The Saddest Song of All Time

A lyrical collage of heartbreaking songs from the 20th century that captures the essence of depression in music

This is the first in a series called “Mental Illness in Music,” in which I will explore human emotion and mental disorders through song lyrics. In this piece, I reveal “the saddest song of all time,” a lyrical representation of sadness, heartbreak, and depression.

Throughout history, humans have used music to portray emotions. The tempo, rhythm, melody, and harmony of a musical piece can all be used to create a certain emotional mood. However, this post focuses on lyrics, which can evoke powerful emotional responses. Lyrics can stir up strong emotions, form a bond between strangers, transport us to a different place, or they can trigger personal memories or associations.

The “saddest song of all time” is a compilation of lyrics from different songs, spanning the decades from 1950 to 2000. I removed slang and edited the lyrics to be in first-person tense, so that the song would be a personal reflection on pain, rather than a description of the pain of others. The result is a haunting and emotionally raw composition that captures the pain of heartbreak, loss, and loneliness, i.e., the saddest song of all time.

Trigger warning: This post contains references to suicide and may be triggering for some people. If you are feeling suicidal or thinking about harming yourself, please reach out for help. You can call the National Suicide Prevention Lifeline at 988. You can find additional resources for suicide prevention and recovery here on this site. You are not alone.


Mental Illness in Music Series (Part 1): The Saddest Song of All Time

Hello, darkness, my old friend
I’ve come to talk with you again

I have nothing here to sell you
Just some things that I will tell you
Some things I know will chill you to the bone

I can still feel the breeze that rustles through the trees
And misty memories of days gone by
But we could never see tomorrow…
No one told us about the sorrow  

The grass in the valley is starting to die
And out in the darkness the whippoorwills cry  

I can’t spell away this hurt
That’s dripping down my cheek

My pouring tears
Are running wild  

All I hear is the sound of rain falling on the ground
I sit and watch as tears go by  

It’s plain to see
The sun won’t shine today
But [I’m not] in the mood
For sunshine anyway  

Now the clouds have covered o’er
And the wind is blowing cold
I don’t need anybody
Because I learned to be alone. 



I can’t remember anything
Can’t tell if this is true or dream
Deep down inside I feel the scream
This terrible silence stops me  

Words like violence
Break the silence
Come crashing in…
Painful to me
Pierce right through me  

I’m not half the man I used to be
There’s a shadow hanging over me
Oh, yesterday came suddenly  

You remember the faces, the places, the names
You know it’s never over, it’s relentless as the rain  

In the town of broken dreams
The streets are filled with regret  

I’ve only sad stories to tell this town
My dreams have withered and died  

Now those memories come back to haunt me
They haunt me like a curse
Is a dream a lie if it [doesn’t] come true
Or is it something worse?  

I fall to pieces
Time only adds to the flame   

And goodnight to the street sweepers
The night watchmen flame keepers  

That hollow place where martyrs weep
And angels play with sin.



So, you think you can tell Heaven from Hell
Blue skies from pain?  

I don’t build up illusion till it makes me sick
[I’m not] afraid of confusion, no matter how thick  

Why does the sun go on shining?
Why does the sea rush to shore?  

And the sunlight shining through the crack in the window pane
Numbs my brain, oh Lord

Life is but a memory
Happened long ago
Theatre full of sadness
For a long forgotten show  

Time has a way of taking time
Loneliness is not only felt by fools
Alone, I call to ease the pain,  

“Hello emptiness, I feel like I could die”    

Emptiness
Is a place you’re in
With nothing to lose
But no more to win  

Emptiness is filling me to the point of agony
Growing darkness taking dawn
I was me, but now he’s gone  

No, I can’t forget tomorrow
When I think of all my sorrow  

I look inside myself and see my heart is black
I see my red door, I must have it painted black  

Accidentally like a martyr
The hurt gets worse and the heart gets harder. 



[I’ve] used up all [my] coupons except the one…
Written on [my] wrist
Along with several thousand dreams 

I’m sinking in the quicksand of my thought
And I [don’t have] the power anymore  

I’m so hard to handle
I’m selfish and I’m sad  

I’m beat, I’m torn
Shattered and tossed and worn  

I could live a little better with the myths and the lies
When the darkness broke in
I just broke down and cried  

I wear this crown of shit
Upon my liar’s chair
Full of broken thoughts
I cannot repair  

No one knows what it’s like
To be hated
To be fated to telling only lies  

And there’s a taste in my mouth
As desperation takes hold 

Above me a bird slowly crawls across the sky
Why is there nothing now to do but die? 

I tried and failed and I’m tired and weary
Everything I ever [did] was wrong
And I feel like going home  

I was shivering inside…
I was swallowing my pain  

I said, Mother I’m frightened
The thunder and the lightning
I’ll never come through this alone 


Oh Mother, I can feel the soil falling over my head

Ice frozen six feet deep
How long does it take?  

