Amy Winehouse performs during the 46664 concert in celebration of Nelson Mandela's life at Hyde Park on June 27, 2008 in London. Sadness takes on different forms, from regret to depression to loss; ...

Raise your hand if you often find yourself in need of a good cry. Okay, all of us? Now raise it even higher if you like to lean into those feelings by throwing on a masterfully crafted playlist full ...

Need a good cry? In the mood to revel in your own misery? There are plenty of songs that make such an experience even worse! Though, we won’t judge you for indulging in a few heartbreaking songs if ...

Music has a way of bringing out different emotions in people. Whether it's the lyrics or the production, listeners typically have that one song that puts them in their feelings. While some songs can ...

Sad songs bring us together. Here at Whiskey Riff, we often say "sad country songs make me happy," because they do. Of course, it's one thing to hurt your own feelings, but the connection you feel to ...

What makes a country song truly depressing? It's the kind of song that doesn't have a silver lining anywhere, no matter how hard you look. In compiling this list of country music's most depressing ...

Soul Asylum once suggested that sad people might start a company called Frustrated Incorporated. Misery loves company, they say. The band critiqued how sadness was getting packaged and sold in the ...