The origins of April Fool’s Day are somewhat murky, with some historians dating its beginnings as far back as Chaucerian England. Wherever and whenever this holiday came from, one thing is certain: when it comes to fools, country music’s got ‘em covered. Foolish in love, life, and damn near everything else, a fool is one to be empathized with, even pitied. But every now and again, as in King Lear, it’s the Fool who provides the most insightful wisdom. Be prepared to see yourself in these songs, or at the very least, learn a little something.

20 Songs About Fools | The 9513.