The Lonely Truth: Waylon Jennings’ Take on “Good Time Charlie’s Got the Blues”
About the Song In 1973, Waylon Jennings released his groundbreaking album Lonesome, On’ry and Mean, a record that helped define…
Waylon Jennings
Before His Death, Waylon Jennings Finally Names The 5 Singers He HATED Most
The Five Men Waylon Jennings Couldn’t Stand: A Legacy of Rebellion and Resentment In the twilight of his life, Waylon…
Dusty Dreams and Hard Truths: Waylon Jennings’ “My Heroes Have Always Been Cowboys”
About the Song There’s something about cowboys — the image, the myth, the code they live by — that’s forever…
Restless Heart: Waylon Jennings’ “Lookin’ for a Feeling” and the Search for Something Real
About the Song In a career filled with outlaw swagger and rough-edged poetry, Waylon Jennings always had a knack for…
The Price of Freedom: Waylon Jennings’ “I’ve Been a Long Time Leaving” and the Solitude of the Road
About the Song By 1975, Waylon Jennings had fully carved his place in country music not by following the rules…
A Gamble on Love and Freedom: Waylon Jennings’ “That’s the Chance I’ll Have to Take” and the Birth of a Rebel Sound
About the Song Long before he was crowned one of the leaders of the outlaw country movement, Waylon Jennings was…
A Ramblin’ Friend: Waylon Jennings’ “Clyde” and the Spirit of Easy-Livin’
About the Song Released in 1980 on the album Music Man, “Clyde” by Waylon Jennings is a tribute to the…
Riding Restless Roads: Waylon Jennings’ “Pick Up the Tempo” Is an Anthem for the Weary Traveler
About the Song In the world of outlaw country, few songs capture the feeling of pushing through pain with grit…
A Song of Brotherhood and Rambling Souls: Waylon Jennings’ “Willy the Wandering Gypsy and Me”
About the Song When Waylon Jennings recorded “Willy the Wandering Gypsy and Me”, he wasn’t just singing a song —…
A Restless Heart and a Gentle Goodbye: Waylon Jennings’ “Freedom to Stay”
About the Song Among the many songs that define Waylon Jennings’ legendary career, “Freedom to Stay” stands out as one…