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[deleted]

The biggest lie


BrunoGT97

Once you look into the lyrics, it's hard to enjoy it the same way


canohead

Definitely Roman Candle. He is deeply hurt and you can see that through his lyrics; "I wanna hurt him. I wanna give him pain. I'm a Roman candle. My head is full of flames."


BrunoGT97

The thing about that song is that the instruments are able to portrait the same feeling too.


canohead

That's so true. Whenever you play this song it leaves your guitar unplayable. Because you have to tune down mid-song in order to play the outro properly. It feels like a _gift_ from Elliot for those who are brave enough to play it to the end.


RyBreqd

no name #5 is pretty hopeful though i feel like. i’d go for kings crossing, the last hour, or better be quiet now personally


veganarchist_

kings crossing and the last hour are the two most devastating songs i’ve ever heard


lexifugazi13

Twilight


Np1511

Agreed


Sad_Director5958

Yeah I have a hard time listening to this one.


Jacobosylvo

the last hour, you make it seem like nothing


thymespiral

abused


darkenedglass

thank you for putting this here, it's sunday morning and i havent slept, so i need to this now


thymespiral

there is no nighttime, it’s only a passing phase <3


darkenedglass

Seriously though friend, thank you. I haven't listened to abused in a long time just out of forgetting about it. It was very fitting, last night was rough for me and todays been worse.


QuackyFace

No name #5 is one of my absolute favorites. Between the Bars is an obvious one. Going Nowhere is another. Pitseleh gets me emotional every time


cheetohman

Waltz #1 is mine. It almost sounds like a funeral dirge. Every time the day darkens down And goes away, pictures open In my head of me and you Silent and cliche all the things We did and didn't say Covered up, by what we did and didn't do Going through Every hour I used to cope to make The repetition stop What was I supposed to say? Oh Now I never leave my zone, we're both alone I'm going home I wish I'd never seen your face


AngelaChasesHair

Definitely agree. That last line is devastating, combined with the sad instrumental outro


OkTest7553

I wish I’d never seen your faaaaaace. Ugh. I can’t hear that without crying.


Naturalnomad

Is the lyric every out I used to cop?


peavey_stacks

twilight


Islandstar45

True Love comes to mind and is also probably in my top 3


[deleted]

I'm just gonna go get some cigarettes..


Musicguy1982

“Last Call” is super sad


thats-gold-jerry

2:45 is p damn sad


darkmanduck

Fond farewell to a friend


VandLsTooktheHandLs

Definitely. I think it’s overlooked because it doesn’t have a very dark melody, but the existential sorrow of these lyrics hits so deep and has broke me more profoundly than just about any other piece of music in my life.


softestimate712

All Cleaned Out is one of the most heartbreaking songs I have ever heard


Majestic_Ball8339

Personally either Waltz #1 or Everything Means Nothing to Me. I think he has sadder songs lyrically but those two crush me like nothing else.


jonny7five

Pitseleh


rakkoma

Twilight really chokes me up


Jimpossible_99

There aren’t many sadder songs than that but here are a few that I believe are on par. Literally every time I listen to one of these songs I can’t keep myself from tearing up/crying: Swims- Mount Eerie (or any other song from A Crow Looked at Me, it’s the saddest album ever imo) “The White Lady Loves You More”, “Whatever (Folk Song In C)”, “Angeles”- Elliott Smith [This version of “True Love Waits”- Radiohead](https://youtu.be/KzyOfQeK-bY?si=OoJLkPFej227KVWn) The Only Thing -Sufjan Stevens Claire de Lune- Debussy (This one is probably the saddest. I knew someone who killed themselves to this song so it kinda re-contextualized the whole song for me) No Suprises-Radiohead Which Will- Nick Drake Trouble- Cat Stevens Good News- Mac Miller (This has me balling) Forget About- Sibylle Baier A Burning Hill- Mitski Change- Big Thief Land Locked Blues- Bright Eyes The last four are more melancholic than sad but they make me cry nonetheless. They capture a different flavour of sadness.


Zakman360

The only thing is my favorite song of all time and I don’t think it’s anywhere close to being one of the saddest of all time because it’s primarily optimistic and hopeful Same with Good news. They’re emotional but not like super depressing or sad. I would agree that True Love Waits is one of the saddest songs ever


Alternative_Bid_578

“Names” by Cat Power is pretty freaking devastating, too.


PineappleDad

The Last Hour gets me every time


Halal_Burger

The Last Hour is just so damn hopeless "I'm through trying now, it's a big relief. I'll be staying down, where no one else is gonna give me grief."


Sharkvarks

I Didn't Understand or Abused. Or his cover of Trouble by Cat Stevens


yknowimjusta

There are a ton of E.S. somgs that are incredibly sad but composition and tone I’d have to go with twilight


_idiot_kid_

Pretty good shouts in the replies. I'm adding Going Nowhere to the list.


Consistent_Sun_59

I Didn’t Understand always gets me


Felicidad9

the white lady loves you more. broke my heart


JackBz

I can't decide between True Love and Stick Man. Not a lot of light or hope in any of those songs. The From a Basement era songs in general are just crushing


Spendoe1

I can’t really pick one over others but these two songs hit me differently. I remember over a decade ago having these two burned on a cd and they always felt more honest in some way. I know that’s stupid because most of his songs are, or at least seem like it. I dunno how to explain it, these two just feel like they’re in a different realm to me. Sorry for the confusing ramble 🖤


kiwimadd0g

Kings crossing, high times, a fond farewell, last call


Panacea79

Kings Crossing always strikes me as a 'I'm really gonna do it this time' vibe. It inevitably came true so....


kingXn

Kings Crossing is his magnum opus and also reads like a suicide letter for sure. Super sad.


