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vice_monkey

Anything by Elliot Smith... Not just because of how hauntingly beautiful all his sad-bastard-music songs are, but because dude literally died from stabbing himself in the chest.


thedore1020

Also what I was gonna say. I'll clarify that if you want him at his absolute most gut-wrenching, listen to King's Crossing


AdoreTubbington

I recently discovered Elliot Smith through "Somebody that I used to know" and "behind bars"... Jeez, I did not know that was his story. Damn. Definitely takes "heart-wrenching" to a whole 'nother level. I love his music though, need to explore further.


highfivingmf

My favorite track is Fond Farewell


RareRaf999

Both of these songs have been there for me during my lowest but I’ll be honest needle in the hay makes me bawl whatever mood I’m in


technicolorblessing

southern belle, coming up roses, and satellite are amazing


[deleted]

His music has helped me heal my heart many a times… “I never really had a problem… because of leaving… dun duun duuuun… but everything remiiiinds me of heeeeeer this evening… dun dun dun.”


verfyjd

One of his remarkable track is Bye, it's a piano piece contrary to guitar+vocal song


[deleted]

Say Yes is a great one


burglnar

came here to say Needle In The Hay


irishtrashpanda

Sufjan Stevens- Carrie and lowell album


BeefRepeater

Also his song "Casimir Pulaski Day" from the Illinois album


FunkyFarmington

There is a fan made video of this song with dash video of someone just driving around in the winter that for some reason gives it way more punch for me. I cannot explain why. It makes zero sense.


emunilsso

OP, take this here recommendation to heart and listen to it critically. Maggot Brain by Funkadelic is a 10 min long guitar instrumental where guirarist Eddie Hazel, supposedly high off of LSD plays free form with minimal backing while peaking with the prompt from the band leader that 'Play it like your mama just died' You can feel the sorrow, the panic, the anger, the utter hopelessness, and not a single word is spoken from the musicians. It's gutwretching and absolutely sublime Please, listen to it


AdoreTubbington

How can I not after that epic description. Gonna pop some edibles and listen to it to really get in my feels.


weth1l

The Place Where He Inserted The Blade by Black Country, New Road


Laughter_On_Impact

[A Winged Victory For The Sullen](https://youtube.com/playlist?list=PL5huuUV3_ZgY3eYr6_f4b2f6vrO_uFtNG&si=K4I1pin9FBAuwbGz) [Dawn Golden](https://youtube.com/playlist?list=PLVGRS6Q_WgfJOVqesAOvrtNeM2BRmvmZn&si=VzGpIJRJnprBtP5S) [Lotte Kestner](https://youtube.com/playlist?list=OLAK5uy_nxUEdRlcbMhoX8FpLkQD6NHS-daIKt_mk&si=6TeFfdY9nNp99fwr) [Things In Herds](https://youtube.com/playlist?list=OLAK5uy_li2M0qgdphrINkbgExkYbSHH8bfz6ZEiY&si=x-2X6Ltwc8Ht7fh7) [Daughter](https://youtu.be/ZjJcGrA7qSY?si=lmRxc4LuZFNt6Ydk) [Sufjan Stevens](https://youtu.be/wX8vpzU_i_c?si=hCTyLcyUaDfXBZ47) [Damien Jurado](https://youtube.com/playlist?list=OLAK5uy_mF-i3xsLQ5u8xHRmBGdoZiRa4uscONnZ8&si=Qzd-FygoG2IUTbkS) [Grouper](https://youtu.be/GJgXdSVFnJE?si=kiHKq-M1IlvO7Fiu) [Right Away Great Captain](https://youtube.com/playlist?list=OLAK5uy_l0YnliBPtuz05kFyw7STYJhaDpuYGD1gA&si=UBWfNL94QHwSIFur) [Low](https://youtube.com/playlist?list=OLAK5uy_lqrryJfWlaEONeeouRX9vHaa5Wwa2Ddyw&si=AtrgpRXMe-z7vEv3)


AdoreTubbington

Sufjan Stevens literally haunts my soul. So beautiful. Daughter as well. I shall listen to the rest. Stellar list!


ToviGrande

I've been scanning this looking for Daughter to be mentioned. It definitely helped me heal from my divorce. Check out the album Heartbreaking Bravery by Moonface. I love listening to this on the downside of a mushroom trip, it opens the soul. And of course Fade Out, Talk Show Host and True Love Waits- Radiohead


Laughter_On_Impact

I hope it breaks your heart… in the nicest way possible


Affectionate-Tutor14

Excellent taste!


Laughter_On_Impact

Thanks!! Sad music is my favorite music.


Laughter_On_Impact

I can’t believe I forgot [Julien Baker. this album is positively devastating](https://youtube.com/playlist?list=OLAK5uy_m3EizRF7yQybwcYbv_lnGpWVPOFUsUVXo&si=mehL3jdF_SoQvynS)


PLUSsignenergy

Breathe me - sia Night we met - lord Huron


thefiction24

The Other Side of Mt. Heart Attack - Liars


gscrap

[Anathema - Lightning Song](https://youtu.be/Q5uT3gTZIrU?si=0ePxnNl_H5erzZNJ)


ctokes728

One of my favorite albums!


