I like chadya's list very much -- I'm going to save it for future use, myself.
I'm feeling a bit like a forum outlier these days. I'm not very purge-happy at the moment. Yeah, I could stand to pull out some things I have not worn in ages, and to review my holding zone, but all in all, my approach to closet editing has gotten less frenzied. Some of this may be simply because I have been traveling for much of the summer, and I know my unworn things are unworn mainly due to lack of opportunity to wear them in this particular season.
For instance, I've barely worn my Vince jumpsuit from last year this summer, but there is no way I'm getting rid of it -- even if I only wear it rarely, I enjoy it when I do. However, there is an old marble-print skirt in my closet that I've resisted donating because I love the print and enjoyed wearing it five or so years ago -- the kicker is that every time I've started to put it on in the last two years, I take it off in favor of something I like better. Oh, and one time I took a photo of an outfit with that skirt and felt like it made me look even wider than I am. That's a sign that this particular skirt needs to go.
I'm not trying to attain some magical number in my closet, and I know I have a wardrobe that many people would consider "large" because of that. I went through a couple of years of buying a lot after I discovered YLF, and that is now calming down. I feel like I've come a long way in figuring out my style, so I'm making fewer purchasing mistakes and taking longer to tire of items in my closet.
I have some pieces that are difficult to style, and they'll never be workhorses, but I don't want to let them go for various reasons. I don't subscribe to the idea that everything in my closet needs to be a workhorse, or completely versatile, or practical (Angie's recent post on that topic hit home for me).
I've also had a couple of purging regrets in recent years that have led me to consider more carefully why I want to let something go. I purged some tops after losing weight that I now wish I still had because fits got looser, and what once looked "big" on me would now look easy and current. Oh well, we can't always predict what we have in our wardrobes that will come back around!
This is probably sounding like I'm anti-purge, which I definitely am not, but lately there has been so much celebrating throwing out all the "stuff" in our lives (I'm not talking about just on YLF, but on Facebook and many other places, and yes, kondoing has become a verb!), that I have an instinctive reaction to defend the practice of a gentler, more careful form of editing.