Over the years, “Should’ve Been a Cowboy” earned more than three million spins on country radio, making it the most-played country song of the 1990s.

But like... what else could it have been? It's iconic. Toby Keith left a legendary mark on country music, and he came out of the gate swinging with his first hit "Should've Been A Cowboy." And on this ...

Thirty-three years ago today, Toby Keith released a song inspired by watching a friend get rejected at a bar that became a huge hit.

This marked the start of a lifelong friendship with the “On the Road Again” star, as Floyd and his sister Jill spent the next ...

Unfortunately we’ve arrived at the gun-toting, deer-hunting, small-minded, small-town-is-king, ...

Honoring a legend. February 5 marked two years since the death of Toby Keith, who passed away in 2024 following a two year battle with stomach cancer. And on the anniversary of the Big Dog Daddy's ...

Al Shade was not just a country music legend. The guy might have been the oldest performing country music artist. He died on ...

On February 5, 2026, country music fans around the world are pausing to remember the legendary Toby Keith, who passed away at the age of 62 following a courageous two-year battle with stomach cancer.

"Should've Have Been a Cowboy" was first recorded in 1992 and released as a single the following year. It was a solo write ...

Discover how a Toby Keith song can bring back powerful tractor memories. It’s amazing how music can take us back to cherished moments! #TobyKeith #TractorMemories #MusicAndMemories ...

The Oklahoma Legislation session is underway, and several bills have been filed that would affect the state's art and cultural sector.