When I was reading "She really did it!" thread, it reminded me on something I did many year ago when underdressing was still something that I didn't do on regular basis. I decided I want 2 weeks of "no male underwear time" and I locked all my male underwear and socks in a metal box and left the key in my drawer at work, before going on vacation (1 week at home, 1 week abroad). Nothing special happened in those 2 weeks, what I would need male underwear for, it was quite fun wearing panties every day, but quite a psychological game as well. You know, what if.. Especially when boarding a plane and wearing white female lace panties and black pantyhose under my pants. Now I almost exclusively wear female panties for years and even go to my doctor dressed like that, but otherwise I'm still in the closet and most of the time present myself as a man and wear male clothes.
More than on one occasion I considered doing the same challenge with shoes or pants, but never had enough courage to do that. I have some female shoes and pants that are quite unisex looking, I think, or at least don't scream out "female item" but still it is not the same as with panties and socks that are mostly hidden under male clothes. People who know at least a little about fashion, can tell the difference right away.
Did any of you ever did something like that? How did it go? Should I do it this year when going on vacation?
I don't pass as a woman even remotely and I can't (don't dare do it) a version of vacation where I would present myself as a woman all the time. I just don't have a courage for that. Just pants or shoes, maybe.