I hate deleting music from my iTunes/computer, but because I only have an old 8gb Nano, have to do it constantly. It's gotten to me so bad now that I'm going to spend the money for 120gb one even when I don't really have the money to do so. That seems pretty tame of an 'obsession,' though.
That goes hand-in-hand with wanting to keep folders/documentation/etc. on my computers very accessible and organized for whatever reason. I'm probably the last thing people would look to and think organized off of my computer though. Not sure why, but I just like having everything tidy. Cannot fucking stand a cluttered desktop on computers, my own or even looking at other people's computers.
As for obsessions, I don't like throwing away holiday cards that I receive, although I threw away quite a few recently. It's not that I want to collect them, just feel bad about throwing away things that people get for me. This is also why I've kept myself satisfied with a Nano iPod for so long because it was a gift. Also have tons of McDonalds, etc., kid's toys on my computer desk because I don't like throwing those away either.
I also enjoy buying books even though I don't really read as often as I'd like. Just having the option of picking up something and reading it intrigues me.
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