| Me and You and a Dog Named Boo | Stonewall Jackson | 2:42 | |
| Down On The Rio Grande | Johnny Rodriguez | 3:34 | |
| Who's to Bless and Who's to Blame | Kris Kristofferson | 3:29 | |
| Put Another Log on the Fire | Roger Alan Wade | 2:12 | |
| Only Daddy That Will Walk the Line | Waylon Jennings and the Waylors | 2:35 | |
| From A Jack To A King | Ricky Van Shelton | 2:21 | |
| The Most Beautiful Girl | Charlie Rich | 2:41 | |
| Mammas Don't Let Your Babies Grow up to Be Cowboys | Waylon Jennings, Willie Nelson | 2:32 | |
| D.O.A. (Drunk on Arrival) | Johnny Paycheck | 2:41 | |
| All the Gold In California | Larry Gatlin & The Gatlin Brothers | 2:37 | |
| City of New Orleans - Live at Nassau Coliseum, Uniondale, NY - March 1990 | The Highwaymen, Willie Nelson, Johnny Cash, Waylon Jennings, Kris Kristofferson | 5:05 | |
| Wild and Blue | John Anderson | 2:50 | |
| The Wreck of the Edmund Fitzgerald | Gordon Lightfoot | 6:29 | |
| Don't Cuss the Fiddle | Kris Kristofferson | 3:24 | |
| Whispering Pines | Johnny Horton | 2:56 | |
| Anyhow, I Love You | Guy Clark | 3:54 | |
| Barstool Mountain | Johnny Paycheck | 2:52 | |
| Rollin' With The Flow | Charlie Rich | 2:40 | |
| Mammas Don't Let Your Babies Grow Up to Be Cowboys - Live at Nassau Coliseum, Uniondale, NY - March 1990 | The Highwaymen, Willie Nelson, Johnny Cash, Waylon Jennings, Kris Kristofferson | 2:27 | |
| Made In Japan | Buck Owens & The Buckaroos | 2:44 | |
| I Just Started Hatin' Cheatin' Songs Today | Moe Bandy | 2:57 | |
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| The Last Cowboy Song | The Highwaymen, Willie Nelson, Johnny Cash, Waylon Jennings, Kris Kristofferson | 3:10 | |
| Song of the South | Alabama | 3:10 | |
| Help Me Make It Through the Night | Kris Kristofferson | 2:21 | |
| Songs That Make a Difference | The Highwaymen, Willie Nelson, Johnny Cash, Waylon Jennings, Kris Kristofferson | 2:55 | |
| Drinkin' Thing | Gary Stewart | 2:59 | |
| Seven Spanish Angels (with Ray Charles) (with Ray Charles) | Willie Nelson, Ray Charles | 3:49 | |
| Uneasy Rider | The Charlie Daniels Band | 5:18 | |
| Big Bad John | Jimmy Dean | 3:00 | |
| Why Me | Kris Kristofferson | 3:26 | |
| Son Of Hickory Holler's Tramp | Johnny Darrell | 2:53 | |
| I'm on Fire | Whitey Morgan and the 78's | 3:16 | |
| All You Ever Do Is Bring Me Down | The Mavericks, Flaco Jimenez | 4:21 | |
| Walkin' After Midnight | Patsy Cline, The Jordanaires | 2:01 | |
| Mama Hated Diesels | Commander Cody and His Lost Planet Airmen | 5:09 | |
| Hobo's Lullaby | Rita Coolidge, Kris Kristofferson | 5:01 | |
| It's Hard To Kiss The Lips At Night That Chew Your Ass Out All Day Long | The Notorious Cherry Bombs | 4:23 | |
| Harper Valley P.T.A. - Remastered 2022 | Jeannie C. Riley | 3:15 | |
| She Never Spoke Spanish To Me - 2022 Remaster | Joe Ely | 3:33 | |
| Blue Moon Of Kentucky | Patsy Cline | 2:09 | |
| The Road Goes On Forever | Joe Ely | 4:33 | |
| Old Dogs, Children And Watermelon Wine | Tom T. Hall | 4:11 | |
| Backside Of Thirty | John Conlee | 2:33 | |
| A Tombstone Every Mile | Dick Curless | 3:03 | |
| Cowboys Don't Get Lucky All The Time | Gene Watson | 2:34 | |
| You Ain't Woman Enough | Loretta Lynn | 2:15 | |
| Leaving Louisiana In The Broad Daylight | The Oak Ridge Boys | 2:59 | |
| Till I Found You | Marty Stuart | 2:26 | |
| I'm a Honky Tonk Girl - Remastered | Loretta Lynn | 2:15 | |