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According to the I'm So Lonesome I Could Cry Songfacts, the lyrics are largely inspired by Williams' troubled marriage to Audrey Sheppard.

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Hear that lonesome whippoorwill
He sounds too blue to fly
The midnight train is whining low
I'm so lonesome I could cry

I've never seen a night so…

Hank Williams - I'm So Lonesome I Could Cry Lyrics

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