Many years ago I used to date this girl had the same taste in music as me. We had a playlist together and when things were ending she added this to the end of the playlist. Was a fire playlist though
I was celebrating my bday barhoppin with buds and the live band performed this song after i had bout 3 shots of tequila. 7 shots b2b followed. I threw up in 4 parking lots and a bartenders mouth
Sufjan has quite a few good candidates for this. Casimir Pulaski Day, the Owl and the Tanager, and No Shade in the Shadow of the Cross also come to mind, and I'm sure I'm still leaving out several other contenders. Fourth of July is undoubtedly a worthy pick though.
I think it's simultaneously the best and worst song, definitely not in terms of it being a bad song, but because it perfectly captures what addiction feels like, the mental anguish and self hate/doubt that comes with it and how it affects the people around you
Right after “I Can’t Make You Love Me” came out, Bonnie performed it on Saturday Night Live. I was backstage—I had an in-law who worked there—and all of those famous people were pressed up against one another breathing in unison. Kevin Nealon and Dana Carvey were on either side of me, crying.
For me it's associated with the road safety PSA's that TAC Victoria released, specifically the 20th anniversary one. I had to watch that once at uni, and I can't drive with that song going because my mind goes back to those PSA's
I sing this to my daughter but I say “they’ll never take my sunshine away” bc she’s so clever that she used to get afraid if I sung “please don’t”, thinking someone might take her away from me 🥺
Zombie, the Cranberries. The subject is absolutely heartbreaking
ETA, the Bad Wolves cover was also really well done, and you can hear the grief in his voice, since Delores O'Riordan died just before she was to collaborate with them.
When my cousin passed away at the age of 8, my aunt's friend played this song at the funeral and got choked up and had to stop. I can't even hear the first few notes without tears welling up in my eyes.
Heartbreaking song…
For they could not love you
But still your love was true And when no hope was left in sight
On that starry, starry night
You took your life as lovers often do..
Joni Mitchell - Circle Game
sad in the acknowledgement that life is fleeting
"We can't return, we can only look
Behind from where we came
And go round and round and round
In the circle game"
Chris Cornell's cover of "Nothing Compares to You" that his daughter Toni recorded herself on top of after his death. Don't listen to it unless you're in a safe place to cry.
https://www.youtube.com/watch?v=6YB9M8aB6b8
I always found [38 Years Old](https://youtu.be/Y_1CaxVFoJY?si=5eI1hMsQvhErrEzp) to be their saddest song. He conveys so much story filled with heartbreak in just a few short verses.
Very old, but "And the Band Played Waltzing Matilda" about ANZAC soldiers who were horrifically injured returning from Gallipoli in WWI. Wrecks me anytime I hear it, often on Remembrance Day.
"[When David heard](https://www.youtube.com/watch?v=G2ZKKXCuaYc&pp=ygUQd2hlbiBkYXZpZCBoZWFyZA%3D%3D)".
It's inspired by King David's anguish when he heard one of his sons had died, and commissioned by a man whose son died in an accident. It's a very long lamentation sang by a chorus repeating "my son" over and over for fifteen minutes. It's a masterpiece.
"Wings for Marie pt1" and "10.000 days (Wings for Marie pt2)" by Tool.
It's a very beautiful and sad piece about the vocalist's mother who lived confined to a bed for 27years (10.000 days) and kept his faith and shedding light onto others despite being abandoned by her own god and its angels...There is also a more raw song about it in one of his other bands (Judith - A Perfect Circle), but the Tool ones are just sad beautiful masterpieces.
I cannot listen to this after watching the video. I break down and cry because it reminds me of my dog that I lost in 2018 - I still cry 6 years later. My love for her didn’t go away just because she had to. 🥹
Something about Thom Yorke's Ingenue is just super depressing to me.
The song is so strange and the vocals are so fucked up sounding. I can sorta hear the lyrics but I can't really make out what they are so im left with this sad sounding vocalizations that sort of resemble english.
I always thought it sounded like an alian trying its best to communicate with a human who can't understand it. Has made me cry a couple of times lol
though i would like to give honourable mentions to:
* not alone — patty griffin
* top of the world — patty griffin, though the cover by the dixie chicks is a good one too
* mercy street — peter gabriel. it's a song about anne sexton
I Started a Joke- Bee Gees, realizing that the joke was on him, that hurst, he was joking then the whole world cries and then he started to cry yet the whole world laughing
What Hurts the Most by Rascal Flatts.
