It's funny how music can trigger memories. Personally the saddest songs for me are Hans Zimmer & Lisa Gerrard - Now we are Free, and Clint Mansell - Together we Live Forever. Those are sad for me because of the memories that's associated with them. Right before my girlfriend broke up with me, I made a slideshow of pictures of a trip we went on together, and I used those two songs in it. But she broke up with me before I showed it to her. So whenever I hear those songs, I'm reminded of her, and all the good times we shared, and am saddened because we are no longer sharing those good times...