Waylon Jennings Took the Stage for the Last Time in 2000 and Country Music Hasn’t Been the Same Since
Waylon Jennings gave his final major performance in 2000 at the Ryman Auditorium, delivering a defiant, unforgettable farewell that proved country music will never see another legend quite like him.
Bob Weir’s Final Country Cover “Mamas Don’t Let Your Babies Grow Up to Be Cowboys” Hits Different Now That He’s Gone
Bob Weir's final cover of "Mamas Don't Let Your Babies Grow Up to Be Cowboys" hits harder now that he's gone, offering fans a raw, soulful farewell from a legend who never stopped giving everything to the music.
Waylon Jennings Had to Fight Columbia Executives to Get Willie Nelson’s ‘Red Headed Stranger’ Released
Waylon Jennings went toe-to-toe with Columbia Records to defend Willie Nelson's raw and stripped-down Red Headed Stranger album.
When Waylon Jennings Signed His 1975 CMA Award With a NSFW Phrase and Zero Regrets
Waylon Jennings signed his 1975 CMA certificate with a blunt "F*** you" and zero regrets, proving once again that outlaw country was never about playing nice.
Shooter Jennings Confirms Waylon Jennings Documentary With Rare Willie Nelson Interview Included
Shooter Jennings confirms an official Waylon Jennings documentary is in the works, featuring rare footage and a fresh interview with Willie Nelson, giving fans a powerful look at the outlaw legend's lasting legacy.
Travis Tritt Honors Waylon Jennings With Cover of “Good Ol’ Boys” Theme From The Dukes of Hazzard
Travis Tritt honors Waylon Jennings with a raw cover of "Good Ol' Boys," keeping the outlaw spirit alive for every country fan who still loves a rebel song.
Waylon Jennings Once Said Garth Brooks Was the Most Insincere Person He Ever Saw
Waylon Jennings once called Garth Brooks the most insincere man he ever saw, a feud that still echoes in country music's clash of outlaw grit and arena polish.
Why The Highwaymen Refused Alcohol on Tour and What They Drank Instead
The Highwaymen left the booze off their tour rider for a reason—most had already been to hell with it. What they drank instead says more than you'd expect.
Waylon Jennings Hated This Song But It Became One of His Biggest Hits
Waylon Jennings despised singing "Luckenbach, Texas," yet it became one of his biggest hits. The irony? He never even stepped foot in the town until 20 years later.
How “Amanda” Became Waylon Jennings’ Hit After Don Williams Recorded It
Bob McDill's 'Amanda' became a country classic. Legends Don Williams and Waylon Jennings recorded it, each delivering a version that stands the test of time.
LeAnn Rimes’ Stunning Take on Waylon Jennings’ “A Good Hearted Woman”
LeAnn Rimes honors Waylon Jennings with her soulful rendition of A Good Hearted Woman, adding her fresh take while staying true to the original classic.
Before Boy Bands Were Cool, There Were The Highwaymen
The Highwaymen—Johnny Cash, Waylon Jennings, Willie Nelson, and Kris Kristofferson—defined rebellion in country music. Though three are gone, their spirit lives on.
The Story behind Waylon Jennings’ Oldie “Rainy Day Woman”
Waylon Jennings released his second single "Rainy Day Woman" from his album The Ramblin' Man. The song reached number two on the Billboard chart.
Waylon Jennings Pushed Back Against the Status Quo in 1975 Hit Track “Are You Sure Hank Done It This Way”
Legendary country icon Waylon Jennings called for a change in his 1975 self-penned number-one country hit “Are You Sure Hank Done It This Way.”
“No Good Ol’ Boy Sings in Swahili”: Waylon Jennings’ Exit from “We Are the World”
In 1985 at the A&M Studios in Los Angeles, in the middle of the recording session of “We Are The World,” Waylon Jennings made his exit.
Waylon Jennings’ “Luckenbach, Texas” Highlights Honest Living
Waylon Jennings’ “Luckenbach, Texas” puts the Texas Hills Country town on the map with the essence of simple living.
Listen To Waylon Jennings And The Kimberlys’ Grammy-Winning Cover Version of Jimmy Webb’s “MacArthur Park”
Country legend Waylon Jennings, along with the family group the Kimberlys, covered the Jimmy Webb-penned track “MacArthur Park.” Check it out.
Here’s Why “You Ask Me To” by Waylon Jennings is a Signature Song
“You Ask Me To” is a Waylon Jennings signature song that talks about love and commitment.
Waylon Jennings and Jessi Colter Prove Love Endures in “Storms Never Last”
Country music couple Waylon Jennings and Jessi Colter sang about the inescapable part of any relationship in “Storms Never Last.”
100 Best Classic Country Songs Of All Time
Get ready to take a trip down memory lane with our curated selection of 100 best classic country songs of all time.
On Love And Heartbreak: Listen to Waylon Jennings’s Underrated Hit “We Had It All”
Waylon Jennings sang of love and heartbreak with a hauntingly soulful voice in his song “We Had It All.” So, prepare tissues for a good cry.
Decades Finest: Here Are The Top 10 Country Songs Of The 1960s
The 1960s were a golden era for country music that helped shape the genre’s future. To celebrate this decade, let’s go through some of the best country songs of the 1960s.
Looking Back To The Top 10 Country Songs Of The 1970s
The 1970s stood out as a fantastic era for country music, with several artists reaching the peaks of their careers. With that said, here are the top 10 country songs of the 1970s.
10 Country Songs That Are Actually About Other Country Stars
Let’s look at some country songs written or named after a country icon by artists giving an even greater tip of the hat to their musical heroes.
15 Country Songs About Cowboys To Honor the Wild Wild West
It’s amazing how country music poetically describes the life and times of the Wild West. So, strap on your boots and play these absolute best country songs about cowboys on repeat.
15 Country Songs About America That Will Put You In A Patriotic Spirit
Everything sacrificed for our liberty is worth celebrating. So, here are the best country songs about America to spark a sense of pride in our wonderful country.
Remembering The Death Of Waylon Jennings, One Of The First Country Outlaws
On February 13, 2002, Waylon Jennings died after a long battle with diabetes-related health problems. He died peacefully in his sleep at his home in Chandler, Arizona.
Here Are The Best Country Gospel Songs To Give You A Lift In These Difficult Times
Whether you’re a country fan or not, you’ll be amazed of how these country gospel songs will affect you the moment you listen to it.
“I Do Believe,” One Of The Finest Compositions of Waylon Jennings
In our world today, we need to unite and forget our social differences and enjoy the hit from Waylon Jennings, “I Do Believe.”
Why Did Waylon Jennings Walk Out of the CMA Awards 1970 Show?
During the CMA Awards 1970 event, country music legend Waylon Jennings walked out of the show. Jennings did this after the organizers told him they were cutting down his performance time.