We have the story behind the first single Toby Keith released, "Should've Been A Cowboy", which also became his first No. 1 hit.

These four early Toby Keith hits hinted at the superstar career he would enjoy, one that lasted until he passed away in 2024.

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 ...

Toby Keith launched his legendary career with his breakout single, “Should’ve Been A Cowboy,” which appeared on the Oklahoma-born country star’s self-titled debut studio album in 1993. The song ...