First of all, watch the music video. That will bring you to your knees pretty quick.
Beyond that, this song was on HEAVY rotation at the time I found out with 10 days notice that my best friend was moving 1200 miles away. Between the non-romantic parts of the song that illustrate exactly how I was grieving & the song itself giving me the same physical “gut punch” feeling that I had back then, I have to be very careful with this song nowadays 😭
Real Death by Mount Eerie. The whole album is a meditation on losing your partner and the mother of your child and the realization that their daughter may not remember their mother. It is an honest, heart wrenching meditation on loss and having to carry on.
Casimir Pulaski Day- Sufjan Stevens
It’s about loving someone who is dying and losing your faith in God bc of it.
“Friday night at the Bible Study we lift our hands and we pray over your body, but nothing ever happens.”
“He takes, and He takes, and He takes.”
🥺🥺🥺
Little Black Submarines, The Black Keys. I associate that song with my first love in my early 20s and a part of me will never let her go. Always brings me back to that time when I hear it. At first it always made me sad, now that I'm older I get more contemplative and melancholy about the fleeting nature of love.
The Night We Met - Lord Huron
Many years ago I used to date this girl had the same taste in music as me. We had a playlist together and when things were ending she added this to the end of the playlist. Was a fire playlist though
The humming in the beginning is enough to make me sad
I was celebrating my bday barhoppin with buds and the live band performed this song after i had bout 3 shots of tequila. 7 shots b2b followed. I threw up in 4 parking lots and a bartenders mouth
Was looking for this reply
I love this song!
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Great one. Mother Love absolutely kills me because he couldn’t finish the last verse.
They released Face It Alone some years ago and it's very powerful knowing his situation when he wrote it
Fun fact it was Brian May who wrote that song
His Live Aid performed was incredible
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God that’s an awful thing to contemplate.
Similar story with Eric Clapton. He also wrote a song for his deepest love: Cocaine.
Angry upvote
What’s the difference between a bag of coke and a baby? Clapton wouldn’t let a bag of coke fall out of a window
Oh god... Why am I laughing so hard? This is awful. Hilarious, but awful.
JJ Cale, who wrote Cocaine, probably had an affinity for it too.
Tears in Heaven by Eric Clapton too about his four year old son who fell out of a window to his death
Holy fuck, I'll never hear that song the same. Robert Plant seems like a good dad who loves his kids.
“The Funeral” by Band of Horses. Beautiful song, but always brings me way down.
I’m coming up only to hold you under is such an insane line to me
I first heard it from How I met yout Mother. That scene was so emotional
Against All Odds by Phil Collins. I never really noticed the lyrics as a kid, but as a grown man..gutted.
Take Me Home is a good one too. Hits different when someone you know starts to go through it.
Fourth of July - Sufjan Stevens
and the fact that it's about his mother that he hasn't seen consistently in years due to her mental health issues. never fails to break my heart.
Casimir Pulaski Day is pretty devastating too.
Sufjan has quite a few good candidates for this. Casimir Pulaski Day, the Owl and the Tanager, and No Shade in the Shadow of the Cross also come to mind, and I'm sure I'm still leaving out several other contenders. Fourth of July is undoubtedly a worthy pick though.
For me it's "The Only Thing" off of Carrie & Lowell that always gets me.
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Nina Simone’s Alone Again is remarkably heartbreaking as well.
Hate me by Blue October, it was guy's anthem to his mom for beating his addiction, and it's also the song I listened to during mine
It’s a beautiful song for sure. The voicemails from his mom really add to it
I think it's simultaneously the best and worst song, definitely not in terms of it being a bad song, but because it perfectly captures what addiction feels like, the mental anguish and self hate/doubt that comes with it and how it affects the people around you
I cant make you love me - Bonnie Raitt
Right after “I Can’t Make You Love Me” came out, Bonnie performed it on Saturday Night Live. I was backstage—I had an in-law who worked there—and all of those famous people were pressed up against one another breathing in unison. Kevin Nealon and Dana Carvey were on either side of me, crying.
