Alan Jackson

Grief, regret and hopelessness are three major themes in this countdown of the most depressing country songs of all time.

Did your favorite artist make the list?

Country music is all about being honest and real — and death is as real and raw as it gets.

We're taking a look at some of the best mustaches in country music.

The 1990s are often thought of as the definitive era of modern traditional country — but don't underestimate the 1980s!

The 2000s delivered some of country music's stone-cold saddest songs ever.

Some of these costumes are just too good!

The 1990s just might be the definitive era of sad country music.

Brown did the country legend justice.

Every road has to come to an end.