The Wreck of the Edmund Fitzgerald by Gordon Lightfoot. A beautifully done tribute to all those whose lives were taken that day. This video is equally well done.

For me hands down it's Bjork "Unravel" When my future husband and I had first met we started dating but I had already had a previous lease agreement for an apt 3 hours away from where he lived. He didn't own a car. He would schlep by bus, train, whatever to come visit me for a few days. Then he'd leave and I knew it would be at least a month before I saw him again. If I heard this song I would literally burst into tears. STILL to this day, 15 years later, it still actually hurts my heart to hear this song because it reminds me of exactly how I felt that day.

http://youtu.be/G74mehG0z7o

While you are away
My heart comes undone
Slowly unravels...in a ball of yarn
The devil collects it with a grin
Our love, our love in a ball of yarn and he'll never return it..
When you come back, we'll have to make new love

(gets me each time)