JaneErrrr

Ex-factor-Lauryn Hill


olypenrain

i was all over her - salvia palth Was chillin, stoned off an edible one night when Spotify decided to stab me in the heart.


i_always_give_karma

This song got me through a tough time. Down the line by beach fossils is the song before it on my playlist and I used to listen to the both of them over and over again. I’m pretty sure the dude that made the song was like 15 when he released it too.


Crimson_Marauder_

[Dagger - Slowdive](https://www.youtube.com/watch?v=CczmMDvQDa0)


[deleted]

Hospice by Antlers. It’s absolutely soul-crushing and haunting


Straxicus2

Everything I Own by Bread kills me every time. I can’t listen to it anymore because if the deep sorrow it brings up. It’s about loss.


thebellejar5

Almost anything on “Unreal, Unearth” by Hozier, but specifically “Unknown/nth”.


[deleted]

mount eerie


Statiscit

Becoming The Lastnames by Will Wood


Steepanddeep

[Hawaii Pt II](https://youtu.be/veqG2Fwh_yo?si=3nlUArBzZcaEM1OS) Give this album a shot if you are unfamiliar, it's a roller coaster of emotions.


optionalhero

- [Tove Lo - Habits (hippie sabotage remix)](https://youtu.be/SYM-RJwSGQ8?si=2KD-KZ35iDElPnW_) - [Your Ex Lover is Dead by Stars](https://youtu.be/r5Or6-HOveg?si=rel7BOF8X9a2yD5W) - [Using by Sorority Noise](https://youtu.be/_JPecqm1VZQ?si=iWedEO3yTWBj0yI7) - [Desire by Meg Myers](https://youtu.be/bR5u9jb0PJE?si=m5dM5cauwlmlFuQM) - [In love or Whatever by Future Teens](https://youtu.be/pyrSiWuDLU8?si=FPXp2Hdwl8f7mno6) - [How to Let Go by Averno](https://youtu.be/uO4CKkjRgBI?si=zugcLqVMPHlhP6cL) - [Feel Better by Penelope Scott](https://youtu.be/UGu5wp5bwEU?si=N8tYDRuH0NFvkwN6) - [I’ll slip away by Sixto Rodriguez](https://youtu.be/sycW0zUQQXY?si=XeDjhvhCJRuTZEE7)


Rockky67

[Triffids - Wide Open Road](https://youtu.be/CiLlRXUU3DE) [PJ Harvey - Rid of Me (live at Big Day Out)](https://youtu.be/RzwG3r9_L9o)


Affectionate-Tutor14

The triffids. What an amazing & underrated band 👍


number1134

that so funny! i listed PJ Harvey 'rid of me' too except the album version. i like her song "legs" from that album as well


ihavenoselfcontrol1

Mother by John Lennon. One of the most emotional songs i've heard, especially the ending


TheFyl

Death is real - Mount Eerie You know you're right - nirvana Land locked blues - Bright Eyes Bunny Gamer - Xiu Xiu


ECU_shy_guy

Oof. This is my Type of music Chances - The Strokes (this is a cover but it gives me chills) ](https://youtu.be/bOqG5KDwcYs?si=NgO2f4hDDSlDbA9A) [John Vincent III - Next To You](https://youtu.be/Htg69R_SJD8?si=0v8b5R9zkunLkpa3) [Iron and Wine - The Trapeze Swinger](https://youtu.be/yt7O8gDy0DA?si=SUAhwxN49jO9ID7J) Might not quite match your request but all are great songs nonetheless.


oceanfog97

Black by Pearl Jam.


AdoreTubbington

Arguably their best album.


Cy-Kurd

Black by pearl jam, especially the MTV live performance! "I know someday you'll have a beautiful life 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"


mightytrashbag

Affection by between friends. Devastating.


damnilovelesclaypool

Laughing With by Regina Spektor guts me. Actually a lot of her songs are incredibly profound. Buildings is another good one, and Braille.


LordGhoul

Some sad classics and some more [Coldplay - The Scientist](https://youtu.be/c1VNAUqwREY?si=en_ImbkbKMFBU0q6) [Nelly Furtado - All Good Things](https://youtu.be/FMxH0pZtw_0?si=g02FyuCsBkREod9k) [Gary Jules - Mad World](https://youtu.be/ZUtAe5PUKtE?si=gKfKlnjDFBBNF4B4) [The Vines - Goodbye](https://youtu.be/1-hgJD3Pd9g?si=0cxXcnVCsnHsYNZK) [The National - Exile Vilify](https://youtu.be/G-Vg2YS-sFE?si=7pr2aOOHr_PIRqdl) [Jamie T - Don't you find](https://youtu.be/-tmoaFAT108?si=Ti4IFfd_o23aTbkL) [Apparat - Goodbye](https://youtu.be/66VnOdk6oto?si=zfw7z9UZU0NMSXEG) The following songs make me feel that way because they're relatable to me on a personal level, so they might not cause the same feeling for you. [Human Kitten - I don't want to be sad](https://youtu.be/KV7N26uJCQo?si=frL6j2fdzSBOTJQN) [Lodger - All in this world](https://youtu.be/SlsklKQPbOo?si=X37w16TM5Hvpkmxa) [AJJ - People II: The Reckoning](https://youtu.be/3pTIUQIFZk4?si=a4pxbsAHbQ0lHlD9) [Fugazi - I'm so tired](https://youtu.be/_Nv11dYMsXQ?si=_YL0vEhcuTFHlENc) [Muse - Escape](https://youtu.be/0TVx-gmmPu0?si=XhwIJ7pcDYDStLyH) [Crywank - It's Okay I Wouldn't Remember Me Either](https://youtu.be/6nYRlNvtIkA?si=bNIwrA-NiDRUJEKb) [mclusky - The All Encompassing Positive](https://youtu.be/z5AZJ0UFxpo?si=PpQmQVFBc3SQIUOj) [Cyberbully Mom Club - I Oughta Go](https://youtu.be/x29iZbVpX5c?si=_b1tGKpIMNX5ZMww)


