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Sad Sad Songs

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Sad Songs Say So Much

Sometimes you just need a good cry. Music, our ever-faithful friend, is always happy to lend a hand with this.

Sad songs are classic songs of love lost, lives ended, dreams never realized. They are found in country music, pop music...all kinds of music across the decades.

This page just showcases a few of my "favorite" sad songs. I know there are dozens of other ones out there...there's even a website (link below) devoted to the 25 saddest songs of all time.

Sit back now and "enjoy" a good tear-jerker or two.

Smoky Mountain Rain, Ronnie Milsap

This Ronnie Milsap live performance was filmed in Branson, MO.
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Kentucky Rain, Elvis Presley

Elvis had quite a few sorrowful hits...this one has always been among my favorites. The video included here is a fan-made slideshow of pics of "The King".
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I've Gotta Get A Message to You

A 1968 classic from Barry, Robin and Maurice...The Bee Gees. Can you believe I just found out what the song is about a convicted murderer trying to reach his loved one?
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The Crying Game, Boy George

A sad song from the film The Crying Game, by former Culture Club singer Boy George.
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Nothing Compares 2 U, by Sinnead O'Connor

A very depressing 80s hit from Irish woman Sinnead O"Connor.
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Why, Annie Lenox

A sad 80s song from former Eurythmics star Annie Lennox.
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The Dance, by Garth Brooks

Garth Brooks introduces his sorrowful country hit and speaks briefly at the conclusion of the video. Very moving.
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Don't Take the Girl, by Tim McGraw

A sad country song from Tim McGraw, son of former Phillies baseball star Tug McGraw.
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Pancho and Lefty

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He Stopped Lovin Her Today, by George Jones

Quite possibly one of the saddest songs ever released.
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Find More Sad Sentimental Songs at

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If you really need a good cry...

You can always get more suggestions for which sad songs you should indulge in by visiting these links
Saddest Songs of All Time
Saddest Songs of All Time - You're broken-heared, you're bi-polar... whatever the case may be, these songs are guaranteed to either make you cry, cringe, or have another shot.
The Guardian UK Top 25 Sad Songs
What do Pink Floyd, Bette Midler and Metallica have in common? They've all written horribly depressing tunes, according to Tom Reynolds, author of I Hate Myself and Want to Die. He offers his top 25 songs of misery...
Mental Mommy: 25 Saddest Songs (And Counting)
Spinner's Top 25 Saddest songs ever list

Comments and Suggestions

Wipe your eyes, blow your nose...then leave me a note. Did you like this collection? Is there a sad song that should be here but isn't?

  • AppalachianCountry Oct 30, 2009 @ 7:48 am | delete
    Fantastic lens down memory lane. Enjoyed it very much. 5 stars*****
  • totalhealth Nov 17, 2008 @ 3:24 pm | delete
    excellent lens of sad yet beautiful songs
  • GrowWear Nov 8, 2008 @ 7:01 pm | delete
    Started welling up on the first note. Great selection of tear jerkers! He Stopped Loving Her Today -- just how much sadder can it get? Thanks for this line up. :)
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GypsyGirl68

GypsyGirl is a lover of mystery and intrigue, travel, history, nature and animals. She is a self-employed creative soul who happens to love the Eighties!... more »

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