To my music peeps...

Skeezon

Brain dead writer needs to know...

What's the best heartbreak song? 

I mean gut-wrenching.

ILoveNG

For me, it has always been I Can't Make You Love Me by Bonnie Raitt

Young_Love

Oooh, my favorite!

This live version of Skinny Love (3:08...OMG)

Fire Escape by Matthew Mayfield

9 Crimes by Damien Rice

Some Time Around Midnight by Airborne Toxic Event

Play Crack The Sky by Brand New (I'm linking this live version because I was AT this show and it changed my life.) (I don't think I'm one of the people in the crowd singing along because I'm pretty sure I was crying.)

Gravity by Sara Bareilles

I have some more, but my computer is being slow. 

Young_Love

ILoveNG said:

For me, it has always been I Can't Make You Love Me by Bonnie Raitt

OMG have you heard Justin Vernon's cover? *clutches heart*

sassypants527

Eleanor Rigby by the Beatles.

The Blower's Daughter by Damien Rice

The Living Years by Mike and the Mechanics

Edge of Night (Pippin's Song) from this upcoming Hobbit movie and The Two Towers

One by U2

Nights in White Satin by The Moody Blues

sassypants527

Oh. I forgot one. Vincent by Don McLean

WillyH19

With or Without You by U2

MrsJenE

Oh man!  Favorite topic ever. If you want me to love a singer or band, make me listen to their saddest love song.  Let me check my Spotify "Sad Love Songs" playlist...

MrsJenE

I'm not sure how truly gut-wrenching some of these are, but here's some of my favorite sad love songs:

I'm Scared by Duffy

Poison & Wine by The Civil Wars

Goodbye My Lover by James Blunt

Almost Lover by A Fine Frenzy

I'd Rather Go Blind by Etta James

Fire Escape by Matthew Mayfield

I Can't Make You Love Me by Bonnie Raitt

Against All Odds by Phil Collins (Love to belt this out while driving)

Belong by Cary Brothers

Element by Matthew Mayfield

Last Request by Paolo Nutini

@booneybear and I will probably always say Come Pick Me Up by Ryan Adams.  That song hurts so good.

I can look for more...

jenndawnp

Slowly by the Rustic Overtones

Gives You Hell by All American Rejects

Tears Dry on Their Own by Amy Winehouse

We Just Disagree by Dave Mason

Best of You by the Foo Fighters (I know it's technically not a break up song but it helped me through some shit)

booneybear

I Shall Believe by Sheryl Crow

Apologies - Grace Potter and the Nocturnals

Last Request - Paulo Nutini

Dead to you - Matthew Mayfield

Every Rose Has It's Thorn - Poison (Cheesy but it works)

If I Loved you - Delta Rae

Insensitive - Jann Arden

I've Been Loving you Too Long - Otis Redding

Lost Cause - Beck

One Heart Missing - Grace Potter and the Nocturnals

Breakfast in Bed - Dusty Springfield

When Your Walking Away - Jackie Greene

RhymeReason

There's one by Natalie Merchant that I can't remember the name of by the music video is all older married couples. Watched it once and bawled. If anyone knows what song this is, please let me know. 

Also: Nora by Blessed Union of Souls 

Let it be Me by Ray LaMontagne 

Grow Old Along with Me by Mary Chapin Carpenter 

The Last Song by Elton John

booneybear

MrsJenE said:

I'm not sure how truly gut-wrenching some of these are, but here's some of my favorite sad love songs:

I'm Scared by Duffy

Poison & Wine by The Civil Wars

Goodbye My Lover by James Blunt

Almost Lover by A Fine Frenzy

I'd Rather Go Blind by Etta James

Fire Escape by Matthew Mayfield

I Can't Make You Love Me by Bonnie Raitt

Against All Odds by Phil Collins (Love to belt this out while driving)

Belong by Cary Brothers

Element by Matthew Mayfield

Last Request by Paolo Nutini

@booneybear and I will probably always say Come Pick Me Up by Ryan Adams.  That song hurts so good.

I can look for more...

JenE and I are music twins.  I was going to put all these but figured they were on your Spotify list so I would just be redundant.

ILoveNG

Young_Love said:

ILoveNG said:

For me, it has always been I Can't Make You Love Me by Bonnie Raitt

OMG have you heard Justin Vernon's cover? *clutches heart*

I have not heard that cover before.  Amazing!

booneybear

This isnt' really a breakup song but gets me right in the gut every single time:

Innocence - The Airborne Toxic Event

booneybear

Let me Down Easy - John Eddie

Chill in the Air - Amos Lee

Hey Lover - Keri Noble

Mary - Patty Griffin

sfgiantsjo

Bulletproof Weeks by Matt Nathanson - He rarely does it live, because it wrecks him. 

Skeezon

I knew I could count on you guys. Thank you, thank you, thank you. I'm going to be a mess by the time I get done listening to all these...

fabk

booneybear said:

I Shall Believe by Sheryl Crow

Apologies - Grace Potter and the Nocturnals

Last Request - Paulo Nutini

Dead to you - Matthew Mayfield

Every Rose Has It's Thorn - Poison (Cheesy but it works)

If I Loved you - Delta Rae

Insensitive - Jann Arden

I've Been Loving you Too Long - Otis Redding

Lost Cause - Beck

One Heart Missing - Grace Potter and the Nocturnals

Breakfast in Bed - Dusty Springfield

When Your Walking Away - Jackie Greene

God I love singing to Insensitive at the top of my lungs.

ThisModernLove

Evaporated - Ben Folds Five 

The Scientist - Coldplay *The Willie Nelson version rips me up every time

Some day you will be loved - Death Cab for Cutie

You will. You? Will. You? Will You? Will - Bright Eyes

The Calendar Hung Itself - Bright Eyes (This was a HUGE breakup song for me..)

Fix It - Ryan Adams

Terrible Love - The National - This has one of my favorite lyrics ever: "It takes an ocean not to 

break"

Sorrow - The National 

Let it Die - Feist

I Can't Make You Love Me - Bonnie Raitt (or to really fall apart - you can also listen to the Bon Iver version..)

Somebody that I Used to Know - Elliot Smith

booneybear

Ain't Much More to Say - Matthew Mayfield 

moroccojade

Birdy's cover of "Skinny Love" is far sadder than any version Vernon has done. :'( it's really beautiful.

Another great one is "Looking Too Closely" by Fink.

sassypants527

Oh! I can't believe I forgot Both Sides Now by Joni Mitchell.