Pull on your boots and grab a shot of whiskey – we’re going on a wild outlaw country ride. Join our fearless host John Wesley Karson as he takes you on an enthralling musical odyssey, uncovering the raw, rebellious sounds that paved the way for this extraordinary genre. This ain’t your kid’s country music. Together, we’ll pay tribute to the audacious trailblazers and unhinged creativity that defined outlaw country and left an enduring imprint on music history.
So get ready to embrace the rowdy spirit of musical rebellion as we dive headfirst into the unbridled brilliance of outlaw country’s pioneers. It’s time to rock the boat and get acquainted with the outlaws!
Original Air Date December 6, 2025
Playlist 139
HOUR ONE
Hank and Lefty – Emmylou Harris – 1975
Desperados Waiting For a Train – Davis Allan Coe – 1974
I Miss You Grandpa – Terry O’Brian – 2022
No Country Music for Old Men – Bellamy Brothers/J. Anderson – 2021
I May Be Used (But I Ain’t Used Up) – Waylon Jennings – 1984
Slow Movin’ Outlaw – Waylon Jennings – 1974
When Did I Get Old – Derrick Dove & the Peacekeepers – 2023
So You Wannabe an Outlaw – Steve Earl/Willie Nelson – 2017
When the Fallen Angles Fly – Billy Joe Shaver – 1993
Angel Flyin’ Too Close to the Ground – Willie Nelson – 1980
It’s a Texas Thing – Gary P. Nunn – 2001
HOUR TWO
Heaven Can’t Be Found – Hank Williams Jr. – 1999
Lone Star Beer & Bob Wills Music – Red Steagall – 1976
Backsliders Wine – Michael Murphey – 1972
The Ballad of Jerry Jeff Walker – Brooks & Dunn – 2007
LA Freeway – Jerry Jeff Walker – 1972
Famous White Line – Creed Fisher – 2023
Big City – Merle Haggard – 2007 – “The Bluegrass Sessions”
Outlaw You – Shooter Jennings – 2011
Stranger – Kris Kristofferson – 1975
Sunday Morning Comin’ Down – Johnny Cash – 1972
The Last Gunfighter Ballad – Johnny Cash – 1977
Don’t Let the Sunshine Fool You – Guy Clark – 1976
Don’t Send Me No Angels – George Jones – 1992
Today I Started Lovin’ You Again – Freda & the Firedogs – 1972