I’m kind of disappointed in my progress with the decluttering this week – my heart just hasn’t really been in it, and I’ve been picking the easiest cupboards to do to fill my one-a-day obligation. It’s weird, I really want to get the decluttering done and once I start it’s usually fine, but I keep avoiding it. I’m wondering if maybe it’s because I know I have to deal with my wardrobe soon, and I’m anticipating how difficult it will be to let go of some of the things.

I can be quite sentimental about things that I got as gifts, or things that have memories attached, which makes it really hard emotional work to declutter. And nowhere is this more pronounced than when it comes to my wardrobe. The things I don’t use and should let go of all seem to represent a “better” me, which in some sense I wish I could be – the person who actually wears 4″ heels more than once a year, the person who has lots of occasions to wear cocktail dresses, the person who fits into the size 2 jeans always used to wear the winter I met my husband. And it’s hard to let go of those things, because it amounts to admitting that I’m not that person, and likely won’t be again, at least not for a good long while.

When I started this I thought cleaning out my wardrobe would be the most fun part. I’ve always had fun with it in the past, but to be honest I think that’s mostly because I’ve allowed myself to keep a certain number of these wishful thinking items. And now I wish I’d gotten rid of them much sooner – would I be thinking about the fact that I can’t fit into those jeans anymore if I’d given them away four years ago and didn’t have to keep looking at them? Probably not. I think it’s time to dig into the difficult wardrobe decluttering while that realization is still fresh in my mind…