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I looked for similar threads, and I know that they exist, but I didn't find an appropriate one.
Yesterday was a nice day and the mistress and I event to High Park to see the Sakura cherry 🌸 before it is too late. Toronto received 2,000 trees as an international gift from Tokyo, in 1959 - the largest gift of its kind. I had gone twice on my own already, but my wife still works, so she had to wait. Big crowds still.
When she wanted a picture in front of some bright yellow forsythia, we saw a relatively young man wearing all black. Hat, black hair (he may have been Asian), dark glasses (maybe), black boots or shoes, and a black, very pleated Maxi skirt. He didn't look to be in goth, though. Not something that I see every day, but there he was, and the skirt was beautiful.
There was a separate group in cosplay outfits up the hill, so I don't think he was doing that or with them.
Later, we went downtown, to go to a restaurant. While waiting for a traffic light to change, I noticed a young man waiting on the other side of the intersection. I can't say that he was crossdressing, but I can't say that he wasn't, either.
From 50' away, he had short hair, some sort of loose maybe pale yellow translucent shirt, very plaid short-legged bell bottoms, and black 3-4" heels. It all seemed to be incongruent.
It's amazing what we can find outdoors.
I often hope that I'm sighted when I'm out dressed and that another secret CD will get more courage to venture out or that more people in society will accept by virtue of just seeing and realizing "Who cares".
I've spotted many who might be transgender, a few obvious crossdressers, and several gender fluid. I've never engaged in a conversation since I respect the privacy of others. I've still been curious about the why, the story.
When dressed, or trying on heels in male mode, women have engaged me in a conversation a few times about my feminine interests, fashion sense, if I'm married, if my family knows, what type of job I have, and always a positive discussion for both sides.
I haven't gone out very much, but once I went to a nearby Walgreens and a 40 something woman gave me a very big stink eye.
I know a guy from the running circuit who wears makeup most of the time. I wish I had his nerve!
I recently went out to a baseball game with a few coworkers. We went to a microbrewery and had a few before the game. I saw one crossdresser there. Then, after the game, we went to a bar. While we were commiserating, another crossdresser entered as part of a small group.
The effect it had on me was not unlike Lea's hope that her being seen in public might embolden others. Although I've been out in public several times, and with the exception of some pretty aggressive stink eye from a black woman in convenience store (where the clerk very politely addressed me as "madam," BTW) I've never had any uncomfortable moments, I still feel that invisible barrier at the threshold of my front door.
I can't say whether or not any of my coworkers noticed them, so their lack of comment of their presence could be an indication of casual acceptance or a false-positive for same. I'm considering presenting as a woman at work next Halloween, but I'm afraid the aforementioned encounters provide no real indication how doing so would be received.
Here in California it is not uncommon to see such people, whether fully trans, crossdressed or gender fluid. I am proud to be one of those others may see. While not common here, it also doesn't seem to raise the least notice from people. My wife was just at Disneyland and noted a few employees were in various states of gender nonconformity. A couple of "guys" were un skirts and another had lovely ling hair tied back in a very femme blow with long earings...and a beard. The kast time I was there a "male" employee had the most beautifully applied make uo.
While I am selective of where I appear in public, I have never had an issue, and my hope is that each time I am seen it helps others to feel comfortabke in how they dress, or makes it just a little more normal and accepting for those who don't dress. I have had nothing but smiles and compliments, so my hope is those people then go on to encourage others to be acxepting.
For a number of years I dressed as a female, witch, hooters girl, peg from Edward scissorhands, cheer leader etc and had a blast. One fellow took a double take at me and exclaimed loudly, dude, it's a dude! Funny
Sorry, for Halloween