As a reminder, be sure to properly give content warnings and put sensitive subjects behind proper spoiler tags. It's for the mental health of not just your comrades, but yourself as well.
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No worries! Lmao I marched right into the women's section, this was after looking for sleep shorts among all the lingerie and stuff.
Uh I would say one, measure your waist/hips with a measuring tape if you can, and compare skirts against that. Two, you can usually bring a few into a changing room at once, like at least three. Also I would hope nobody would be an asshole at you for shopping in the women's section, or buying skirts. People do not care, in my experience at least. At a thrift store in particular it's whatever usually, very neutral comfortable environment.
I really don't have reservations shopping anywhere for anything anymore, when I was six months on hormones I walked into a La Senza and bought a bunch of panties, because Idrc. Not sure what kind of environment or town you are in, fwiw.