Celebrate the Heart of Country, Americana, and Roots Music!

Drop Us A Line, Y'all

Y'all interested in advertising, partnering up, contributing stories, joining our team, or just got a question? Well, don't be shy, drop us a line!

Follow Us

Capture That Cowboy Spirit In “Should’ve Been A Cowboy” By Toby Keith

Should've Been a Cowboy by Toby Keith

On February 12, 1993, Toby Keith released “Should’ve Been a Cowboy” as his debut single and the first from his self-titled debut album. A few months later, the song already reached the summit of Billboard’s Hot Country Songs chart and the Canadian RPM Country Tracks chart. It even had a minor crossover success, peaking at No. 93 on Billboard Hot 100.

But even more impressive is how “Should’ve Been a Cowboy” rocked the airwaves on country radio. It actually received over three million spins and earned the title of the most-played country song throughout the 1990s.

RELATED: Toby Keith’s Illustrious Journey: A Compilation of Iconic Songs Spanning His Career in Country Music

This song has also become a staple at Oklahoma State University after sporting events. It’s a regular on the PA system, blasting several times as fans stream out of the stadium or arena.

Meaning Behind The Song

Written by Toby Keith, “Should’ve Been a Cowboy” paints a dreamy picture of cowboy life. The man in the song draws inspiration from classic Western movies and their iconic themes. That includes the American radio and television Western drama series Gunsmoke, where the legendary Marshal Dillon never quite found his way to settling down with Miss Kitty, his love interest.

In the catchy chorus, the song tips its hat to the legendary singing cowboys Gene Autry and Roy Rogers. It also mentions classic Western themes like six-shooters (those iconic revolvers) and the thrilling cattle drives you often see in cowboy movies.

All these references are presented as the man spins a tale of his own cowboy escapades. He dreams of having a quirky sidekick similar to iconic characters like Tonto or Gordito, journeying westward to California – echoing the famous phrase “Go West, young man.” He dreams of tracking down notorious outlaw Jesse James, riding alongside the Texas Rangers, and living out all those classic Wild West adventures.

Well, get ready for a wild ride through the cowboy life! Hit play below and dive into Toby Keith’s “Should’ve Been a Cowboy” – the ultimate anthem for that adventurous spirit!”

Latest Stories

Cavendish Beach Musical Festival 2024

Cavendish Beach Music Festival 2024: What You Need To Know

Festival Title:Cavendish Beach Music Festival 2024Festival Duration:July 5-7, 2024Venue:Route 6 Ranch in Cavendish, Prince Edward Island, CanadaPerformers Include:Brothers Osborne, Tyler Childers, Zac Brown Band, and moreTicket Information:Get Your Tickets Here ...

Willie Nelson's 4th of July Picnic 2024

Willie Nelson’s 4th of July Picnic 2024: What You Need To Know

Festival Title:Willie Nelson’s 4th of July Picnic 2024Festival Duration:July 4, 2024Venue:Freedom Mortgage Pavilion in Camden, New JerseyPerformers Include:Willie Nelson, Bob Dylan, Robert Plant & Alison Krauss, and moreTicket Information:Get Your ...

Travis Tritt + Help Me Hold On

Travis Tritt Begs His Lover For One More Chance In “Help Me Hold On”

Country singer Travis Tritt scored his first number-one hit with his second release from his 1990 debut album Country Club titled “Help Me Hold On.” He co-wrote it with accomplished ...

Carrie Underwood Falls Off Stage on Tail End of South Carolina Concert

Carrie Underwood Rocks Carolina Country Music Fest Despite Rain

Country singer Carrie Underwood graced the last day stage of the Carolina Country Music Fest 2024 in Myrtle Beach and delivered one hell of a performance despite the massive downpour. ...

Billy Ray Cyrus Files for Divorce from Firerose, Seeks Annulment on Grounds of Fraud

Billy Ray Cyrus Files for Divorce from Firerose, Cites Fraud

American country singer Billy Ray Cyrus reached a breaking point with Australian singer Firerose just after seven months of marriage. According to court documents obtained by the Associated Press, Billy ...

Travis Tritt + Best of Intentions

Travis Tritt Made A Career Comeback With “Best of Intentions”

It was 2000, and it had been six years since Travis Tritt hit the top of the charts and three since his last appearance in the Top 10. The first ...

Sonny James Death

A Moment To Remember: Country Singer Sonny James’ Death At 87

Country singer Sonny James, known for his 1957 track “Young Love,” which topped both country and pop charts, passed away on February 22, 2016, at Nashville’s Alive Hospice. According to ...

Wynonna Sings Coal Miner's Daughter with Loretta Lynn's Granddaughter Emmy Russell - Idol

Wynonna Judd Joins Emmy Russell On Idol To Sing “Coal Miner’s Daughter”

Emmy Russell started her American Idol journey with an original song. She fittingly ended it with a tribute cover of “Coal Miner’s Daughter” for her late grandmother and country legend ...

Johnny Cash + Forty Shades of Green

“Forty Shades of Green”: Johnny Cash’s Ode to Ireland

Country legend Johnny Cash released an ode to Ireland appreciating its beauty with “Forty Shades of Green” as part of his album Ring of Fire: The Best of Johnny Cash ...

Randy Travis A Country Legend's Fight for His Voice and His Legacy

What Happened to Randy Travis After Massive Stroke and Dire Financial Situation?

What happened to Randy Travis? That has been the question of many of his fans after his massive stroke in 2013.  Randy Travis is a legend and an icon in ...