I definitely feel this way. Music speaks to my soul on such a basic level, and it has powerful influence over my mood. There are specific songs that bring me immediately into moments of my past (bad, good, or neutral), and others that are pinpoint accurate to where I am currently. I used to listen to Dave Matthews Band a fair bit. Grey Street is one that's a little more upbeat, but utterly painful to me sometimes in its accuracy of how I feel at time. Dreaming Tree is another one that brings me right back to a time at college where I was drowning in depression and didn't know how to surface.
I can't listen at all to Grateful Dead music without thinking of a past boyfriend who hurt me so much, and I let him because of this damn disease and an inability to do anything to preserve myself, or even to recognize that I'm in trouble. Funny thing is, I am almost positive he didn't want to or know he was hurting me - he was just toxic for me at that time and I didn't know how to see it or how to get out.
I love Simon & Garfunkel, though; even Sounds of Silence. But they do cut straight to my emotions. I find in general I love music that does that, even if it makes me sad or depressed. I'm the same with movies - I love things that genuinely make me feel something intensely, even though that's not always a good idea, depending on my mood.
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