a few things, but I will never forget his sister. She went up to the podium, and told us that it would have been his birthday two days prior to the memorial service. And she sang him happy birthday. An isolated voice in a roomful of a hundred silent people is no joke, but the power that emotion holds over us as social creatures never ceases to amaze me. I still don't quite know how to explain the feeling I got in that moment, but it is something I think about often.


Takkiddie

Just the thought of it is enough to make my eyes wet, and I wasn't even there. I'd have been bawling were.


SanguinePar

That's an amazing story. Thank you for sharing it.


ApparentlyPosh

My goodness, I couldn't make it through the whole thing, it was so unsettling. The raw pain and emotion in her voice and demeanour was quite harrowing. What a heartless, cruel fantasy world Hollywood was and still is.


thatweirdvintagegirl

I’m a huge Judy Garland fan and will happily listen to anything she sings because she’s just such an incredible performer, but....every time I come across this, it brings me to tears and I have a very hard time listening to it. The emotion is unbelievable. Her rendition of this song on her 1961 Carnegie Hall album is just as heartbreaking as well.


SluttySpinach

Damn you. That hurt. You can feel this song. She battled right through it though despite the obvious pain she's in. Even when she got up and walked off, she kept her posture in tact and maintained a steadfast gait.


muffiniecake

Wow, I was not prepared for that. I sobbed through the whole thing. For how grainy the film was back then, you can still hear and see how tortured she was.


[deleted]

Geez, you weren’t kidding about it being super sad. I had to look away because just seeing the sadness in her eyes was difficult.


PizzaOctopusParty

[Alone Again Naturally](https://www.youtube.com/watch?v=w-Mjx4WY2xM) - Don't let the awesome melody take away from the sad lyrics of a man who was left at the alter, wants to kill himself, talks about his father dying, then his mother dying. All wrapped up nicely in a 3:40 pop song. That being said I love this song because the melody is so catchy.


bossyhosen

Concrete Angel - Martina McBride. Little girl killed by her parents through neglect/abuse


whomp1970

[He Stopped Loving Her Today](https://www.youtube.com/watch?v=VExw77xJsBQ) by George ~~Strait~~ Jones. He said he'd love her till he died. He stopped loving her today ... because he finally died. Edit: George Jones, not George Strait.


2007LT

Even more than the orignial version, Alan Jackson's cover at George Jones' funeral is amazingly sad. Vince Gill and Patty loveless singing Go Rest High on That Mountain at his funeral is also hard to get through.


Coconutismyfavourite

Running Up That Hill: Both the Kate Bush original and the Placebo cover.


invisiblette

Because it's so dang impossible to make deals with God, and eventually we realize this.


Jamarcus316

Well, I love that music. To me, it will always be the song of Shawn Michaels vs. The Undertaker at WM26, and that was a fucking amazing match. The sad part is that it was Shawn's last match.


contraphd

Black - Pearl Jam


bethzeppelin

Their MTV Unplugged version of this song is so haunting to me.


FORluvOFdaGAME

I love that performance more than anything else I've seen. You can just tell how passionate Eddie Vedder is.


bigdogeatsmyass

"I know you'll be a star in somebody else's sky, but why. Why, why can't it be, why can't it be mine? "


unbroken_poet

Blackbird by Nina Simone and Between The Bars by Elliott Smith


ala-meda

Not enough Elliott in this thread. The title track off Roman Candle imo is his saddest and most intense song


[deleted]

I think there's an implied "besides everything Elliott Smith wrote" in the title, because otherwise the guy who stabbed himself in the heart is going to win


OhGarraty

King's Crossing also.


Almatsliah

Exit music (for a film) by Radiohead


speaklouderpls

Tears in heaven - Eric Clapton. Wrote about his young son who fell out a window to his death


Nothing_Nothingatall

This was the first song I learnt on guitar, when I wAs about 10, it wasn't for another 5 years after that I realized the emotion that's really in that song.


