These feel-good songs actually boast some pretty heartbreaking lyrics. And if you missed these songs' deeper meanings, you're not alone.

Charlotte Lawrence talks writing with Gracie Abrams, loving depressing music, and hating men who vape during a backstage interview at Lollapalooza.

But confessional-style sad songs aren't limited to newer releases. In fact, our No. 1 pick for the saddest country song sung by a woman is a ballad that a legendary artist wrote about her troubled ...

That song has also been recorded many times since, by such artists as Steeleye Span and The Dubliners. " It's a total tradition that these drinking songs are not only passed around in an evening ...