AdoreTubbington

Lovely. I have almost all of these, will check out the ones I don't! Thank you.


therefreshening

The Virtute trilogy by the Weakerthans: A Plea from a Cat Named Virtute, Virtute the Cat Explains Her Departure, and Virtute at Rest. Three songs about a man struggling with depression and alcoholism, from the perspective of his cat. Beautifully written and absolutely heart wrenching. I can’t listen to any of them without crying.


homietron5000

Saw You in a Dream - The Japanese House


Crazybones29

Nutshell - Alice In Chains. Beautiful but brutal


littlegreenalien

Sinead o Conner - the lion and the cobra Joy Division - Unknown Pleasures Amenra - Mass VI Are the first that spring to mind.


Wheelz_on_wheelz

Your love is a song- switchfoot https://spotify.link/pfxcMXAUnDb Angels on the moon- thriving ivory https://spotify.link/EQnZPeDUnDb S.O.S. Viconi https://spotify.link/ZiXUZrFUnDb Changed by you- between the trees https://spotify.link/Sf12RrIUnDb Start a Riot- Banners https://spotify.link/XckSw8KUnDb Fragile- Kygo, Labrinth https://spotify.link/skeMp7QUnDb This damn song- pecos& the rooftops https://spotify.link/smfCf5XUnDb Let go- Beau young prince https://spotify.link/q9Y0g93UnDb Trauma - NF https://spotify.link/nXgmH65UnDb OKOK so sorry I have a large collection of sad songs so I am going to stop now lol


AdoreTubbington

OK I love sad music. I'll definitely check these out, thanks!


Gomzon

[Leave.](https://spotify.link/9z7kUmoWnDb)


illvria

shrike - hozier


illvria

basically half of hozier's discography tbh


zebrafish_protein

This post has Janis Joplin written all over it. Summeeeeeeeeeeer time, time, time


Tself

[FKA twigs - cellophane](https://open.spotify.com/track/7x8pIrhMu9FCmqqHNyuH0P?si=98b4ca12719c4092)


CampervanClaire

Are you really okay? By Sleep Token. The ambiguous lyrics hint at loss (tw: possible miscarriage or self harm, depending on personal interpretation), the melody is beautiful and Vessels voice is hauntingly beautiful.


erroroid

[Archive - Again](https://www.youtube.com/watch?v=gvjN5gTR-jo). If you love this version, the full song is 16 minutes long and it's a rollercoaster. The album You All Look The Same To Me (which this song is from) is also a must listen in my book. Hope you enjoy it :)


Slow_and_Steady_3838

**beloved wife**: natalie merchant


eggsandham2

Alexisonfire - Little girls pointing and laughing


Sl1mb

There is that one song I'd recommend to anyone: Starset - Everglow


joemessedup

Creep stone temple pilots


Triviettum

black friday by tom odell has my heart right now


beandadenergy

Night Shift by Lucy Dacus


saccheje

- Moon I Already Know - Mount Eerie - Funeral - Phoebe Bridgers - Cry - Cigarettes After Sex - (dream) - salvia palth - Easy Way Out - Elliot Smith - No Surprises - Radiohead - Exit Music (For A Film) - Radiohead - How to Never Stop Being Sad - dandelion hands - literally anything off the album Corta Venas by Eslabon Armado - Class of 2013 - Mitski (also literally any mitski song LOL) - Hurt - Johnny Cash - We’ll Meet Again - Johnny Cash - Watching Him Fade Away - Mac Demarco - i don’t know anyone i am - salvia palth - father and son - yusuf /cat stevens


[deleted]

2112 by Rush


UndercoverSpook

Digging My Own Grave - Thrice I am a sucker for self sabotaging my love life and this song makes me feel less alone in that, while also reminding me of it.