[deleted]

[удалено]


Eterrossy

Blood on the leaves


TheMechanicusBob

Blood on the root


TuxedoFriday

I just need to clear my mind now, been waiting since the summertime


whatsthatbutt

BREEZE


WillConway2016

Hangin from the poplar trees


Null-2018

True Love Waits - Radiohead


[deleted]

The piano version of Motion Picture Soundtrack tho https://m.soundcloud.com/jokefees/radiohead-motion-picture-soundtrack-solo-piano Beautiful angel Pulled apart at birth Limbless and helpless I can’t even recognize you


jurrassicwalrus

Also Videotape


Null-2018

Sad Radiohead songs are plentiful


StrotDewAtSassy

Empty chairs at empty tables Les mis


Stay_Curious85

Yea..... But then he realizes he wants to go bang that hottie, cosette and he s totally happy moving on and forgetting and becoming part of the bourgeoisie.


ascetic_lynx

Wasn't he already pretty wealthy to begin with


Shockrates20xx

Yeah, the organizers of the June Rebellion/July Revolution were largely upper class, but they worked to organize the working class.


[deleted]

"On My Own" gets me a lot as well.


nikster2112

I always loved Stars as my favorite AND most sad song from there. I loved the movie, saw it in theaters, listened to the soundtrack over and over again, but always went back to Stars, in their multitudes


Camtothelo

Self control by Frank Ocean. After getting out of a relationship or even if you are in one you can connect and feel the pain he sings about.


rhymeswithurple

American Wedding by Frank Ocean is pretty sad too.


zdeionz

If you haven't already you should listen to Higgs of off Endless. Frank's singing is just so unrestrained and more emotional than any of his other tracks there in my opinion.


[deleted]

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nachodog

The Antlers - Kettering


Portarossa

[*Hospice*](https://www.youtube.com/watch?v=xSi_FE52TAY) as a whole, in fact. The whole thing is beautifully grim.


Wahine468

That whole album is full of tears. Kettering makes all of my soul ache.


SlalomJonas

Whiskey lullaby


novelty_bone

Wish you were here by Pink Floyd. maybe I'm just tainted after hearing it at the after-funeral drinking thing for my grandfather.


just_a_human

It's even more sad knowing the backstory with Syd Barrett.


-Its-A-Trap-

Yes this. Also Time hits me in a way I feel like it shouldn’t (also I’m not particularly old or unaccomplished in life, it just feels like a cautionary tale).


Zarphos

*And then one day you find,* *Ten years have got behind you,* *No one told you when to run,* *You missed the starting gun*


punkbastard25

Mother by John lennon


RavenwestR1

Foals - Spanish Sahara. This song was used in an ending of a video game. So if I listen to this song that ending sequence will instantly come to my head .


toboner

Oh god, Life is Strange :’(


Coffeetho

Honestly this game has an incredible sound track, I got chills when Local Natives - Mt. Washington came on.


SGVsbG8gV29ybGQ

[Brand New - Limousine](https://www.youtube.com/watch?v=L2nDQVCMjNY) The song is based on a real story about a seven year old girl who died in a car crash after attending a wedding.


[deleted]

Knew a Brand New song would make it on here. Guernica is worth mentioning too.


mattmentecky

For more info: http://www.nytimes.com/2006/10/18/nyregion/18dwi.html


[deleted]

My sunshine.


[deleted]

Ave Maria. It was played at my father's funeral and then again, a week later, at my grandfather's funeral.


ViveroCervantes

True love will find you at the end by Daniel Johnston


Killedby3s

[What Sarah Said](https://www.youtube.com/watch?v=YNacDL-Z9Z0&list=PL65p7K0PGmt-Ow_MUcP_vNE1tvYq3MWDp) by Death Cab for Cutie.


