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67 Saddest Songs I've Heard In Life So Far

A list of some of the most melancholy, bittersweet tunes I've discovered.

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Eleanor Rigby - The Beatles

Moment you'll tear up:

Eleanor Rigby died in the church and was buried along with her name

Nobody came

Father McKenzie wiping the dirt from his hands as he walks from the grave

No one was saved

Kicking My Heels - Tyler Hilton

Moment you'll tear up:

More I drink,

The less I feel sorrow,

More I make,

The less that I borrow

More I love ya

The less that I feel alone.

Stoned, kicking my heels alone,

So Cold - Ben Cocks

Moment you'll tear up:

It's so quiet here

And I feel so cold

This house no longer

Feels like home.

After the Storm - Mumford & Sons

Moment you'll tear up:

And I won't die alone and be left there.

Well I guess I'll just go home,

Oh God knows where.

Because death is just so full and man so small.

Well I'm scared of what's behind and what's before.

Back to Black - Amy Winehouse

Moment you'll tear up:

We only said goodbye with words

I died a hundred times

You go back to her

And I go back to black

John Wayne Gacy, Jr. - Sufjan Stevens

Moment you'll tear up:

And in my best behavior

I am really just like him

Look beneath the floorboards

For the secrets I have hid

Something In the Way - Nirvana

Moment you'll tear up:

And I'm living off of grass

And the drippings from the ceiling

It's okay to eat fish

'Cause they don't have any feelings

A Better Son / Daughter - Rilo Kiley

Moment you'll tear up:

Your ship may be coming in

You're weak but not giving in

To the cries and the wails of the valley below

Don't Say - St. Lola In the Fields

Moment you'll tear up:

I think that we could fix it all up

Don't you, don't you

Don't you think it'd be worth it for love?

If I thought you'd do me no harm

I'd fall, I'd fall into your arms

Sounds of Silence - Simon & Garfunkel

Moment you'll tear up:

And in the naked light I saw

Ten thousand people, maybe more

People talking without speaking

People hearing without listening

Wish You Were Here - Pink Floyd

Moment you'll tear up:

How I wish, how I wish you were here.

We're just two lost souls swimming in a fish bowl, year after year,

Running over the same old ground.

What have we found?

The same old fears.

You're Gonna Live Forever in Me - John Mayer

Moment you'll tear up:

And when the pastor asks the pews

For reasons he can't marry you

I'll keep my word and my seat

You Know Me Well - Sharon Van Etten

Moment you'll tear up:

I told you then

I'd hold you when you need it

And there you are

Looking

Away

Clementine - Sarah Jaffe

Moment you'll tear up:

All that time, wasted

I wish I was a little more delicate

I wish my name was Clementine

Always Gold - Radical Face

Moment you'll tear up:

All my life

I've never known where you've been

There were holes in you

The kind that I could not mend

A Light On a Hill - Margot & the Nuclear So So's

Moment you'll tear up:

And back country songs the defeaning twang of the rich-white-kid blues

You can own the stage,

but the lights and glares will not make you real.

Slow It Down - The Lumineers

Moment you'll tear up:

I never, she never, we never looked back

That wasn’t what we were good at

And when it came to love

We were not good enough

Free Fallin' - John Mayer

Moment you'll tear up:

I wanna glide down over Mulholland

I wanna write her name in the sky

I wanna free fall out into nothin'

I'm gonna leave this world for a while

Everybody's Changing - Keane

Moment you'll tear up:

You're gone from here

And soon you will disappear

Fading into beautiful light

Cause everybody's changing

And I don't feel right

All the Pretty Girls - Kaleo

Moment you'll tear up:

All alone, alone again

No one lends a helping hand

I have waited, I have waited

Takes it's toll, one's foolish pride

How long before I see the light

Music to Drive and Cry To - Endochine

Moment you'll tear up:

One more night has fallen

One more heart is broken

One more night is calling

One more heart has spoken

Ruby, Don't Take Your Love to Town - The Killers

Moment you'll tear up:

It's hard to love a man whose legs are bent and paralyzed

And the wants and needs of a woman your age, Ruby, I realized

But it won't be long I've heard them say until I'm not around

Wicked Game - James Vincent McMorrow

Moment you'll tear up:

The world was on fire and no one could save me but you.