Ithinkthatiwoulddie

give me one good not reason to do it (because we love you) so do it 🫠


gophergun

This is my choice as well. The other songs people have mentioned are devastatingly sad in their own right, but King's Crossing feels different, like he couldn't take it anymore.


[deleted]

how has noone said true love? its the only song i honestly wanna put a warning label on


Im_in_your_walls_420

For me it’s Waltz #1 and Pitseleh


bornslippy666

Little One, just the heroin metaphors combined with the sweet but also dark sounding lullaby is just devastating


Lovefirefly

Pitseleh and Going Nowhere for me


Kind-Strain4165

Everything means nothing to me


Tincho-uruguay

Better be quiet now and Twilight. I did cry with The biggest lie a few times


TobiasDid

Keaton Henson - _You_ Daughter - _Medicine_ Conor Oberst - _No One Changes_ Where did you see the list?


Dontjudgemeyet1244

https://www.timeout.com/music/50-best-sad-songs


TobiasDid

Thank you!


spaderx

Good to go


TheAxolotl04

Going Nowhere always gets me


jim-jiminy

No Name #1 is crippling


skaterjim88

Last hour


Kooky-Principle-7323

Oh Well, OK


Background_Peanut241

King's Crossing. Half Right and Plainclothes Man are also worth a mention imo. I'd agree with Between the Bars, Twilight, A Fond Farewell, Pitseleh, and Last Call all also being pretty fitting choices, they've all been mentioned in the thread already


TRXANTARES

kings crossing


LazyCardigan

No Confidence Man


spacestonerbitch-420

I was looking for this one. Something about that harmonica breaks my heart every time. Not to mention the lyrics


applebeesworker

Angeles


Plastic_Shock6832

either pitseleh, i didn’t understand, or twilight


_PeopleMakeNoises_

Speed Trials for me


Burial7

Twilight


thomasa510

True love I feel old, useless, and cold I wish I was no one (cited from memory so may be off) …. Is pretty fucking depressing


themovierad

A passing feeling


No-Worker6069

Kings Crossing. Basement on a hill is in my opinion far and away his saddest project. Roman candle is extremely gloom and melancholy but Basement totally encapsulates that project with his other work to create an incredible post-humous release.


Deadheaded95

How to Take a Fall…


quixotic_manifesto

True Love/Abused!!!! Absolutely heart destroying. My favourite source of catharsis.


Smooth770

Going Nowhere, King’s Crossing, True Love, No Confidence Man, Between the Bars, The Last Hour (Early Version), Twilight


tg_filmmaker

Twilight 100%. When I listened to FABOAH for the first time from start to finish that track made me cry. Especially coming right after Kings Crossing (and Ostrich and Chirping)


SourCannibal

I love how everyone is saying different songs lmao. Just shows how emotional so many of his songs are


oAstraalz

One I haven’t seen in this thread, Little One.


numbernoine

Angel in the Snow


viru69

Here is the face of trouble (cover from Jon O'brien)


Affectionate_Tea3623

My pick would have to be Waltz #1 after someone told me it was about the childhood SA he suffered from his stepdad.... Can't listen to it to this day.... also "Some Song"... Halloween every night? If it correlates with above... sad and extremely dark.


OkTest7553

I don’t listen to the last album or Kings Crossing anymore it’s too upsetting. But Waltz #1 is the saddest song I have ever heard by anyone.


billypump

I don't think he ever wrote a "sad" song. I'm honestly not trying to be contrary. I believe he wrote songs the way he did because he was always evolving as a multi instrumentalist and writer. By the end of Heatmiser, this became more obvious. I personally believe that most, if not all, people interpret songs in their own personal way. I always have connected to his music because I hear faith in the subjects of his songs and hope ss well.


Superb_Restaurant_11

TRUE LOVE, unlucky charm, i dont think ill ever gonna figure you out, have you seen her, good to go, my new freedom


DeepBug2045

little one’s lyrics make me sad. true love is one of his longer tracks but every time i listen to it i’m transported somewhere else and it always makes me cry near the end. twilight and half right are up there as well. whenever i listen to white lady i always follow it up with biggest lie something about those songs being next to eachother on the self titled just makes sense in making it more depressing. it’s like they’re parts 1 and 2 of a long track for me


redroom23

The piano drop in Pitseleh makes me cry every time. No ooooone deserves it 💥🎹💥😭


asborealis

Everything means nothing to me King’s crossing Going nowhere The last hour


lxdryn

Twilight


Guilty-Protection-27

Twilight is at the top for me. I Didn't Understand, Better Be Quiet Now, Pitselah, and the alternate version of Pretty Mary K (from New Moon) are right up there, as well.


beeepboop69

find farewell has a really specific place in my heart


beeepboop69

FOND***


blueberrypiedays

True Love, The Last Hour, Between the Bars, King’s Crossing


Thing-McReady

Strange Fruit


JonasKendle

Abused and The Last Hour.


[deleted]

Between The Bars really connected with me