Favorite sad songs/songs about heartbreak/despair

[merkur]

..

 

[edinatlanta]

The Buck Starts Here by Robbie Fulks.

Most sad country really (but not pop country).

 

[aportnoy]

If You See Her, Say Hello--Bob Dylan

Allison--Elvis Costello

I Stopped Loving Her Today--George Jones

 

[whacked]

The one sad song to rule them all
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[A Canuker]

Originally Posted by whacked

The one sad song to rule them all
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One of the best covers IMO.

 

[Maharlika]

Beautiful Sadness by Jane Olivor
The Hurting Time by Annie Lenox

 

[Bradford]

Don't Take the Girl - Tim McGraw

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Skin (Sarabeth) - Rascal Flatts

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Whiskey Lullaby - Brad Paisley & Allison Kraus

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[haTTer]

The CURE Pictures of you



memories, and very true words... very true...

 

[chas]

Judy Boucher - Can't Be With You Tonight

 

[minus]

Originally Posted by haTTer

The CURE Pictures of you



memories, and very true words... very true...

+1

"Disintegration" is the perfect self-indulgent post-breakup album. Put on, grab hard liquor, get your morose on.

 

[Connemara]

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[robertorex]

Ain't No Sunshine
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[Connemara]

Originally Posted by robertorex

Ain't No Sunshine
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Best bassline ever!

 

[RedLantern]

Jackson Browne - These days

 

[chronoaug]

Originally Posted by aportnoy

If You See Her, Say Hello--Bob Dylan


This gets my wholehearted endorsement

Originally Posted by jlennonfan

She's Leaving Home by The Beatles...lol[

My friend kept singing this song to his mom on and off for a week when his sister was leaving for college. His mom wasn't happy about it but it was funny.



Jeff Buckley- Lover, You Should've Come Over

Bob Dylan- To Ramona

The Beatles- You've Got to Hide Your Love Away

Antony and the Johnsons- Hope There's Someone (this song is soooo desolate and sad that most haven't heard)

Jonathan Richman- Back in Your Life

Mazzy Star- Look on Down from the Bridge

The Mountain Goats- The Mess Inside (this is such a soul crushing song and really great most haven't heard)

The Smiths- Unloveable

Red House Painters- Too many songs to name

Uncle Tupelo- Moonshiner (great song most haven't herad)