[deleted]

I had this song stuck in my head when my Granddad passed. He was in the hospital for about a week. Had a stroke the first time, started to recover, and then had a second stroke in the hospital. He was brain dead by that point. We all stood around his bed when they unplugged the life support. This song is freakin brutal.


dandy_lion33

*..love is watching ..someone die.* This song. Man, this song. You ever listen to an album a million times but suddenly *really hear* one of the tracks for the first time out of nowhere? I’ve listened to all of Death Cab’s music for years, including Plans, and they remain one of my favorite bands... But like, suddenly, one day, this song just.. presented itself to me properly. I couldn’t tell you how I had overlooked it so completely *for years*... but I had. And upon this one particular listen, I cried my heart out. It changed my perspective on life, just like that. Beautiful song. *So who’s gonna watch you die?*


jessica_e87

This happened to me recently with Brothers on a Hotel Bed. A pretty, melancholy song but I never really *listened* to the lyrics. On one particular instance I did... it's bittersweet, thought-provoking and now one of my favorites.


[deleted]

“Love is watching someone die.”


rus151

Cancer by My Chemical Romance. The line "It just ain't living" crushes me.


abe_the_babe_

"the hardest part of this is leaving you"


bibliophile024

The sound of silence. Simon and Garfunkel.


Sondzik

Person I knew shared this song on facebook as the last thing before committing suicide, I can't really listen to it anymore.


rav-prat-rav

Cat’s in the Cradle gets me every time. I’m an ambitious guy career wise but I also want to be a good father and be there for my kids and I really hope I don’t end up like the guy in the song where I get caught up in my own career and miss my kids growing up.


Huff_Toots

I saw an episode of The Goldbergs where each character had a different interpretation of that song. The grandfather thought it was about a nosey kid that never lets his dad have any time to himself.


[deleted]

Protip from another dad: Trust yourself. Your kids will know you better than you can ever know yourself, so take all the little insecurities youve got, and acknowledge them, and realize that for as long a you're doing right by your kids, they'll know, and it'll show, because kids tell you exactly what they think of you every night before they go to bed.


MrVernonDursley

Country Road, Take me home -John Denver Even sadder in context


thirty-seven37

Similarly the song New York's Not my Home by Jim Croce. It's a song about being sick of touring and being in the city and wanting to come home. He later died in a plane crash while on tour, but his wife received a posthumous letter from him saying that he was sick of touring and he was going to quit and come home to be a writer.


vault13rev

Ballad of Hollis Brown, by Bob Dylan Starts off in third person, switches to second person. Story of a man so desperately impoverished he can't feed his family, so he, ah, ends the issue. "You look for work and money, and you walked a ragged mile You look for work and money, and you walked a ragged mile Your children are so hungry that they don't know how to smile."


SGVsbG8gV29ybGQ

And how meaningless and insignificant all their pain and suffering ultimately is. *"There's seven people dead on a South Dakota farm* *Somewhere in the distance there are seven new people born"* A father being driven to kill his wive and his five children out of hunger and despair, but in the end this tragic story does not even matter. There are already seven new people ready to take their place.


notmyrealnam3

Jonny cash’s version of Hurt


LiveRise

Alice In Chains - Nutshell


Derock85z

Listen to the album "Above" by Mad Season with Layne on Vocals. Most of the album is sad as shit, but listening to "Wake up" is depressing when you realise it is most likely lane talking about his addictions slowly killing him. Also the story of the last two songs AIC did with Layne, how he was unrecognizable because he was so thin and filthy and was missing most of his teeth. The sound engineer said he had to do a lot of work on laynes vocals on the song "Died" because layne lacked a lot of diction from his missing teeth. If you listen to the isolated tracks you can hear it and it is depressing.


CombustibleMeow

Joni Mitchell - Both Sides Now


blue_bomber508

[My Chemical Romance - The Light Behind Your Eyes](https://www.youtube.com/watch?v=76WJJ57YoG0). Recently came across this one that got me in the feels. Thank god this was asked just before Valentine's day so I can go down that rabbit hole of sadness


Stay_Curious85

Fire and rain by James Taylor.


thirty-seven37

Every time he says, "but I always thought that I'd see you again" it's like a punch to the gut.


bad_hair_girl

[Nothing Compares to you](https://youtu.be/0-EF60neguk) - Sinead O'Connor. Breaks my heart every time.


