“Mammas Don’t Let Your Babies Grow up to be Cowboys” peaked at number one on the country charts in 1978, and the song even ...

“Several months later, Waylon cut that song. I think it was the first song he cut with Jimmy Bowen, and it was a single. It was his last No. 1 song.” Released in January 1987 on Jennings album ...

HIGHWAYMAN - Released May 6th, 1985 by: Willie Nelson, Kris Kristofferson, Johnny Cash, and Waylon Jennings. The album ...

Do you think Waylon's Cadillac is a classic ride? Hit that thumbs-up button and tell us in the comments what kind of car screams "Outlaw Country" to you!

1. The Customized 1974 Cadillac Coupe de Ville One of Waylon's most beloved rides was his customized 1974 Cadillac Coupe de Ville. This wasn't your average luxury cruiser. Under the hood ...

Wyatt is one of a crop of new, young songwriters going viral and landing record deals for the stripped-down country songs they record ... “And Waylon Jennings,” he quickly adds.

By Paul Grein Morgan Wallen’s One Thing at a Time logs its 67th week ... The compilation was well-timed: “Ring of Fire” had headed Hot Country Songs for seven weeks the previous summer ...

Sanford native Taylor Phillips put a cap on a successful year as a songwriter with his fourth annual concert featuring some of his Nashville, Tenn., friends. It was also an opportunity to introduce ...

At the same time, however, labels became synonymous with commercialism and restriction, sparking concerns about artistic freedom and integrity, especially when it came to achieving number one hits.