The four country songs below are all really beautiful bummers, with the final entry being the one that ruined me the most.

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; ...

Got your box of tissues ready? It's time to dive into the five saddest country songs of all time, ranked by emotional damage.

Five songs so sad that you can't listen to them more than once, with entries by The Cure, The Smiths, Eric Clapton, Harry ...

Is Christmas really the saddest day of the year? There’s a whole history of holiday music that explores what it’s like to be down-and-out during the season. Are you mourning absent family members?

In honor of National Grief Awareness Day on Aug. 30, I listened to some of the saddest songs ever written and recorded, trying to pick out the saddest ones of all. I’ve experienced my own share of ...

While the holidays can be a holly jolly time, they can also bring up feelings of grief, loss or sorrow. There are plenty of joyful Christmas tracks to listen to when you’re feeling upbeat and joyful, ...

The kind of music you listen to can vary from day to day but there is one thing that is certain: Sometimes, a good "sad girl" tune really can make you feel seen. Part of the joy of finding the right ...

You would think happy people would prefer to listen to happy music. Lyrics that speak to their positive mood, bringing them cheer and joy. Yet, sad music tends to have a longer-lasting appeal for many ...

I need your help. I want to do my own Extremely Scientific Survey of the saddest songs you’ve ever heard. Bonus points if they make you cry. Why do we enjoy songs that make us cry? It seems like the ...