I took all of your wise advice this weekend and did some purging in little bursts of time. I ended up with a bag for consignment and a laundry basket full of orphans (mostly SKIRTS!), or items that I just can't figure out how to use. I will be posting some photos for advice.

I am not nearly through, but I feel much better having made some progress. The hardest part for me is that I love certain items regardless of whether they fit me. Like I have this amazing vintage ivory silk vest and jacket set that is too big, but I can't stand the thought of it languishing at Value Village. I realize this is dangerously close to "Hoarders", which I dread, so it's going away. But it's like pulling teeth!