- Released: March 1, 2008
- Originally Released: 2008
- Label: Sbme Special Mkts.
- 1.Me And Bobby McGee
- 2.Help Me Make It Through The Night
- 3.The Pilgrim: Chapter 33
- 4.Why Me
- 5.For The Good Times
- 6.You Show Me Yours (And I'll Show You Mine)
- 7.Loving Her Was Easier (Than Anything I'll Ever Do Again)
- 8.Sunday Mornin' Comin' Down
- 9.Please Don't Tell Me How The Story Ends
Long before alternative country, even before "outlaw country," Kris Kristofferson was defining the outer limits of country music with his frank, boozy, often risque songs and rough-hewn singing. In 1979, Nelson recorded a collection of Kristofferson's best compositions, appropriately titled WILLIE NELSON SINGS KRISTOFFERSON. The set kicks off with a funky take on "Me and Bobbie McGee," then slides effortlessly through eight more classics including "Help Me Make Me Through the Night," "Sunday Morning Comin' Down," "For the Good Times," and one of gospel's great songs of self-recrimination, "Why Me."
Recorded at the peak of Nelson's fame, this disc is vintage Willie and Family, loose but never sloppy. It almost sounds as if the band is playing the songs for the first time, but that they know each other so well and are such expert players that the whole thing falls together naturally and effortlessly. Nelson obviously loves this material, and it shows both in his singing and his guitar playing, which is particularly inspired here. In the 1980s Willie and Kristofferson formed a country supergroup with Waylon Jennings and Johnny Cash, recording and touring as The Highwaymen.