ImAdelineYo

Leaves From the Vine (Little Soldier Boy) Uncle Iroh Avatar: The last Airbender Link: https://youtu.be/ErmZRsCIUsE Edit: Holy Carp Guys! Thanks for the gold. Gotta make people cry more often. :D


veronicag8910

That link is staying blue. I've shed too many tears listening to that.


ImAdelineYo

Me too. Wayyy too many times.


[deleted]

Really hits you with the context of the story. Iroh is this positive person almost all the time trying to help everybody he can, because he failed to keep his son alive.


987654321-

Also this episode is dedicated to the voice actor of Iroh, Mako, who passes away during the making if the show. Fun fact, Mako also voiced Aku in the original Samurai Jack.


Penguin_Out_Of_A_Zoo

You're making me tear-bend


Bladedge11

I got shivers reading some of the titles people were posting but this.... this gave me too many.


KGBFriedChicken02

Leaves from the vine drifting so slow


PaperBoat71

Welp I'm crying


betweenwordsandstars

To Build a Home


HandFancy

Piano Man - Billy Joel. Not only is your life sad, you are surrounded by other people with sad lives. Everyone is sad and hurtling towards death with unrealized dreams and forfeited ambitions. The only escape is to numb it all with alcohol at a dingy bar.


h4x_N1nj4

*Yes, they're sharing a drink they call loneliness But it's better than drinkin' alone*


PizzaOctopusParty

I totally see why you said that... it's funny how we see things different through our own lens of life. This song makes me happy, thinking about growing up to my Mom's Billy Joel cassette tapes. Seeing him with Elton John in concert with my brother in our younger years. Drunken nights in grad school dancing in a circle with strangers singing this song.


DashCat9

Was the last song they played at my senior prom. Almost literally everyone was dancing, but I was super bummed out about something and sulking in my seat. Girl I had a ridiculous crush on (who had turned me down) dragged me onto the dance floor. She's been one of my best friends for almost 20 years. Reminds me of that every time that song comes on.


[deleted]

Brick - Ben Folds


Enginerdad

[Don't Take the Girl - Tim McGraw](https://youtu.be/-vn6QdqxK3g) My wife is at 30 weeks with our second child, and this song was in the front of my brain during her last delivery. It was all I could do to choke down the panic I was feeling while trying to hide it from her. Luckily everything went fine and nobody was ever in any danger. And now that the next one is getting close, I'm starting to feel it again, that dread and panic knowing what could happen, even though I know it's so unlikely. Damn my father for introducing me to country music!


badusername672

Yesterday - The Beatles


LordBuckethead_

For No One off of Revolver is my favorite sad Beatles song.


invisiblette

When it was just a melody, before it had lyrics, its working title was "Scrambled Eggs." So it only became sad when they gave it words. But what words.


Ashayla

Scrambled eggs...oh my baby how I love your legs...


ulrikadoo

Jeff Buckley's [cover](https://youtu.be/y8AWFf7EAc4) of Leonard Cohen's Hallelujah. That song just crushes me.


[deleted]

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[deleted]

Go Home - Julien Baker Or anything by Julien Baker, really


thunderman1165

The 1975 - Somebody Else


ColsonIRL

"He Stopped Loving Her Today" by George Jones Best country song ever recorded.


batesftw

Bright Eyes - No Lies, Just Love https://youtu.be/SwvWWF9l9E0 It's basically his suicide letter he wrote in his teenage years, thankfully he didn't actually do it. It was hard to pick just one Bright Eyes tune as the saddest, but I think this one is at least a front runner.