It's strange what desire will make foolish people do.

I never dreamed that I'd love somebody like you.

And I never dreamed that I'd lose somebody like you

Love You Better - Oh Land

Moment you'll tear up:

I will love you best when I forgive

Cause you made your promises

Not a one of them you kept

I will love you best when I forget, when I forget

I will love you better then

Bones - Ben Howard

Moment you'll tear up:

And you laugh like you've never been lonely

That's alright honey

That's alright with me

Oh you laugh like there's hope in the story

That's alright honey

That's alright with me

Oh you laugh like I'll be there to hold you always

Always here

Always honey, always here

Bird - Billie Marten

Moment you'll tear up:

Hope is a distance unreached

Ink on her skin incomplete

And the faint sound of friends

As she neared to the end she had peace

Riversong - A Fine Frenzy

Moment you'll tear up:

How does it feel

To be so certain

Without question

Of your purpose

Your position

Of your place

Of your home?

Cherry Wine - Hozier

Moment you'll tear up:

Way she shows me I'm hers and she is mine

Open hand or closed fist would be fine

The blood is rare and sweet as cherry wine

Vincent (Starry, Starry Night) - Don McLean

Moment you'll tear up:

You took your life, as lovers often do

But I could've told you Vincent

This world was never meant for

One as beautiful as you

Let Her Go - Passenger

Moment you'll tear up:

Staring at the ceiling in the dark

Same old empty feeling in your heart

Cause love comes slow and it goes so fast

Better - Regina Spektor

Moment you'll tear up:

You're getting sadder, getting sadder, getting sadder, getting sadder

And I don't understand, and I don't understand

But if I kiss you where it's sore

If I kiss you where it's sore

Will you feel better, better, better

Will you feel anything at all

All These Thing's That I've Done - The Killers

Moment you'll tear up:

Another head aches, another heart breaks

I am so much older than I can take

Ronan - Taylor Swift

Moment you'll tear up:

What if I'm standing in your closet trying to talk to you?

What if I kept the hand-me-downs you won't grow into?

And what if I really thought some miracle would see us through?

What if the miracle was even getting one moment with you?

Stephanie Says - The Velvet Underground

Moment you'll tear up:

She asks you is it good or bad

It's such an icy feeling it's so cold in Alaska,

it's so cold in Alaska, it's so cold in Alaska

Fake Plastic Trees - Radiohead

Moment you'll tear up:

She looks like the real thing

She tastes like the real thing

My fake plastic love

But I can't help the feeling

I could blow through the ceiling

If I just turn and run

Morning Song - The Lumineers

Moment you'll tear up:

When my hands begin to shake

When bitterness is all I taste

And my car won't stop

Cause I cut the brakes

I hold on to a hope in my fate

Hear You Me - Jimmy Eat World

Moment you'll tear up:

And if you were with me tonight,

I'd sing to you just one more time.

A song for a heart so big,

God wouldn't let it live.

Many Rivers to Cross - Jimmy Cliff

Moment you'll tear up:

Yes, I've got many rivers to cross

But I can't seem to find my way over

Wandering, I am lost

Say Something - A Great Big World

Moment you'll tear up:

And I will swallow my pride

You're the one that I love

And I'm saying goodbye

The Clock Was Tickin - Brandon Flowers

Moment you'll tear up:

When they told you to clear the room, that’s when it hit you

You watched as the caravan took your sweetheart away

The arguments and fights and money troubles seem so worthless

As the kids throw yellow roses on her grave

Homeward Bound - Simon & Garfunkel

Moment you'll tear up:

Tonight I'll sing my songs again,

I'll play the game and pretend.

But all my words come back to me

in shades of mediocrity

Like emptiness in harmony

I need someone to comfort me.

Uneven Odds - Sleeping at Last

Moment you'll tear up:

You’ll always remember the moment God took her away

For the weight of the world was placed on your shoulders that day

Good Woman - Cat Power

Moment you'll tear up:

And this is why I am leaving

And this is why I can't see you no more.