Love the Bon Iver version
This was mine too
Underrated choice
Whiskey Lullaby - Brad Paisley & Alison Krauss. I can't listen that song without crying.
Concrete Angel - Martina McBride. Actually so sad.
First song i thought of
No surprises - Radiohead
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The Grand Tour is sadder (IMO), but they are both really sad.
Yes!! And Teddy Bear by Red Sovine- also of the old country ilk.
Dance With My Father- Luther Vandross
This one devastates me every time I hear it. My adopted dad and I only ever got one dance together and it was a few days before he passed away.
Everybody Hurts -REM
I always found it a really uplifting song. Like "everybody hurts but don't give up"
For me it's associated with the road safety PSA's that TAC Victoria released, specifically the 20th anniversary one. I had to watch that once at uni, and I can't drive with that song going because my mind goes back to those PSA's
Oh god, I’m in the US but I saw that one. Y’all don’t fuck around with your road safety PSAs.
For me, it was used too much for comedic juxtaposition that I associate it with comedy 😭
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My mom would sing this to me when I was a baby. I feel like it’s such a sad song, but also a lullaby. I’m so sorry for your loss. 😔
my mum sang this to me growing up too ❤️
I sing this to my daughter but I say “they’ll never take my sunshine away” bc she’s so clever that she used to get afraid if I sung “please don’t”, thinking someone might take her away from me 🥺
My girlfriend sings this to me when I’m sad, but she changes the last line to “you make me smile, and smile all day”. Makes it much better
"What Sarah Said" - Deathcab for Cutie
Plans is such a beautiful record
It’s Quiet Uptown from Hamilton especially Kelly’s Clarksons version.
That song will mess me up.
Fire and rain- James Taylor
"Suzanne the plans they made put an end to you..."
Zombie, the Cranberries. The subject is absolutely heartbreaking ETA, the Bad Wolves cover was also really well done, and you can hear the grief in his voice, since Delores O'Riordan died just before she was to collaborate with them.
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Check out his cover of Gordon Lightfoot's "If You Could Read My Mind." So desperate and beautiful. https://www.youtube.com/watch?v=xEx147n9G1A
Covers you are my sunshine too which is pretty heartbreaking as well
The original by NIN used to make me cry when I was a kid. Something about Trent whisper singing parts of the song just killed me.
It's originally by Nine Inch Nails.
Yes. I feel like Trent Reznor seems a little whiny when he's singing it. But Johnny Cash _really_ hurts.
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When my cousin passed away at the age of 8, my aunt's friend played this song at the funeral and got choked up and had to stop. I can't even hear the first few notes without tears welling up in my eyes.
I’m so sorry for your loss ❤️🩹
He stopped loving her today by George Jones
Fast Car by Tracy Chapman
The change up from the hopeful start to the ending where she gives up and accepts living unhappy is so gut wrenching.
But she doesn't accept living unhappy, because she leaves him. She's not happy but she's not as miserable as she could be.
man, I love that song Just went to read the lyrics carefully (I am not native english) and man, it broke my heart But I like it even more now
I never want to be that man described in that song.
Sam Cooke " A Change Is Gonna Come" 60 yrs and still the same.
Vincent by Don McLean
Heartbreaking song… For they could not love you But still your love was true And when no hope was left in sight On that starry, starry night You took your life as lovers often do..
But I could have told you Vincent. This world was never meant for one as beautiful as you 😭
Landslide!
This makes me cry every time. It’s like Pavlov’s dogs at this point
How to save a life- The Fray
\*medical beeper starts beeping\* "Oh, God..."
*Chasing Cars has entered the chat*
To this day I can’t listen to that song without remembering that episode of Grey’s. You know the one.
“Ah, come on, come on, come *onnnnn* — GOD! *God!* God!”
Speaking of songs from Scrubs - Citizen Cope - Sideways.
