I don't think I've worn dresses, but I've certainly worn skirts and sarongs, more because of the clime and because I was in jammies mode. I have walked dogs in such attire and gotten funny looks for my effort.

Funny thing, I have passed as non-human before playing Left 4 Dead years and years ago. In my resistance to going vox, I had created hot-keys for common dialog bits (calling special infected, calling when I'm going to set off a crescendo event, dealing with witches, etc.) And took advantage of the medium to spell things out, so I was able to engage in most dialog quicker than typing. So others assumed I was a very smart bot.