This is why I am lying when I say

That I don't love you no more.

Hurt - Johnny Cash

Moment you'll tear up:

I hurt myself today

To see if I still feel

I focus on the pain

The only thing that's real

I Can't Make You Love Me - Bon Iver

Moment you'll tear up:

Morning will come,

And I'll do what's right

Just give me till then

To give up this fight

And I will give up this fight...

That's Okay - The Hush Sound

Moment you'll tear up:

And when you're gone, will they say your name?

And when you're gone, will they love you the same?

If not, that's okay.

Blood - The Middle East

Moment you'll tear up:

You’ve waited for forever and a day

Just to die

And someday soon

You will die

Last Kiss - Pearl Jam

Moment you'll tear up:

I lifted her head, she looked at me and said,

"Hold me darling just a little while."

I held her close, I kissed her our last kiss,

I found the love that I knew I had missed.

Hero - Regina Spektor

Moment you'll tear up:

I'm the hero of the story

Don't need to be saved

You Were Mine - Dixie Chicks

Moment you'll tear up:

I can give you two good reasons

To show you love's not blind

He's two and she's four, and you know they adore you

So how can I tell them you've changed your mind

Instead - Ryan Amador

Moment you'll tear up:

And then I'd remember he's there and he's been there for years

At your side like a stain when I see you with him

In your eyes there's a pain and it's trapped you inside

Like you can't get away

Someone Like You - Adele

Moment you'll tear up:

I hate to turn up out of the blue uninvited

But I couldn't stay away, I couldn't fight it.

I'd hoped you'd see my face and that you'd be reminded

That for me it isn't over.

In My Veins - Andrew Belle

Moment you'll tear up:

Oh, you're in my veins

And I cannot get you out

Oh, you're all I taste

At night inside of my mouth

Oh, you run away

'Cause I am not what you found

Breathe Me - Sia

Moment you'll tear up:

Be my friend

Hold me, wrap me up

Unfold me

I am small and needy

Warm me up

And breathe me

When We Were Young - Adele

Moment you'll tear up:

Let me photograph you in this light

In case it is the last time

That we might be exactly like we were

Before we realized

We were sad of getting old

It made us restless

Oh I'm so mad I'm getting old

It makes me reckless

To Build A Home - The Cinematic Orchestra

Moment you'll tear up:

And I built a home

for you, for me

Until it disappeared

from me, from you

And now, it's time to leave and turn to dust........

Medicine - Daughter

Moment you'll tear up:

You've got a warm heart,

you've got a beautiful brain.

But it's disintegrating,

from all the medicine.

Black - Pearl Jam

Moment you'll tear up:

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, can't it be mine?

Skinny Love - Birdy

Moment you'll tear up:

And at the end of all your lines

Who will love you?

Who will fight?

Who will fall far behind?

All Who Remain - Beware of Darkness

Moment you'll tear up:

I called and I called but you never picked up

And I cried and I cried but you never woke up

You died and you died without asking me first

You left me all alone here on Earth

Bridge Over Troubled Water - Simon & Garfunkel

Moment you'll tear up:

When you're down and out

When you're on the street

When evening falls so hard

I will comfort you

I'll take your part

I'm Not the Only One - Sam Smith

Moment you'll tear up:

I have loved you for many years

Maybe I am just not enough

You've made me realize my deepest fear

By lying and tearing us up

Landslide - Fleetwood Mac

Moment you'll tear up:

Well, I've been afraid of changing

'Cause I've built my life around you

But time made you bolder

Even children get older

And I'm getting older too

Fix You - Coldplay

Moment you'll tear up:

Tears stream down your face

When you lose something you cannot replace

The House That Built Me - Miranda Lambert

Moment you'll tear up:

You leave home, you move on and you do the best you can.

I got lost in this whole world and forgot who I am.

Hallelujah - Jeff Buckley

Moment you'll tear up:

And I've seen your flag on the marble arch

And love is not a victory march

It's a cold and it's a broken Hallelujah

Rivers and Roads - The Head and the Heart

Moment you'll tear up:

Been talkin' 'bout the way things change

And my family lives in a different state

If you don't know what to make of this

Then we will not relate

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