We haven't had much country music here, because it's a genre I don't follow. However, there are a few artists I enjoy, and some that make me laugh out loud from time to time. One of them is Canadian singer Corb Lund. He doesn't follow the "pop" culture, or make country music sound like just another form of whatever the tunes du jour might be; he sticks to his roots and makes music that's funny, interesting and thought-provoking.
Here, in no particular order, are several of his tunes that I've enjoyed.
You'll find lots more of his music on YouTube.