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.

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

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 ...

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

Sadness is generally seen as a negative emotion, but we tend to find it pleasurable in an aesthetic context. What is the nature of pleasure that people experience from listening to sad music?

Jeremy has more than 2300 published articles on Collider to his name, and has been writing for the site since February 2022. He's an omnivore when it comes to his movie-watching diet, so will gladly ...