toby keith

The Boot counts down country music's best tailgating tunes.

On June 5, 1993, Keith earned his first No. 1 song on the Hot Country Songs Billboard chart, "Should've Been a Cowboy."

It's an amazing all-star lineup!

Thank you for your service.

Woof!

It's been 10 years already?!

It may be one of my favorite Toby Keith songs to date, even after hearing it just a few times. It's set to scenes of Clint Eastwood from the movie, and it's just a perfect balance.

Many of our favorite country stars have been in the public eye for multiple decades, which means that some of them have changed a lot since when they first hit the stage.

This is how you honor those who gave all.

Keith is hitting the road to celebrate the silver anniversary of his first hit, "Should've Been a Cowboy."