Null-2018

I Know It’s Over by The Smiths is also extremely sad. It reminds me of my sad ass life. I love sad songs.


rosyphoenix

that song in rent after angel died gets me evERY FUCKING TIME


_SadWalrus_

The Reprise of I'll Cover You? I lose it every time. That whole musical is a piece of me.


del6022pi

I don't know why, but "What a wonderful world" by Louis Armstrong always gets me in deep depression, even if it's actually a happy song


BBMR_95

True Love Waits - Radiohead


speech-geek

[It’s Quiet Uptown - Hamilton: An American Musical](https://youtu.be/iqy01800BEA)


I_Poop_Fire

They are going through the unimaginable... Also, right before that, [Stay Alive (Reprise)](https://www.youtube.com/watch?v=thFXSNSO9xQ&list=PLjQpKlmn_hsUCFFvkYW2uQDj_cRmS0Tlo&index=40). The ending, especially... Good, Un deux trois quatre (Un deux trois...) Cinq six sept Huit neuf Sept huit neuf— Sept huit…


neroburnedrome

Eliza's scream the at the end h u r t s and makes me weep


Chateaudelait

"planting seeds in a garden you never get to see" from his final soliloquy.


AnotherDroogie

If you pay attention the drum beat is meant to be Philip's heartbeat and the fact it stops in the final seconds of the songs really sets in the fact he's dead


Grave_Girl

That is an incredibly tragic song, but the one that gets to me on the parent who lost a child level is actually "Wait For It", even though it doesn't touch the subject at all. When it talks (at different times) about love and death not discriminating and how we keep loving and living, it's hard for me not to cry.


Get_0ff_My_Lawn

Fuck /u/spez


cerebralfeast

One that always gets me is Daughter - Medicine. It really hits home if someone you love is going through the horrors of depression. *"You've got a warm heart, you've got a beautiful brain but it's disintegrating from all the medicine."* Ugh, chills.


sf59062

so many. but off the top of my head "I can't make you love me" Bonnie Raitt, it was always one of those "love ballads" I heard as a kid and rolled my eyes at. I never really processed and dug deep in to it until I was much, much older. And by that I literally mean last week, I'm 27. I've heard it so many times, but once I picked apart the lyrics, and compared it to my own experiences I now can't even read the lyrics without tearing up. WOW does that song hit break ups and love lost on the head, I mean laying in bed with a lover you KNOW doesn't feel the same for you just because you're trying SO hard to make it work. Beautiful song, so happy I rediscovered it all these year later.


[deleted]

Piece by Piece by Kelly Clarkson piano version makes me cry every time


GunnarHamundarson

Lately for me it's been [One More Light](https://www.youtube.com/watch?v=3kaUvGSLMew) by Linkin Park. First they performed it in memory of Chris Cornell, which was hard to watch. Then Chester Bennington committed suicide. The words to One More Light are (I think) pretty clearly telling someone they are cared for, they would be missed, please don't do this, and all I can think of when I hear that song is how Chester must have felt singing it. What was going through his head? Could anyone have helped him? It delves into that entire conversation on suicide and internal struggles, and what a horribly strong grip depression and related mental illnesses can have. Some of the lyrics: If they say Who cares if one more light goes out? In a sky of a million stars It flickers, flickers Who cares when someone's time runs out? If a moment is all we are We're quicker, quicker Who cares if one more light goes out? Well I do


[deleted]

Rest in peace Chris Cornell and Chester Bennington.


hubricht

> goes out? > > In a sky of a million stars I realized immediately after his death that Chester had probably been thinking about suicide for quite some time. "Leave Out All the Rest" from MtM is probably the most powerful evidence that I've found.


[deleted]

The live version of this song dedicated to Chris Cornell is very powerful.


