Microsoft and our third-party vendors use cookies to store and access information such as unique IDs to deliver, maintain and improve our services and ads. If you agree, MSN and Microsoft Bing ...

some songs have a way of making listeners feel sad. Here is a list of some of the saddest songs that can bring any listener to tears.

Flip through the slideshow below for 20 of country's saddest songs, from classics like "I'm So Lonesome I Could Cry" to newer songs like Jason Isbell's "Dress Blues." ...

Their mix allows a sad song — "I'm gonna cry myself to sleep tonight / Who says a man don't cry?" — to sound fun. It all works together to give tough guys permission to show emotions.

Kameron Marlowe, a self-admitted happy person, is enamored by sad songs and finds that he writes more sad songs in a year than any other song.