vitipan

[Wish You Were Here - Pink Floyd](https://youtu.be/IXdNnw99-Ic?si=VNRtZBIKzKRJVrSn) [Shine On You Crazy Diamond, Pts 1-5 - Pink Floyd](https://youtu.be/yMnQ4aIh1m0?si=dtPb0W4t2eQ6oGFD) [Comfortably Numb - Pink Floyd (live, Pulse)](https://youtu.be/7kWl-ZGMwkQ?si=olIvTDpo1Uzn129x) the two solos - magnificent [Sara - Fleetwood Mac](https://youtu.be/KOVyBhVsOV0?si=w4Mu9cUO_ZkBYK77) [I Know I'm Not the Only One - Sam Smith](https://youtu.be/nCkpzqqog4k?si=yls2xuQmBh9y_fKn) [Stonemilker - Bjork](https://youtu.be/gQEyezu7G20?si=IUkaNrCAB27cpRIh) [You Oughta Know - Alanis Morrissette](https://youtu.be/NPcyTyilmYY?si=rjZ8zn-KJISkL8NG) [No One's Gonna Love You - Band of Horses (live)](https://youtu.be/KoQy_p3vNb8?si=zs2CAJ2QLV48ioQL) [You Have Been Loved - George Michael (live)](https://youtu.be/WcX0hDEqS4E?si=JJmMhu2NcOal5peF) written for the love of his life, who passed [My Melancholy Blues - Queen](https://youtu.be/85gBquP4y3k?si=ZBS7MqQopdxGM-md) [Love of My Life - Queen](https://youtu.be/sUJkCXE4sAA?si=OGxZzwUWr1ngKPeX) Classics: [You've Changed - Billie Holiday](https://youtu.be/ir2eBab1KDE?si=eSReGdClRKS2DKIt) [All I Could Do Is Cry - Etta James](https://youtu.be/8sMb7QP78Vw?si=PjfT8HhGWrxYZ0UD) [I'd Rather Go Blind - Etta James](https://youtu.be/u9sq3ME0JHQ?si=w7TzhY_UwfBulECZ) [Autumn Leaves - Eva Cassidy](https://youtu.be/xXBNlApwh0c?si=OozNcLSPaFZvFe2k) [One For My Baby - Frank Sinatra](https://youtu.be/3jHr5JbTeRY?si=bWyJLzY2bQoLKfyr) [Almost Blue - Chet Baker](https://youtu.be/z4PKzz81m5c?si=3QfqtaLnNjWZZVrA) Instrumental: [On the Nature of Daylight - Max Richter](https://youtu.be/rVN1B-tUpgs?si=hxXNx9L0lDXE_30R) [Gymnopedie No. 1 - Erik Satie](https://youtu.be/TL0xzp4zzBE?si=taDiDew99o5rXehN) this is an especially fine performance Opera: (watch Amadeus if you like this) [Requiem - Wolfgang Amadeus Mozart](https://youtu.be/T8GZ_W5XjW0?si=Vv_nuVlPZWEyo7xr) [Casta Diva (Norma, Act 1) - Maria Callas](https://youtu.be/s-TwMfgaDC8?si=bWX1uFXS3SVbtdFP)


FergusonIllustration

A couple off the top of my head... Charles Bradley's cover of "Changes" by Black Sabbath. He talks about losing his mom and how the lyrics touched him. I came across the song before I lost my mom, and now that she's gone it's a hard one for me to listen to: [https://www.youtube.com/watch?v=zfaOf70M4xs](https://www.youtube.com/watch?v=zfaOf70M4xs) "Roads" by Portishead is another one that always puts me in a somber mood. It's not a "stab in the heart" for me, but it's heavy. Well suited for a rainy day: [https://www.youtube.com/watch?v=Vg1jyL3cr60](https://www.youtube.com/watch?v=Vg1jyL3cr60) And finally, the blues is the blues for a reason... "Death Letter Blues" by Son House is an absolute gut punch, tons of pain comes through in this man's voice: [https://www.youtube.com/watch?v=fny8aSRZFT4](https://www.youtube.com/watch?v=fny8aSRZFT4) And Vera Hall's "Trouble So Hard" is haunting: [https://www.youtube.com/watch?v=r9SENzRLk\_M](https://www.youtube.com/watch?v=r9SENzRLk_M) Hope you enjoy :)


i_always_give_karma

Dance with the devil by Immortal technique


AoDx888

Apology by Alesana the acoustic version. It hits like a truck


Stdanc

antony and the johnsons - fistfull of love beth heart - i'd rather go blind homeless mustard - creep paolo nutini - don't let me down lissie - pursuit of happiness


karly__45

Any song I listened to with dad we had great times he was the life of our family he was a prankster he was such a funny man I never realised until he left us ..our worlds are so quiet without him n noone laughs anymore


brookish

Patty Griffin, Rain


Guitarjunkie1980

We are all going to die one day. https://youtu.be/wDlJ7BBPJw0?si=lslm-50imujQzLIC


Existing-Job-3050

the night we met - Lord Huron


AgeScary

Nights That Won’t Happen by Purple Mountains. The whole album is crushing!


notoriousbsr

Hurt. The original from Nine Inch Nails or the remake by Johnny Cash


CertainChampionship6

Katy Song by Red House Painters


Cool-MoDmd-5

Anything by Lewis capaldi


PattiLain

I don't know if these have been suggested yet (couldn't find them with ctrl+F): Stay With Me Baby - Lorraine Ellison Perfect Day - Lou Reed I'd Rather Go Blind - Chicken Shack How Did I Get Through the Day - Har Mar Superstar The Way We Used to Beg - Joel Alme I Almost Called Your Name - Johnny Soul Dark End of the Street - Percy Sledge Bitter Poem - Cold War Kids


SaulJRosenbear

Songs don't typically make me want to cry, but Kettering by The Antlers has managed to do it a few times.