Now in darkness, world stops turning.


The Saddest Song of All Time Song List 

The Sound of Silence - Simon & Garfunkel (1964) | Songwriter(s): Paul Simon 
Hello, darkness, my old friend 
I've come to talk with you again     

The Grand Tour - George Jones (1975) | Songwriter(s): Norro Wilson, Carmol Taylor, & George Richey
I have nothing here to sell you 
Just some things that I will tell you 
Some things I know will chill you to the bone   

How Can You Mend a Broken Heart - Al Green (1972) | Songwriter(s): Barry & Robin Gibb
I can still feel the breeze that rustles through the trees 
And misty memories of days gone by 
But we could never see tomorrow… 
No one told us about the sorrow     

Alone and Forsaken - Hank Williams (1952) | Songwriter(s): Hank Williams
The grass in the valley is starting to die 
And out in the darkness the whippoorwills cry     

D.I.V.O.R.C.E. - Tammy Wynette (1968) | Songwriter(s): Bobby Braddock & Curly Putman
I can't spell away this hurt 
That's dripping down my cheek   

Drown in My Own Tears - Ray Charles (1957) | Songwriter(s): Henry Glover
My pouring tears 
Are running wild     

As Tears Go By - The Rolling Stones (1965) | Songwriter(s): Mick Jagger, Keith Richards, & Andrew Loog Oldham
All I hear is the sound of rain falling on the ground 
I sit and watch as tears go by     

Kathleen - Townes Van Zandt (1969) | Songwriter(s): Townes Van Zandt
It's plain to see 
The sun won't shine today 
But [I’m not] in the mood 
For sunshine anyway     

Anywhere I Lay My Head - Tom Waits (1985) | Songwriter(s): Tom Waits
Now the clouds have covered o'er 
And the wind is blowing cold 
I don't need anybody 
Because I learned to be alone.    

One - Metallica (1988) | Songwriter(s): James Hetfield & Lars Ulrich 
I can't remember anything 
Can't tell if this is true or dream 
Deep down inside I feel the scream 
This terrible silence stops me     

Enjoy the Silence - Depeche Mode (1990) | Songwriter(s): Martin Gore
Words like violence
Break the silence
Come crashing in...
Painful to me
Pierce right through me     

Yesterday - The Beatles (1965) | Songwriter(s): John Lennon & Paul McCartney
I'm not half the man I used to be 
There's a shadow hanging over me 
Oh, yesterday came suddenly     

Adam Raised a Cain - Bruce Springsteen (1986) | Songwriter(s): Bruce Springsteen
You remember the faces, the places, the names 
You know it's never over, it's relentless as the rain     

Lonesome Town - Ricky Nelson (1959) | Songwriter(s): Baker Knight
In the town of broken dreams 
The streets are filled with regret     

Withered and Died - Richard & Linda Thompson (1974) | Songwriter(s): Richard Thompson
I've only sad stories to tell this town 
My dreams have withered and died     

The River - Bruce Springsteen (1980) | Songwriter(s): Bruce Springsteen
Now those memories come back to haunt me 
They haunt me like a curse 
Is a dream a lie if it [doesn’t] come true 
Or is it something worse?     

I Fall to Pieces - Patsy Cline (1961) | Songwriter(s): Hank Cochran & Harlan Howard
I fall to pieces 
Time only adds to the flame     

Tom Traubert’s Blues - Tom Waits (1976) | Songwriter(s): Tom Waits
And goodnight to the street sweepers 
The night watchmen flame keepers     

Dirge - Bob Dylan (1974) | Songwriter(s): Bob Dylan
That hollow place where martyrs weep 
And angels play with sin.     

Wish You Were Here - Pink Floyd (1975) | Songwriter(s): David Gilmour & Roger Waters
So, you think you can tell Heaven from Hell 
Blue skies from pain?     

Most of the Time - Bob Dylan (1989) | Songwriter(s): Bob Dylan
I don’t build up illusion till it makes me sick 
[I’m not] afraid of confusion no matter how thick     

The End of the World - Skeeter Davis (1962) | Songwriter(s): Arthur Kent & Sylvia Dee
Why does the sun go on shining? 
Why does the sea rush to shore?     

