A play on the phrase "Fair Weather Friend," This song pays homage to the friendship between Willie Nelson and Merle Haggard, which has spanned decades. "Getting to work with two of my all-time favorite heroes, it's almost surreal. They've been such a heavy influence on me and my musical life," Django and Jimmie producer Buddy Cannon said. "It's like two long-lost brothers that have been separated and get back together. It's like a family reunion almost."
Harmonica player Mickey Raphael added, "The way these two guys relate to each other - I mean, they have a history and a past together, so just out of the blue... some funny stories will come up that the two will tell … It's great seeing a little bit of history replayed."
Merle Haggard and Willie Nelson first met in a 1964 poker game and became life long friends. Coincidentally both Haggard and Nelson's mothers are from Harrison, Arkansas.