Toby Keith Declares Himself ‘Last Livin’ Cowboy in Town’ in New Post

by Matthew Wilson

All the other country singers better watch out because Toby Keith just challenged them to a duel. He declared himself the last living cowboy in town. If any other singers think differently, then they’re just pretenders to the throne.

Keith shared a picture of himself on Instagram with his signature cowboy hat. The country singer made a career with a cocky and slightly arrogant attitude. So this is very on-brand for the country singer or should we say, cowboy. In the post, Keith captioned the picture with a simple, “Last livin’ cowboy in this town.”

But the message was clear. Or Keith was just having a bit of fun. Most likely the latter because he’s known more for his guitar skills than any sharpshooting ones.

Toby Keith Reveals Story Behind ‘Should Have Been a Cowboy’

But Keith does have a song about being a cowboy, so at least he has some street cred in that regard. Keith debuted on the country music scene in 1993 with “Should Have Been a Cowboy.” And now that catchy tune is going to be stuck in your head all day. The song was also Keith’s first No. 1 hit and grace with success.

Ironically enough, Keith developed the idea for that tune while on a hunting expedition out in Dodge City, Kansas. That town should seem familiar to “Gunsmoke” fans. It was the location where Matt Dillon and the gang spent 20 seasons. The country singer was actually inside of the Long Branch saloon when he developed the idea for the song.

He watched a man strike out with a beautiful woman at a bar. A few minutes later, a cowboy entered and scored a dance with the woman. Someone said that the man, “should have been a cowboy,” and that phrase stuck with Keith.

“I thought, ‘I oughta write ‘Should’ve Been a Cowboy,'” Keith told the Boot. “I didn’t know what to do with it. So I thought, ‘I betcha never heard Marshall Dillon say he had any woman problems, ’cause Miss Kitty was always knocking his back door down.’ I started writing it, and it grew into Jesse James and riding shotgun and Gene [Autry] and Roy [Rogers]. It all happened in about 20 minutes.”