I'm glad this topic was revived, because I wanted to post my two favorite saddest songs.
"Untitled" by Simple Plan
http://www.youtube.com/watch?v=ZQ7oqmikZDQ
"Time to Say Goodbye" by Placebo
http://www.youtube.com/watch?v=13HnYhiE7xU
Thanks hurricane!
Very sad! -
simple plan-untitled with lyrics I viewed several Simple Plan and Placebo videos on You Tube and I like their music very much! Thanks again!

lectrocrew, I am dismayed by the number of horrific events you have had to witness in your life.
I can list more, and worse, but my original point was comparing my experiences to the situation this man lived with for years. It made me try to imagine how he felt through it all. Day-in day-out, for a long time? And what 'sad' lyrics his song would have contained?
Yes, I've witnessed traumatic/fatal events of others, and been at the edge of death at times myself (1993- shot in the arm, leg and chest from ~3 feet in a robbery with a .380 cal pistol/ 1985- head-on collision into a bridge pillar @ 70 MPH on I-240/ 1976- I was the passenger in the back seat with my drunk friend driving, racing another car @ 90 mph when we went head-on into a 1973 buick electra 225 and killed all 3 occupants of that car and the passenger in the front seat of our car, the driver of our car died later).
A very good, long time friend of mine is in the hospital now with terminal cancer and I visited him yesterday. He barely knew who I was. He won't be here much longer.
Me? I have few regrets for my life so far, and I don't worry much about myself anymore. I figure I've got an angel watching out for me or something like that? But I have my issues... And there are reasons I tend to listen to sad songs:
e.g. In 1994, I was working for a logging company in remote areas with no phone contact available. We finally got to town (phone contact) Saturday and I called my mother (who was dying from terminal cancer). I had not been to see her in a while and I told her I would be at her house the next morning (Sunday) to visit. I didn't make it to her house that morning because I was too sick from all the alcohol I drank on Saturday night with all the boys on my logging crew. I called her house later and my sister answered her phone to tell me our mother had died that Sunday morning. I later found out that she had gotten out of her bed (with half of her insides already taken out by the doctors, and with her IV bag) and cooked me a meal... turkey and dressing and all the other thanksgiving side dishes (this was in May, not Thanksgiving day). Nobody ever ate that meal.

Maybe I'll write a sad song one of these days...
Anyone else care to post your favorive sad song?