My skirt selection has dwindled somewhat as I've leaned hard into an extreme casual/practical daily style in the summer (I work on a school schedule). I used to have more simple, easy jersey skirts when I lived in the desert southwest, but have been retiring them as they get too ratty, so I'm down to just one of those (the black Toad&Co skirt in pic #1).

I have two nicer skirts that can dress up or down: the raw silk one in navy, from Only Child (pic #2), and an olive linen one from Not Perfect Linen (same style as #3, but in a different color). The jersey skirt is a good substitute for casual shorts, while the woven skirts are a good alternative when I want something with more structure.

Once upon a time, I had quick-dry synthetic hiking skirt that I loved, not to mention a couple of synthetic hiking dresses. I've been missing those, and a new hiking skirt is on my wishlist (pic #4).

I've also noticed that skirts are one category where I have no crossover whatsoever between winter wear and summer wear. I have a similarly small handful of skirts that I wear in cool weather, and I've found time and again that the skirts that look and feel best with leggings/tights are very different from the ones that look and feel best with bare legs.

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