"
I'm So Lonesome I Could Cry" is a song recorded by Hank Williams in 1949. Williams said he wrote the song originally intending that the words be spoken, rather than sung, as he had done on several of his Luke the Drifter recordings. Ostensibly, the song about loneliness was largely inspired by his troubled relationship with wife Audrey Sheppard. With evocative lyrics, such as the opening lines "Hear that lonesome whip-poor-will/He sounds too blue to fly," .
Elvis Presley introduced it by saying, "
I'd like to sing a song that's...probably the saddest song I've ever heard." Remarkably, the song was released as the B-side to the blues "
My Bucket's Got a Hole in It" because up-tempo numbers were deemed more appropriate for the jukebox trade than melancholy ballads.