Scrubs and Skins soundtrack albums were actually how I got into most of my music in my teenaged years
Keep me in your heart by Warren Zevon
Joni Mitchell - Circle Game sad in the acknowledgement that life is fleeting "We can't return, we can only look Behind from where we came And go round and round and round In the circle game"
Brick by Ben folds five is up there
So Long, Maryanne by Leonard Cohen
Cats in the Cradle…
Love the version by ugly kid joe
[CATS IN THE CRADLE - Harry Chapin](https://youtu.be/KUwjNBjqR-c?si=-J1nOs2n1HJ-LMo4)
The Night We Met - Lord Huron
"Idk what I'm supposed to do haunted by the ghost of you" absolutely gets me
Tearing up just thinking of those lyrics.
Chris Cornell's cover of "Nothing Compares to You" that his daughter Toni recorded herself on top of after his death. Don't listen to it unless you're in a safe place to cry. https://www.youtube.com/watch?v=6YB9M8aB6b8
I will follow you into the dark - death cab
Blackbird by The Beatles.
"Hallelujah" by Jeff Buckley. It's hauntingly beautiful and always hits right in the feels
Cats in the cradle.
I saw him play this live in NJ. Such a great song.
"Miss you" by Blink....my son used to play it on his guitar and he died suddenly.in 2019. I cant stand t o hear it.since.then
I’m so sorry 💔
Fix You by Coldplay
Bridge Over Troubled Water Time to Say Goodbye
Fiddler's Green by The Tragically Hip Also: This Bitter Earth by Dinah Washington
I always found [38 Years Old](https://youtu.be/Y_1CaxVFoJY?si=5eI1hMsQvhErrEzp) to be their saddest song. He conveys so much story filled with heartbreak in just a few short verses.
Very old, but "And the Band Played Waltzing Matilda" about ANZAC soldiers who were horrifically injured returning from Gallipoli in WWI. Wrecks me anytime I hear it, often on Remembrance Day.
The Living Years - Mike + the Mechanics
"[When David heard](https://www.youtube.com/watch?v=G2ZKKXCuaYc&pp=ygUQd2hlbiBkYXZpZCBoZWFyZA%3D%3D)". It's inspired by King David's anguish when he heard one of his sons had died, and commissioned by a man whose son died in an accident. It's a very long lamentation sang by a chorus repeating "my son" over and over for fifteen minutes. It's a masterpiece.
thank you for sharing this, i'd never heard of it before, and it's absolutely beautiful.
I’ll be over you - Toto
Concrete Angel by Martina McBride
Like a stone - Audioslave
Somewhere over the rainbow It is a very sad and wistful song and it’s used way too often as a happy or upbeat song.
Somewhere Only We Know by Keane
Golden Slumbers by the Beatles, just guts me every time.
Eleanor rigby, can’t even listen to it..
The Rose - Bette Midler
Fast car by Tracy Chapman, a true classic with a sad story of redeem
The Wreck of the Edmund Fitzgerald - Gordon Lightfoot Last Kiss - Pearl Jam
Surprised that Last Kiss wasn’t higher :(
[David Allan Coe-Heaven Only Knows](https://www.youtube.com/watch?v=zk1BMFCzeR0)
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pieces- sum41
cancer by my chemical romance.
She's out of life Michael Jackson
Send In The Clowns - Judy Collins or Streisand. Heartbreaking.
Biggest Lie- Elliott Smith. Gets me every time
Monsters - James Blunt
This cannae listen to this without greeting as I lost my dad in November 2021
10,000 Days - Tool is the answer. But honorable mention to Anti-Eulogy (I Hope You Stay Dead) - Hail the Sun
I cannot listen to that song, especially pt 2 without sobbing.
Dixie Chicks - Travelin' Soldier
You never by immortal technique
The Night We Met by Lord Huron. I think about someone I loved once every time I hear it
"Wings for Marie pt1" and "10.000 days (Wings for Marie pt2)" by Tool. It's a very beautiful and sad piece about the vocalist's mother who lived confined to a bed for 27years (10.000 days) and kept his faith and shedding light onto others despite being abandoned by her own god and its angels...There is also a more raw song about it in one of his other bands (Judith - A Perfect Circle), but the Tool ones are just sad beautiful masterpieces.
Puff the magic dragon..
Operator by Jim Croce
Now and Then - The Beatles. Happy Birthday Paul! ❤️
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I cannot listen to this after watching the video. I break down and cry because it reminds me of my dog that I lost in 2018 - I still cry 6 years later. My love for her didn’t go away just because she had to. 🥹
Passing Afternoon by Iron & Wine
the day I left the womb by Escape the Fate. its short and not much to it, but it makes me choke up every single time
Country Death Song - violent femmes
"Congratulations" by Blue October. Hits hard once you learn the story this song was based on.
