Every so often I get the impulse to clean out closets and drawers and I feel it coming on again. I avoid it because it is depressing to think about the money spent on things I hardly wore and don't want to wear. I feel wasteful and stupid. What remains after the cleanout are mostly well worn favorites in dark colors! This exercise usually makes me wary about buying anything new. I look at the new spaces in my drawers and closets, and feel purged and ascetic. This lasts for a little while. I find that the things I bought because I either (1) needed that specific thing and searched for precisely the right item or (2) just fell so hard in love with it -- these things have survived the purge. But some of the things I bought when I went "shopping", looking for something to cheer me up --or things that were nearly but not quite perfect -- these things fall hard. What are your lessons learned from closet cleaning?