Alright, I'm completely confused. Can't make heads or tails of my thoughts. Haven't slept well for the past few days. For the past two decades I have worn heels exclusively at home, with very very infrequent outings, at night. In the last year I started wearing them out more, have bought a few boot-cut jeans to hide the heels, have become more comfortable with myself, and being outside in heels. The jeans cover most of it anyway, and thus far I have not received any comments. Have been to a few stores, and coffee shops, usually quite self conscious, sometimes am able to relax and just enjoy things. Never been interested in more than heels.
Then on Saturday I find some black pantyhose in my stash of jeans, don't remember how it got there, but thought I would try it on with one of my black knee-boots. Ended up thinking that a skirt would complete the look. So Sunday I stop by a second-hand store, quickly grab two mini-skirts that look good and will probably fit. Monday I had a few hours at home, and the first thing I do is try things on, black pantyhose, 4-5" stiletto black knee-boots, and a grey mini-skirt that went down to mid-thy. Now, this is probably the first time I try on skirts, and never considered it, never was curious about it, but the look and feeling was amazing. I have no ideas how to match the top with the bottom, meaning, what shirt or sweater I need to complete the look because I don't want to "pass", I have stubble and am not going to put on makeup or wear a wig (no disrespect, but that's not my thing). But I don't know how to complete the outfit, well, because I have never thought what I would wear if I wore a skirt. After some brief trial-and-error I figure the jacket completes the look quite well, and thus the shirt is largely irrelevant. And look in the mirror.
What I saw confused the heck out of me. It was comfortable, I felt comfortable, but at the same time super-weird. That was the most unusual look I have seen on me, and I couldn't place it at all. WTF was I doing?
Given my pattern with heeling outside, never obviously showing the heels, the logical thing at this point for me would have been to enjoy the experience at home, in private. But no. I had this indescribable urge to be outside. It was overwhelming. It was dark outside, late evening. I got into the car, and went to a place that I infrequent for heeling, a small park in a residential neighbourhood. Park, and without any major self-talk, get out of the car and start walking. The entire walk took about 15 minutes total, beside some houses and roads. Some cars passed, I met no other person walking. Parts of the trip was under heavy lighting, beside some condos. I didn't meet anyone, nor talk to anyone. Skirt was mostly visible. Boots completely uncovered. I felt "normal", didn't care that my legs showed.
I frequently get the fight-or-flight response, trying to stop my heart from jumping out. After a while that goes away, and I become calmer. If I'm able to relax more, I end up usually happy/thrilled with the experience. This time I was rather calm the entire time, no panicking, no low or high emotions. Was focusing on just walking. Would say it was more like a state of "what is just happening, I can't comprehend this"?
In short. The experience was fantastic. I loved it. But my mind hasn't stopped reeling since that night. I can barely sleep. I have all sorts of mixed up feelings. Why did I do that? I'm not ashamed, but it was completely out of character. What the heck do I want with this. What was I thinking? Where is this going? Is this something new that I will eventually want to explain to my wife? Why can't I be "normal" (according to society)?
[I'm not comfortable sharing images, this is as good as it'll get]