I'm so Lonesome I Could Cry
Debby Boone Lyrics


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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 long
When time goes crawling by
The moon just went behind a cloud
To hide his face and cry

And did you ever see a robin weep?
When leaves begin to die
That means he's lost the will to live
I'm so lonesome I could cry

The silence of a falling star lights up a purple sky
And as I wonder where you are




I'm so lonesome I could cry
And I'm so lonesome I could cry

Overall Meaning

Debby Boone's song, I'm So Lonesome I Could Cry, is a classic country blues ballad that speaks of a deep sense of loneliness and loss. The lyrics are hauntingly melancholic, as they paint a picture of a lonely night where the singer is left to confront their deepest emotions. The imagery in the song is vivid and poignant, creating a strong sense of feeling in the listener. The song begins with the sound of a whippoorwill, an elusive bird known for its melancholic call. The bird seems too “blue to fly,” which is a poignant metaphor for the singer’s own sense of sadness and loss. The midnight train’s “low whine” adds to the atmosphere of melancholy, creating a sound that echoes through the night.


Throughout the song, the singer describes the night as exceptionally long and slow, with time seeming to crawl by. The moon hides behind a cloud, which can be seen as a metaphor for the singer’s own attempt to hide their emotions. The idea of a crying moon creates a sense of empathy and even comfort, as the object in the sky is personified in a way that reflects the singer’s own sense of sadness. As the song progresses, the metaphor of a weeping robin takes center stage, creating a powerful image of nature in mourning. The singer notes how the robin has “lost the will to live,” a statement that reflects their own struggle with despair.


The final verse creates a sense of wonder and mystery, as the singer looks up at the night sky and sees a falling star. The silence that follows is broken only by the singer’s own lonesome thoughts, as they wonder where their loved one is. The final repetition of the song’s title creates a sense of finality, as the singer is left with no answers, only the deep sense of loneliness that defines their life.


Line by Line Meaning

Hear that lonesome whippoorwill
I can hear a whippoorwill singing a sad song


He sounds too blue to fly
The whippoorwill's song sounds so sad that it cannot even fly


The midnight train is whining low
I hear a train in the distance and it seems to be making a low, mournful sound


I'm so lonesome I could cry
I feel incredibly lonely and sad, so much so that I could cry


I've never seen a night so long
This night feels like it is lasting forever


When time goes crawling by
Time seems to be passing very slowly


The moon just went behind a cloud
The moon disappeared from view behind a cloud


To hide his face and cry
The moon seems to be crying, as if it feels as lonely as I do


And did you ever see a robin weep?
Have you ever seen a robin cry?


When leaves begin to die
The robin might cry when it sees that the leaves are starting to die


That means he's lost the will to live
The robin may be so sad that it doesn't want to live anymore


I'm so lonesome I could cry
I am still feeling incredibly lonely and sad


The silence of a falling star lights up a purple sky
When a shooting star falls, it lights up the sky for a moment but then disappears, leaving behind a purple glow


And as I wonder where you are
As I think about where you might be right now


I'm so lonesome I could cry
I am still feeling incredibly lonely and sad




Writer(s): SR., HANK WILLIAMS

Contributed by Zoe N. Suggest a correction in the comments below.
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