Jessi Colter: How Waylon Jennings Became ‘God’s Man’
It was Thanksgiving—his last one. Waylon Jennings lay in a hospital bed, worn down by diabetes, heart disease, and years…
Waylon Jennings
I’ve Always Been Crazy’: The Story Behind Waylon Jennings’ Wayward Hit
By the late 1970s, Waylon Jennings wasn’t just singing about being an outlaw. He was living it. After years of…
The Heartbreaking Song Waylon Jennings Wrote for His Late Friend and Bandmate, Buddy Holly
For Waylon Jennings, the loss of Buddy Holly was never just a chapter in music history — it was a…
“Fortunately, He Didn’t Listen to Me”: Behind Willie Nelson and Waylon Jennings’ Chaotic, Yet Amazing Friendship
Some friendships are smooth. Theirs was not. Willie Nelson and Waylon Jennings were two of the most recognizable, stubborn, independent…
Waylon Jennings’ Grave — A Quiet Resting Place for an Outlaw Legend
When Waylon Jennings passed away on February 13, 2002, at the age of 64, country music lost one of its…
Why Waylon Jennings Called Out Johnny Cash: “He’s Never Been the Rebel”
When people talk about the Outlaw Movement in country music, a few names immediately rise to the surface: Waylon Jennings,…
Waylon Jennings Had Jessi Colter Bring $40,000 Worth Of Cash In Her Bra To Buy His Iconic Gold Cadillac: “I Started Reaching In & Pulling Out Money”
If there was ever a story that perfectly captured Waylon Jennings’ outlaw spirit — equal parts rebellious, ridiculous, and romantic…
Willie & Waylon Wrote ‘Good Hearted Woman’ During a Poker Game
Some country classics are born in studios. Others are born at a card table. According to longtime lore, Willie Nelson…
48 Years Ago Today: Waylon Jennings Busted for Drugs During a Recording Session
If there was ever a moment that captured the chaos of country music’s outlaw era, it was the 1977 studio…
Waylon Jennings & The Waymore Blues Band – Never Say Die: The Final Concert Film
In country music history, there are farewell concerts. And then there are final statements. Never Say Die: The Final Concert…