Day-to-day, the way I usually organize my closets is a rotational system. I doubt I'm the first one to think of it: Whenever something has been worn/comes out of the wash, I put it back at one end of the closet. I try to make my next choice of what to wear from the opposite end, or close to it. If anything really backs up there, that means it's being passed over repeatedly, and maybe I need to do something about that.
Other places, you'll commonly see questions about whether the item fits, needs some sort of repair/is beyond repair, is too outdated, etc. I'll skip over those and go to a few other, perhaps subtler problems I've seen with my own stuff.
- It's the wrong level of formality for what I usually wear. In that case, I might move it to either my "formalwear" or "lounge/workout wear" section, if it fits in there and I intend to keep it. (I use the same rotational system for those sub-areas, but I'm a little less ruthless with the formalwear because I'm not a socialite… though in view of that, I probably do need to stop sewing so much formalwear and costumes. Moving right along….)
- I don't mix patterns fearlessly, so printed and even some tone-on-tone separates can be hard to pair up. That usually means I need a higher ratio of solids to prints for that season.
- Some tops need a skin-tone bra, which I think are kinda ugly/boring, so I often don't have a lot of them. When that issue comes up, it means I need to bite the bullet and either buy more of those bras, or get rid of some of those tops.
- Short tops and low-waisted bottoms don't play nicely. This can mean getting stricter about the lengths/waist positions of things I buy/make/keep, or making sure I have quite a few longer tops and/or higher-waisted bottoms. (I think really high-waisted pants are problematic—harder to fit, and since I've got a long rise, they can be unflattering unless they're quite loose—so I tend to prefer skirts for the latter case.)
- The color doesn't match the palette I'm trying to work toward, and therefore most of my other clothes and accessories. There isn't a lot I can do about this, since I'm not willing to dye things, so I'm gradually phasing those things out. It does mean I rarely buy fabric online anymore, unless it's a site that gives out Pantone numbers, thread color numbers, or swatches. (I could write a lot more on that whole topic, but at the moment I'm working toward something of a Soft Summer/Carol Tuttle Type 2 palette.)
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