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; ...

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?

When I first listened to the album at 18 years old, I skipped “ Loretta’s Song ” — an evocative ode to Cyrus’s late ...

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 ...

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?