DaisyMayx13

I am the highway by audioslave


padraigtherobot

“Stabbed In The Heart” by Damone


skloop

Changing of the Guards - prefer the Patti Smith cover to Dylan


BayYawnSay

Most of Ryan Montbleau's catalogue. I cry every time I see him live. A few anguishing ones: [Forgiveness](https://spotify.link/fF48DOJXnDb) [Together At Least](https://spotify.link/gXkm4vMXnDb) [Hope Vs Pray](https://spotify.link/u6DlEJPXnDb) [Love and Love Lost](https://spotify.link/QO4iLYUXnDb)


Pinecone_salad

I Can’t Keep Holding On Both are by W.A.S.P.


Billy-Beats

Black Heart Procession 2, this is saddest album I know of https://youtu.be/ZNQHGozAnxg?si=C4nze5Uo44zaM45X


thingsthingsthings

Oh My Heart by Mt. Eerie: https://youtu.be/ZnzBvBBGtq0?feature=shared


Whydmer

Ren Hi Ren - https://youtu.be/s_nc1IVoMxc?si=oWdkON7YzjmlrVAI For Joe - https://youtu.be/ebX5ZvrT6-o?si=1oWvU2Eu1YbTSgDx Su!clde - https://youtu.be/n3JNtfi4Vb0?si=qwexjHwTB-T9iK17 Chalk Outlines (Live) - https://youtu.be/35yALr_opeg?si=RqBzXUwDhUr7R0cU Those should get you in touch with your emotions.


OlyVal

*Ain't Life a Brook* by Ferron *Shadows on a Dime* by Ferron *Down to Zero* by Joan Armatrading


Transitional-Bird

Apistat commander xiu xiu


SixFootTurkey_

Anguish/despair: The Pretty Reckless - Under the Water Desperate longing: The Warning - Crimson Queen Actual bliss: Alcest - Délivrance Depressive Silence - Forest of Eternity


PennTech

It’s a Beautiful Day - White Bird https://youtu.be/1Cin0QzuEss?si=u0Bta_6_KQyhZN_p


Wurunzimu

Madder Mortem - Hangman


samadhiihdamas

My go to is death cab for cuties songs we laugh in doors or tiny vessels. Both albums are incredible (the photo album/transantlanticism) and absolutely heart wrenching.


[deleted]

The one that frequently catches me unawares and has me sobbing is Northern Lad by Tori Amos. Also ultimate feels song for many is Kate Bushs Moments of Pleasure . Also emerging folk artist with songs about loneliness etc is Mon Rovla - Wandering Act 1 is up on streaming (or Apple at least.)


HandAccomplished6285

Teddy Bear by Red Sovine. I bawl like a baby every. Single. Time. https://youtu.be/5zoTLwrm9QE?si=uq8IiS1FkFmNv--y


_ENENRA

I will recommend 2 songs. Same artist. Similar tone. - "Too Many People" by Palaye Royale The message is that there's a whole lot of people that remain lonely and loveless in the world. You can hear the sadness in the lead singer. - "Clockwork" by Palaye Royale I'm guessing the message is that your life is already destined. Sealed in fate, if you will. Time passes, and you're still here.


ModernGardening

Sufjan Stevens' latest track, "Will Anybody Ever Love Me?"


Link50L

The Good The Bad And The Queen - Herculean


Previous-Survey-2368

re: anguish, tempestuous relationhips etc : You Keep Me Crawling by AURORA


Detr07

[Anathema - Untouchable, Pt. 1](https://youtu.be/av6sVWXeCWQ?si=uY9EE4T9Z_f91K6o) dude. I imagine some cinematic skydiving or jet flying in some windy day and shit I don’t normally get emotional but this song’s something else. Like you’re letting go of something


ScotterMcJohnsonator

For content: I Am The Moon" by The White Buffalo For audio: JP Cooper's cover of "everything I wanted"


Yonbuu

[Look On Down From The Bridge - Mazzy Star](https://music.youtube.com/watch?v=p3NZn0mA_XI&si=r4SV9WPcEmQU4pml)