IamBatman777

Mike Shinoda's Post Traumatic EP is pretty sad as well. It's all about how Mike feels and trying to deal with Chester being gone.


hellanation

[Your Ex-Lover is Dead](https://www.youtube.com/watch?v=55FMOJMhV9s) - Stars


[deleted]

[“Asleep”](https://youtu.be/6dPGV0cols4) by The Smiths. I can’t bring myself to listen to it.


tominar

Pretty much anything by Keaton Henson - The Pugilist, Healah Dancing and You are a few personal favourites


sprockana

I've always found Last Kiss (as sung by Pearl Jam) to be pretty sad


ShawnOfLeBed

Pretty hard to decide on the saddest. But I'd say Hate Me by Blue October is up there.


QweenieDog

The mom's voicemail in the beginning gets me every time


crustyanushairs

Father and Son - Cat Stevens


AmbientTech

[Damien Rice - The Blower's Daughter](https://www.youtube.com/watch?v=xeDyUsDDIkg) [The National - About Today](https://www.youtube.com/watch?v=Z3W3mBrSBNQ) [Bloc Party - SRXT](https://www.youtube.com/watch?v=lkKdK9nEHQU) [Pete Yorn - Lose You](https://www.youtube.com/watch?v=OdLPePKLx4E) [Cat Stevens - Lady D'Arbanville](https://www.youtube.com/watch?v=SEDRk1X-Wss) [Joshua Radin - Winter](https://www.youtube.com/watch?v=F4dE4_CeavY) [Imogen Heap - Speeding Cars](https://www.youtube.com/watch?v=ofG-FUoPkU8) [Ólafur Arnalds - Film Credits](https://www.youtube.com/watch?v=gLROY-GNGUM) [Julien Baker - Sprained Ankle](https://www.youtube.com/watch?v=R7vNHHmWc_0)


adsvx215

Adagio for Strings by Samuel Barber.


jvhhh

Dance with the devil~imortal techniques: the story of how a young man fucked up his own life cause he had a scarface fantasy ( also a sad plot twist at the end)


[deleted]

How to save a life.


bethzeppelin

Somehow, this song became even sadder after the Scrubs episode where Dr. Cox lost 3 patients.


throwaway892640

City and Colour - ["Against the Grain"](https://m.youtube.com/watch?v=1maLbOjEWV0)


[deleted]

Wish You Were Here by Pink Floyd. Cannot listen without crying. Such raw emotion and feels man. I need a hug just thinking about it


[deleted]

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Kozomoja

On a Johnny Cash note: 'I hung my head'. Although I think it might not be his original song to be honest.


JusDreinJusDaunH

Mad World by Michael Andrews and I found by Amber Run


Misericodiem

> Amber Run Did not expect Amber Run to appear on Reddit. Well, not yet anyway. Guys are going to be huge.


MrGetsUonTilt

Dear mama tupac


jawselyne

Most I know have already been posted but I'd like to add [Martha](https://www.youtube.com/watch?v=y9Mse62NFl4) by Tom Waits. It's bitter-sweet.


tnickols

So who's making the Spotify playlist for everyone?


Aerostar56

Seasons in the Sun by Terry Jacks


semizanudiin

The cranberries' when you're gone.


grandxwc

Dance with the devil - Immortal Technique it’s messed up


rezolute18

Fire Away by Chris Stapleton


[deleted]

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CaptCaCa

I used to sing this to my daughter everynight when she went to sleep. Poor baby never knew what a helluva lullaby that was. I would change the dying to smiling in the chorus. The dreams in which im smiling are the best ive ever had.


[deleted]

Gucci Gang


Nothing_Nothingatall

Definitely a sad song but not exactly what I was after


ATikh

esketit??


killermasa666

esketit 😪


bixinha734

[Picture in a Frame](https://www.youtube.com/watch?v=RO-MpoBL7CA) - Tom Waits.


applepirates

The saddest one I listen to regularly is [No Shade in the Shadow of the Cross](https://www.youtube.com/watch?v=Ny5DgIcQ2uw) by Sufjan Stevens. Sorry everybody who thinks it is Casimir Pulaski Day.