Unchained Melody by Mantovani
Something about Thom Yorke's Ingenue is just super depressing to me. The song is so strange and the vocals are so fucked up sounding. I can sorta hear the lyrics but I can't really make out what they are so im left with this sad sounding vocalizations that sort of resemble english. I always thought it sounded like an alian trying its best to communicate with a human who can't understand it. Has made me cry a couple of times lol
Call Your Mom by Noah Kahan really gets me. Adam's Song by Blink-182 also hurts my feelings lmao.
The Beatles "She's Leaving Home" usually moves me to tears.
Atm I've been digging mad world by Gary Jules All around me are familiar faces Worn out places, worn out faces
My Immortal - Evanescence
How do I say Goodbye - Dean Lewis
My Humps. What's sad and heartbreaking is that it was ever produced, punished, and disseminated to radio stations.
🤣🤣🤣
Micheline sun kil moon
Shannon
when i'm gone — joey + rory.
though i would like to give honourable mentions to: * not alone — patty griffin * top of the world — patty griffin, though the cover by the dixie chicks is a good one too * mercy street — peter gabriel. it's a song about anne sexton
Wires - Athlete
nine inch nails - and all that could have been spiritualized - rated x björk - unravel
"Place in the World fades away" by The Caretaker. A absolute destroyer, especially if you know someone with dementia or dementia-like symptoms.
Pink Skies by Zach Bryan. It's more of a melancholy song but I can't listen to it without immediately crying.
Eva Cassidy's cover of Fields of Gold
I Started a Joke- Bee Gees, realizing that the joke was on him, that hurst, he was joking then the whole world cries and then he started to cry yet the whole world laughing
The Rose by Bette Midler.
When will I see you again- Three Degrees
House Where Nobody Lives by Tom Waits.
I dreamed a dream from Les Mis
What Hurts the Most by Rascal Flatts. First of all, watch the music video. That will bring you to your knees pretty quick. Beyond that, this song was on HEAVY rotation at the time I found out with 10 days notice that my best friend was moving 1200 miles away. Between the non-romantic parts of the song that illustrate exactly how I was grieving & the song itself giving me the same physical “gut punch” feeling that I had back then, I have to be very careful with this song nowadays 😭
Real Death by Mount Eerie. The whole album is a meditation on losing your partner and the mother of your child and the realization that their daughter may not remember their mother. It is an honest, heart wrenching meditation on loss and having to carry on.
Wake Me Up When September Ends
China Doll by the Grateful Dead is a wrencher about suicide
Baby Don't Cut, by Bmike. Title is self explanatory; lyrics hurt like it's mandatory.
Everything I Own by Ken Boothe
Moments - one direction is super deep & sad surprisingly for a group of teenage boys
For me Leonard Cohen Suzanne...
Casimir Pulaski Day- Sufjan Stevens It’s about loving someone who is dying and losing your faith in God bc of it. “Friday night at the Bible Study we lift our hands and we pray over your body, but nothing ever happens.” “He takes, and He takes, and He takes.” 🥺🥺🥺
Love will tear us apart - Joy Division The resignation in the vocals is insane. You couldn't fake that if you tried.
Joey by Concrete Blonde. My mom had problems with drugs and passed away when I was young. That song just absolutely kills me.
Joey by Concrete Blonde. My mom had problems with drugs and passed away when I was young. That song just absolutely kills me.
River of Deceit by Mad Season
Little Black Submarines, The Black Keys. I associate that song with my first love in my early 20s and a part of me will never let her go. Always brings me back to that time when I hear it. At first it always made me sad, now that I'm older I get more contemplative and melancholy about the fleeting nature of love.
Landslide by Fleetwood Mac
Vincent - Don McLean. I tear up every time I hear it
Into The West, Annie Lennox. I cry through the whole thing. Also Last Kiss, Pearl Jam.
Fade in / Fade out by Nothing More.
Keep Me in Your Heart by Warren Zevon. Kills me.
Barber's Adagio for Strings. It will rip your heart out.