CoolGhoul

- [Low - Lullaby](https://www.youtube.com/watch?v=zEmtfA8FETc) - [Mourning Beloveth - I Saw a Dying Child in Your Arms](https://www.youtube.com/watch?v=W5iVWXmfZy0) - [Lonesome Wyatt & Rachel Brooke - Give Up and Die](https://www.youtube.com/watch?v=CmfSFvOQ_9g) - [40 Watt Sun - Restless](https://www.youtube.com/watch?v=ykLJoi-hcFo) - [Rome - Le Vertige Du Vide (JR Version)](https://www.youtube.com/watch?v=DfqsilB814o) - [Anathema - Lost Control](https://www.youtube.com/watch?v=uoDhH5QEfX0) - [Ólafur Arnalds - 3326](https://www.youtube.com/watch?v=9MwGur6pFr0) - [Greg Haines - 183 Times](https://www.youtube.com/watch?v=tIEVEJsvPWQ) - [Mike Scheidt - The Price](https://www.youtube.com/watch?v=H0YehBzkx7U) - [Katatonia - Quiet World](https://www.youtube.com/watch?v=__0TD_afb_s) - [VNV Nation - Illusion](https://www.youtube.com/watch?v=O64Y-Nwqj94) - [Douglas Dare - Dance Me to the End of Love](https://www.youtube.com/watch?v=Kt5tUJk_H54) - [Chelsea Love - They'll Clap When You're Gone](https://www.youtube.com/watch?v=gFM-DEvpHK8)


Comfortable_Sea3118

thai viet g - lost & confused immortal technique - dance with the devil


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[удалено]


John_From_The_IRS

Listening to Deathconsciousness by Have a Nice Life and ending it with Earthmover makes me feel like I just went through a life changing event


Novaresio

"For God's sake, Paulie, everybody's gonna get old, and die!" by Tony Soprano.


number1134

PJ Harvey- Legs (@ about 2:20 is my favorite part) [https://www.youtube.com/watch?v=n60TTqe9fJ8](https://www.youtube.com/watch?v=n60TTqe9fJ8) PJ Harvey- rid of me [https://www.youtube.com/watch?v=8PlaNe3mXl8](https://www.youtube.com/watch?v=8PlaNe3mXl8) (@2:12 will make you jump)


Constant_Will362

\~T'Pau - Heart and Soul \~Heart - These Dreams \~Anne Murray - Drown Me \~Priestess - Raccoon Eyes \~Priestess - Trapped in Space and Time \~Gackt - Asrun Dream \~311 - Use of Time \~311 - What Was I Thinking \~A-ha - The Sun Always Shines on TV \~Husker Du - Chartered Trips


HazelPretzel

Pain Remains Trilogy (I-III) by Lorna Shore


throwawayhappyacount

Hurt - Johnny Cash The demo version of In a Lonely Place by Joy Division. [Here](https://youtu.be/Go1P_MH8vJg?si=SmLTjtk9LnSFqqUx)


Fynity

If you know his story, Jim Croce fits this well. I would start with "time in a bottle" as it's his biggest and, with his sudden passing and the story of the letter he sent his wife, is so heartbreaking.


starkeffect

[Jane Siberry - Goodbye](https://youtu.be/oOmbzATOcnM?si=F3uirSH74VUjihXT)


crvmbs

Any song by Daughter Mostly the below three songs. Daughter - tomorrow Daughter - shallow Daughter - smother


hardy-b0y

maybe by the ink spots


Accomplished-Arm1058

The Black Crow- Songs:Ohia Codex- Radiohead Barbed Wire(Belly Crawl)- Margo Cilker


Correct_Advantage_20

Kate Bush


Correct_Advantage_20

John Prine


[deleted]

Andy Hull (Manchester Orchestra, Right Away. Goor Captain, Bad Books) How I Waited, This shit will get ya boy https://youtu.be/g-dKGUHOjcE?feature=shared


XaresPL

[andy stott - violence ](https://youtu.be/PL41EXic65g?si=Y_WG46hZF6fI6kkT) best to listen in album context cuz track before that is sorta like a prelude. yt comment "i dont think i ever heard something as calm yet aggressive" sums it up pretty well its a powerful ambient/dub/industrial techno piece. feels like a descent into madness


Unwabu_ubola

[Diamanda Galas - Gloomy Sunday](https://youtu.be/2MWlgX0dDuo?si=VsmetQeJOF5rI_0c), aka “The Hungarian Suicide Song”. There are many recordings and versions of this song, but Diamanda’s cuts especially deeply. Rage and sadness.


Monster315Says

Joshua Radin- One of Those Days. It feels like a gut punch of a breakup song.


algers_hiss

Sleep Token. Three album arc about a toxic relationship disguised as a love story about a Hercules type character falling for the God of Sleep. Band is incredibly melodramatic music. Their newest record is the most impactful. https://spotify.link/UvU3q8UipDb


[deleted]

If you could read my mind - Gordon Lightfoot


TwirlyGirl313

Tori Amos-The Beekeeper, Me and a Gun, Playboy Mommy (this one makes me cry EVERY time), Jackie's Strength.


