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Waylon Jennings

Latest Stories

LeAnn Rimes' Stunning Take on Waylon Jennings' "A Good Hearted Woman"

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

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”

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”

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.”

Waylon Jennings' Controversial Exit from We Are The World Recording Session

“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

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. 

Waylon Jennings + MacArthur Park

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.

Waylon Jennings + You Ask Me To

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 + Storms Never Last

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 Timeless Old Country Songs from Willie, Waylon, Loretta + More!

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.

Waylon Jennings + We Had It All

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. 

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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.

TOP 10 COUNTRY SONGS OF THE 1970s

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.

Country Songs About Other Country Stars

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

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

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.

Waylon Jennings Death

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.

Best Country Gospel Songs

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 + Waylon Jennings

“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.”

CMA Awards 1970: Waylon Jennings Walks Out When They Cut His Performance Time Short

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.

The Fieriest Feuds In Country Music That People Still Talk About

The Fieriest Feuds In Country Music That People Still Talk About

Some of the biggest names in country music definitely didn't hesitate to butt heads with each other. So, we've gathered the most infamous feuds in the genre.

“This Time:” Waylon Jennings’ First No. 1 Song on the Chart

"This Time," a song was written and recorded by Waylon Jennings. He was able to have his first of fourteen No. 1 songs with this single.

George Jones and Waylon Jennings Teamed Up For A Rendition of Willie Nelson’s “Night Life” 

“Night Life” is a song written by Willie Nelson in 1960. It was inspired by his life as a singer in a club. It was recorded by George Jones in 1979.

“Amanda:” The Battle Between Waylon Jennings and Don Williams

Here’s How “Amanda” Became A Hit By Two Country Legends: Waylon Jennings and Don Williams

Written by legendary songwriter Bob McDill, "Amanda" was recorded by two of the biggest names in the history of country music: Don Williams and Waylon Jennings

Waylon Jennings Facts

Here Are Some Facts About Waylon Jennings, One Of The Most Significant Forces in Country Music

Waylon Jennings is one of the most memorable figures in country music history. To celebrate his musical success, we've gathered some of the most interesting facts.

Country Artists Join Forces & Sing Waylon Jennings’ “Luckenbach, Texas” At 2015 Concert

Country Music’s Biggest Stars Joined Forces For An Epic Performance of “Luckenbach, Texas”

An extraordinary cast of stars – including Willie Nelson, Eric Church, Kacey Musgraves, and more – gathered for an epic performance of "Luckenbach, Texas."

Kenny Chesney & Kid Rock Come Together To Honor Waylon Jennings With “Luckenbach, Texas”

Listen to Kenny Chesney And Kid Rock’s Epic Team Up For Waylon Jennings’ “Luckenbach, Texas”

Kenny Chesney and Kid Rock teamed up for "Luckenbach, Texas (Back to the Basics of Love)," and it's the most epic country-rock collaboration you'll hear.

Hank Jr. Performs ‘Walk The Line’ & ‘Good Ol’ Boys’ In Acoustic Tribute To Johnny & Waylon

Hank Williams Jr. Paid Tribute to Waylon Jennings and Johnny Cash In An Acoustic Version of Their Songs

While Hank Williams, Jr. has become a country icon in his own right, he makes sure to pay tribute to the legends that came before him – like Waylon Jennings and Johnny Cash.

Johnny Cash & Waylon Jennings Can’t Stop Smiling While Wives Serenade Them

Johnny Cash And Waylon Jennings Put On Big Smiles As Their Wives Serenade Them

Country icons June Carter Cash and Jessi Colter serenading husbands Johnny Cash and Waylon Jennings is absolutely the most legendary performance you'll see today.

The Highwaymen's Performance Of "Me And Bobby McGee" Proves Why They're The Best In Country Music

The Highwaymen’s Performance Of “Me And Bobby McGee” Proves Why They’re The Best In Country Music

The audience can't help but watch in amazement as The Highwaymen perform "Me And Bobby McGee" during the American Outlaws: Live at Nassau Coliseum in 1990.

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