Even though I have a 32 gig iPod, I try to limit myself to about 1000-1500 songs that I listen to on a regular basis. I absolutely hate scrolling through piles of useless music before I finally reach what I want to listen to. That being said, I have a strong emotional attachment to music. If I listen to a particular song during an depressing stage of my life, I will always associate negative feelings with that song. So every few weeks I try to filter out all the music that brings back negative thoughts (if any). Do you guys have any strange habits in regards to keeping music? Or do you just hoard it all together on your massive 500+ gig hard-drive computers?