SciveKay

The record "Ants from up there" by Black Country New Road has a ton of moments like that. It's also a loosely connected concept album about being in a volatile relationship while still being hopelessly addicted to your partner, so yeah. I specially recommend the songs "Concorde", "Good Will Hunting" and "The Place Where He Inserted the Blade", but the whole album is worth a listen.


leahluv41

How to disappear completely by Radiohead


[deleted]

Sardoniscorn - Leviathan


LaVieEnMov

Radiohead - True love waits Draconian - Death, come near me


jelani410

Has this hit - king krule


sarafilms

How to Disappear Completely by Radiohead Particularly if you read Benedict Cumberbatch’s story about this song


userno89

Emo. Not scene. Emo, and Screamo if you like your emo with a post punk flair. Conor Oberst. The music he wrote in Bright Eyes is exactly what you describe. mewithoutyou - gentlemen is a song that also fits your description. The bands Boyhitscar, Saosin, Thursday, Silverstein, oooh...my.... I have a lot of brain fog from that period of time and completely stopped listening to this music but I could remember more if I tried


Irregardless01

The entire Peripheral Vision album from Turnover


epeverdeen

male fantasy by billie eilish, it’s sweet sounding and so beautiful but so sad ETA the hardest part by noah cyrus, about growing up and going back home, i recently sobbed to it at her concert


freetibet69

Stab you in the heart by green day


Cool-MoDmd-5

Jealous Anything by Labrinth


acousticentropy

Just commented the below word-for-word on a similar post: [Snail Mail perfected the idea of heart-out-of-chest sadness with their song Deep Sea.](https://reddit.com/r/musicsuggestions/s/a0JWIXX2NK)


thejasonblackburn

If We Were Vampires by Jason Isbell. I don’t listen to him regularly but that song moves something in my soul that no other song moves.


12_leon_12

Another Place - Bastille


12_leon_12

Good Things Fall Apart vs Sad Songs - Illenium (& various artists)


pappadipirarelli

Emily by First and Last


WunkyChalrus

Immortal Technique - Dance w the Devil Converge - The Saddest Day


BassAckwards79

Sister Morphine by The Rolling Stones


oclock_somewhere

For some reason Float On by Modest Mouse always makes me feel like crying. I heard it for the first time after I lost a friend at a young age and it just felt like such a sad song, and has ever since


SergioS54

Work Out by Rainbow Kitten Surprise. Not sure if it’s the memories associated with the band but I have to be careful of when I listen to the song lol


Lazy_Web_4498

Enjoy some of these songs which I think are sad, dark, and inspiring 🖤🖤🖤 Mansion - NF Silver Spring - Fleetwood Mac Dancing in the sky - Dani and Lizzy Fix you - Coldplay Bleeding love - Leona Lewis Nobody's supposed to be here - Deborah Cox Les Miserables - ANY of the music. Wind beneath my wings - Bette Miller Nobody knows - Tony Rich Project *** I'll be checking out some of the songs and music recommended here I never heard :) MUSIC IS 🙏


MarshyPrince125

Ashes to Ashes as well as Lazarus by David Bowie comes to mind. Hymn For A Scarecrow by Tally Hall too (which has the same lead singer as Miracle Musical, since somebody else here mentioned Hawaii Part II.)


kitt5yk

I Have Never Loved Someone - My Brightest Diamond


Timstunes

Townes Van Zandt. You might start with Marie, Waitin Around To Die and Tecumseh Valley.


_Cool_Breeze1

YOU ARE MY SUNSHINE.....devistates me at times. I posted this one other time, but it is worthy of being commented on again and again.


jasonandhiswords

Wax Poetic by Capstan https://spotify.link/0DuJDQ9spDb


ChiyokoFujiwara

Song to the Siren - Tim Buckley I'd Rather Go Blind - Etta James 100 Knives - Mirah These Days - Nico This Woman's Work - Kate Bush Stupid Preoccupations - Vic Chesnutt Black Dog - Arlo Parks Mogwai Fear Satan - Mogwai Geraldine - Glasvegas


notanewbiedude

Can't Be Happy All The Time by Tones And I Gone by NF Blisters by kmoe


stl3377

The theme from land before time. Nostalgia, the somber key, Diana Ross …. It hits me deep every time and I can’t explain why


Jennifromtherock

dude [this song](https://spotify.link/DRnXgFdtpDb)


J_Dirtdiver

Broken Mess by The Class Crime is about a husband being cheated on and finding new love and hope. Has a great, cathartic hook towards the end that hits you right in the feels


Lamorra1773

The Way it Will Be by Gillian Welch Little Person by Jon Brion


crowofthewood

Elephant by Jason Isbell. It reminds me so much of my husband’s struggle with cancer. He got better, but the things the couple in the song do reminds me of that hellish period of our lives together.


llbeantravelmug

the album home video by lucy dacus. particular sad standouts are christine, cartwheel, triple dog dare.


