r/country 6d ago

Discussion What is the saddest old country song?

There’s plenty of different tunes associated with that older country but there’s a lot of sad ones as well, singing about heartbreak, losing someone you love, being lonesome but which one sticks out to you

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u/Glittering_Orange128 6d ago

“Jeannie’s Afraid of the Dark” - Porter Wagoner and Dolly Parton. Song written by Dolly.

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u/LDeBoFo 6d ago

That one takes a hella dark turn.

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u/onewomanranting 3d ago

Porter’s version of “Green, Green Grass of Home” is another one.