T.B. Sheets - Van Morrison (1967) | Songwriter(s): Van Morrison
And the sunlight shining through the crack in the window pane 
Numbs my brain, oh Lord   

Fruit Tree - Nick Drake (1969) | Songwriter(s): Nick Drake
Life is but a memory Happened long ago 
Theatre full of sadness 
For a long forgotten show     

In My Darkest Hour - Megadeath (1988) | Songwriter(s): Dave Mustaine & David Ellefson
Time has a way of taking time 
Loneliness is not only felt by fools 
Alone, I call to ease the pain,     

Bye-Bye Love - The Everly Brothers (1958) | Songwriter(s): Felice & Boudleaux Bryant
“Hello emptiness, I feel like I could die”       

The Sun Ain’t Gonna Shine Anymore - The Walker Brothers (1966) | Songwriter(s): Bob Crewe & Bob Gaudio
Emptiness 
Is a place you're in 
With nothing to lose 
But no more to win     

Fade to Black - Metallica (1984) | Songwriter(s): Cliff Burton, James Hetfield, Lars Ulrich, & Kirk Hammett
Emptiness is filling me to the point of agony 
Growing darkness taking dawn 
I was me, but now he's gone     

Without You - Harry Nilsson (1971) | Songwriter(s): Pete Ham & Tom Evans 
No, I can't forget tomorrow 
When I think of all my sorrow     

Paint It Black - The Rolling Stones (1966) | Songwriter(s): Mick Jagger & Keith Richards
I look inside myself and see my heart is black 
I see my red door, I must have it painted black     

Accidentally Like a Martyr - Warren Zevon (1978) | Songwriter(s): Warren Zevon
Accidentally like a martyr 
The hurt gets worse and the heart gets harder.     

Dress Rehearsal Rag - Leonard Cohen (1971) | Songwriter(s): Leonard Cohen
[I’ve] used up all [my] coupons except the one… 
Written on [my] wrist 
Along with several thousand dreams    

Quicksand - David Bowie (1971) | Songwriter(s): David Bowie
I'm sinking in the quicksand of my thought 
And I [don’t have] the power anymore     

River - Joni Mitchell (1971) | Songwriter(s): Joni Mitchell
I'm so hard to handle 
I'm selfish and I'm sad     

Trouble - Cat Stevens (1970) | Songwriter(s): Cat Stevens
I'm beat, I'm torn
Shattered and tossed and worn     

She’s Lost Control - Joy Division (1979) | Songwriter(s): Bernard Sumner, Peter Hook, Stephen Morris, & Ian Curtis
I could live a little better with the myths and the lies 
When the darkness broke in 
I just broke down and cried     

Hurt - Nine Inch Nails (1994) | Songwriter(s): Trent Reznor
I wear this crown of shit
Upon my liar's chair
Full of broken thoughts
I cannot repair     

Behind Blue Eyes - The Who (1971) | Songwriter(s): Pete Townshend
No one knows what it's like 
To be hated 
To be fated to telling only lies     

Love Will Tear Us Apart - Joy Division (1980) | Songwriter(s): Ian Curtis, Peter Hook, Stephen Morris, & Bernard Sumner 
And there's a taste in my mouth 
As desperation takes hold    

The Shortest Story - Harry Chapin (1976) | Songwriter(s): Harry Chapin
Above me a bird slowly crawls across the sky 
Why is there nothing now to do but die?     

I Feel Like Going Home - Charlie Rich (1960) | Songwriter(s): Charlie Rich
I tried and failed and I'm tired and weary 
Everything I ever [did] was wrong 
And I feel like going home     

Jealous Guy - John Lennon (1971) | Songwriter(s): John Lennon
I was shivering inside… 
I was swallowing my pain     

Night Comes On - Leonard Cohen (1984) | Songwriter(s): Leonard Cohen
I said, Mother I'm frightened 
The thunder and the lightning 
I'll never come through this alone     

I Know It’s Over - The Smiths (1986) | Songwriter(s): Morrissey & Johnny Marr
Oh Mother, I can feel the soil falling over my head     

Borrowed Tune - Neil Young (1975) | Songwriter(s): Neil Young
Ice frozen six feet deep 
How long does it take?     

War Pigs - Black Sabbath (1970) | Songwriter(s): Tony Iommi, Ozzy Osbourne, Geezer Butler, & Bill Ward
Now in darkness, world stops turning.


Do you have a lyric that you think would be perfect for the series Mental Illness in Music? If so, please submit your lyric using the Contact form by October 1, 2023.


References

  • Gabrielsson, A., & Juslin, P. N. (2003). Emotions in music. In P. N. Juslin & J. A. Sloboda (Eds.), Handbook of music and emotion: Theory, research, applications (pp. 59-92). Oxford University Press.
  • Juslin, P. N., & Laukka, L. (2003). Expression and communication of emotions in music. In P. N. Juslin & J. A. Sloboda (Eds.), Handbook of music and emotion: Theory, research, applications (pp. 73-104). Oxford University Press.
  • Krumhansl, C. L. (2002). Music and emotion: Theory and research. Annual Review of Psychology, 53(1), 625-660.
  • This Day in Music History (musicthisday.com)
  • Thompson, W. F., & Balkwill, L. J. (2007). Music and emotion: A cross-cultural perspective. Cognition and Emotion, 21(4), 767-786.
  • Wikipedia contributors. In Wikipedia, The Free Encyclopedia.

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