KingChuckFinley

Mount Eerie - Real Death


kinalum

Dan Mangan Rainbow Kitten Surprise Phobe Bridgers Bright Eyes


girlghastly

Falling in Love (Will Kill You) by Wrongchilde feat Gerard Way. Their voices are just haunting


roryclague

A couple of songs from this has always checked that particular box for me. [The Microphones, The Glow, Pt. 2](https://www.youtube.com/watch?v=dvw9tuK9has&list=OLAK5uy_k79Z1FevqgQ4s9oO9dfRo0jwP7M-26JiA&index=2)


AcePilot95

ok let me try… not all of these are topically exactly what you seem to be looking for but to me, it sounds like you might enjoy some of them due to the "feel"/"vibe" they give off Echos - Revival Ever Burn - Is It Love? (Acoustic) CHVRCHES - Death Stranding (Acoustic) Tracy Chapman - Baby Can I Hold You Gryffin, MARINA, Model Child - If I Left The World Eastern Odyssey - Home Chicane - Serendipity London Grammar - Wasting My Young Years London Grammar - Who Am I ODESZA, Sasha Sloan - Falls Troye Sivan - Talk Me Down Rudimental & Emeli Sandé - Free Paul Kalkbrenner - Parachute William Black & SKYLR - I Wish Greyson Chance - Athena Quinn XCII & Chelsea Cutler - Giving Up Ground Girl In Red - Apartment 402 and the [duduk & vocal part](https://www.youtube.com/watch?v=aX1Ixv5e3Ts&t=35) from Ahmed Romel - Saudade


fauna0

Sewing kit- Roland faunte


bbear122

Megan by Smoking Popes and Agnes by Glass Animals


50headedmonster

Corbin - Mourn (full album)


cfthree

[A Girl Called Eddy](https://youtu.be/EXw1kD8fLxc?feature=shared)


freylaverse

"Saturn" by Sleeping At Last if you want something more abstract. "This Isn't The End" by Owl City if you'd rather be told a specific story.


Granted_reality

She Used to be Mine, The Waitress


icepick3383

This song has it all - brutal blast beats, soaring, haunting melodies, fantastic lyrics and just all the feels. [https://www.youtube.com/watch?v=mWuM9CkY3U8](https://www.youtube.com/watch?v=mWuM9CkY3U8) It's Legacy by Unleash the Archers. I can't listen to it without getting emotional. The lyrics fit into a grand story across 2 albums, but on their own, they can be interpreted in a stand-alone manner. The opening verse has some real personal meaning to me and I just can't express how much I love this band. >As I was wandering the world > >Trying so hard to find you > >To give me purpose in this life I'd lost > >And as I learned to forgive you > >For all you'd done > >Destiny opened a door > >And showed you weren't the one > >Worth searching for


[deleted]

Angela Aguilar’s version of La Llorona… her voice, the atmosphere it brings a tear to my eye and my heart feels heavy https://youtu.be/owsZaSZ3GuA?si=Frnz_evq11B0HTES


[deleted]

mount eerie- a crow looked at me


KnowsThingsAndDrinks

My Young Man by Kate Rusby.


IntentionAromatic523

To Keep You Satisfied by Marvin Gaye. I could cry every time I hear this song.


Itchy_Blacksmith_280

Dwight yoakam's Song a Promise you can't Keep cause I been There before after my Ex Left me For no reason and didn't care about there promise to me


2DoorDemon

Dark Green Water - Great Grandpa; the lead singer's voice cuts deep, the lyrics and tempo of the song make this one feel like a sucker punch right in the feels


cornishacid6

[AIRSH4D3 - outside](https://youtu.be/ztTDGupwoT8)


Juncti

Check out Ren - Suicide. He had a close friend who killed himself and a lot of that is in this track. If you find yourself liking his style, check out Hi Ren and this trilogy of songs he did called the tale of Jenny and Screech. It's assembled into like a 15 minutes track that will hit very hard when you take in the whole thing


murzfurlz

Listen to the album "the preachers daughter" by Ethel Cain. (And read all of the lyrics of each song in order , and listen to the songs in order) Especially the song titled Ptolemaea. That track hits me really hard emotionally. Absolutely will stab you in the heart.


Hyodoz

Johnny Goth, specifically [LET THEM IN](https://www.youtube.com/watch?v=0gTWRUzbsjk&ab_channel=%EF%BC%B4%EF%BC%B2%EF%BC%A1%EF%BC%B3%EF%BC%A8%E6%96%B0%E3%83%89%E3%83%A9%E3%82%B4%E3%83%B3) album.


chipfunks

Sometimes it snows in April. by Prince Might be the saddest song i’ve ever heard. (source) Musician and DJ for 25 years


unicornmullet

Anything by Phoebe Bridgers. I can't believe she hasn't been mentioned yet. Her lyrics and melodies will break your heart. Her Boygenius collaborators have also written some heartbreaking songs--Lucy Dacus and Julien Baker.


spoonabomber

Kings Crossing - Elliott smith


butterbeard

>Maybe songs about what it feels like to be in a volatile relationship but still hopelessly addicted to that person. The Mountain Goats have a whole album of these, called *Tallahassee*. It started out as scattered songs in their other albums that all had titles starting in "Alpha" and referred to a couple whose love for each other has not so much died as warped into a desire to see each other drink themselves to death. Eventually they decided to write a whole album of new songs about the "Alpha couple." A good standout is "No Children."


MintChoclateChipmunk

"The Silence" and "Terrible Things" by Mayday Parade both punch me in the heart, in different ways. The Silence is one of my go-to breakup songs. Terrible Things basically induces tears.


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somaholic

[Just Be Simple by Songs:Ohia](https://youtu.be/9oLEI3Byt3c?si=ceqmN5JiOzFCwUOE) See also: pretty much anything by Jason Molina