| 1. Kris Kristofferson, Steve Burton - Border Lord | not rated | 3:37 |
| 2. Kris Kristofferson, Kris Kristofferson - The Sabre and the Rose | not rated | 5:14 |
| 3. Kris Kristofferson, Kris Kristofferson - Broken Freedom Song | not rated | 5:24 |
| 4. Kris Kristofferson, Kris Kristofferson - Jesus Was a Capricorn (Owed to John Prine) | not rated | 2:29 |
| 5. Kris Kristofferson, Kris Kristofferson - Shandy (The Perfect Disguise) | not rated | 3:39 |
| 6. Kris Kristofferson, Kris Kristofferson - Sugar Man | not rated | 4:02 |
| 7. Kris Kristofferson, Kris Kristofferson - The Last Time | not rated | 4:12 |
| 8. Kris Kristofferson, Kris Kristofferson - Nobody Wins | not rated | 3:08 |
| 9. Kris Kristofferson, Rita Coolidge, Kris Kristofferson - I'd Rather Be Sorry | not rated | 3:11 |
| 10. Kris Kristofferson, Johnny Cash, Waylon Jennings, Willie Nelson, Jimmy Webb - Highwayman | not rated | 3:03 |
| 11. Kris Kristofferson, Kris Kristofferson - Don't Cuss the Fiddle | not rated | 3:24 |
| 12. Kris Kristofferson, Mike Utley - The Bigger the Fool, The Harder the Fall | not rated | 3:33 |
| 13. Kris Kristofferson, Kris Kristofferson - Stranger | not rated | 3:08 |
| 14. Kris Kristofferson, Kris Kristofferson - If You Don't Like Hank Williams | not rated | 3:30 |
| 15. Kris Kristofferson, Kris Kristofferson - Here Comes That Rainbow Again | not rated | 2:53 |
| 16. Kris Kristofferson, Shel Silverstein - Once More With Feeling | not rated | 2:50 |
| 17. Kris Kristofferson, Willie Nelson, Shel Silverstein - How Do You Feel About Foolin' Around | not rated | 2:45 |
| 18. Kris Kristofferson, Kris Kristofferson - Why Me | not rated | 3:28 |
| 19. Kris Kristofferson, Kris Kristofferson - Please Don't Tell Me How the Story Ends | not rated | 2:37 |
| 1:06:17 |
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