This thread is for songs that just about bring you to your knees such is their emotional impact. These songs may be inherently sad, all on their own, or remind you of someone who is gone now. Perhaps these songs got you through a difficult time in your life, or celebrate an especially happy memory for you. By all means, muse about your song's personal meaning if you're up to it.
I have a few.
1) In Spite of Me, by Morphine. Oh man, this song, this song. It is so hauntingly beautiful, so very sad. Not long after my son was born, I was working in Newburyport, a swishy town over the river from the more blue collar Amesbury. I was ripping plywood with my circ saw and the wind kept whipping sawdust in my face. The customers weren't at home and my boss was somewhere else, so I had the truck doors open to listen to the radio. A lot of things were going through my head: how small and fragile my son was, how my own father had died before I got a chance to know him, what an overbearing ass my boss was, why do we have to die, and so on. In Spite of Me came on, echoing around my little work site and somehow wringing about a gallon of tears out of me before it was over. Not a fluke--just hearing that opening mandolin(?) riff sets me off, every time.
2) Raindrops Keep Fallin' On My Head, by B. J. Thomas. When I was little, my dad would get sick from time to time and have a bad "episode." It was very scary for the whole family as his behavior would be unpredictable during these fits and mostly we just tried to agree with him and go along with whatever he suddenly wanted to do, like pretending that my mother was dead so he could collect the life insurance on her. One way we could tell that he was sick was he would play Raindrops Keep Fallin' On My Head on his 8-track, over and over. It's such a painfully cheerful song, but it didn't fit what was happening to my father at the time. He never got better and we finally had to leave him there, in Montana. Every time I hear this song I think of my father, may he finally rest in peace.
3) Tiny Tears, by Tindersticks. My mother died about two years ago, after a series of strokes that felled her over a ten day period. She was the most important person in my life, always there for me, always willing to listen to any problem I had. She was so alive, so completely there that I honestly thought she had at least another ten years. She was still driving herself around in her silver Buick, staying up late, buying cheesy little presents for my son, always wanting us to visit her, call her, go out to lunch with her. We did, of course, but it was never enough for her liking and I suppose a lot of kids feel guilty about all the times they should have called, should have visited, should have---whatever---and didn't because our own lives got in the way. I was playing the stereo rather loudly so I could hear it while I took a shower. I was alone in the house and at this point in time my mother had lost most of her expressive language, really terrible as that was her thing--talking. I was getting myself cleaned up before I went to visit her in critical care, and I forgot that I had this song on my MacBook. I think I cried as many tears as the shower was putting out, because my number one fan was dying (my mother thought all of my jokes were so funny, and they are not, trust me) and there was nothing I could do to stop it. The way the man sings this song, it's just so powerful and incredibly sad--if I hear this song around other people, I have to leave the room.
Whoa, that was some sad stuff! Okay, it doesn't have to be that sad--a song can simply move you--I tried to give you a few examples and maybe I got carried away. Doesn't matter; let's hear from you!