Might not be a problem living in New York or any other big city where you get lost in the crowd, but I will stand out as the only man wearing a skirt here.
There aren't even that many women that wear skirts in this area. Only on the warmest days in the summer.
Diapers and skirts have the same rules, only be visible when its low to no risk of meeting any people, so far at least.
I might hike in the daytime with skirt in the spring and summer 2027, also when there is a low chance of meeting people, but there might be a chance.