Dust Bowl Ballads (1940)
This album is full of gems. Although they're all on the theme of the Oklahoma Dust Bowl, each song tells its own new story.
Library of Congress Recordings: Woody Guthrie with Alan Lomax (1988)
In 1940, the great folklorist Alan Lomax brought Woody Guthrie into his studio to make three hours of recordings of Guthrie talking about his songs and singing them. Get every song on Dust Bowl Ballads alongside Guthrie's commentary.