If I had answered this question on the day it was initially posted (which, incidentally, will be one year on the day after I complete this post) I would have said "Nope!" "Nada!" "Nein!" "Nyet!" etc. This was still in the time when I was wearing heels in private. As of today, however, my answer would be "You bet I am wearing heels!" I see it as a matter of confidence coupled with an utter lack of concern about what others may think and if they should have a problem with it. As noted yesterday, I went to the dentist and it was the first time I was out wearing boots and a skirt while not in the company of someone who knows me. Then in the late afternoon, it was a visit to the (new for me) nurse practitioner, but dressed much more business like in a pair of Aerosoles pumps due to the warmth of that time of day. Today, it was the eye doctor in a pair of ridiculously cute Naturalizer slingbacks. Each and every time I entered the building for these visits, I did so without so much as the slightest sense of hesitation or fear. I marched right up to the desk, and stated my name and appointment time. I did not stop to look around at any of the other individuals who may have given me a second look or felt it necessary to do so. If anyone muttered a negative or disparaging word under his/her breath, giggled, or whatever, I did not notice and more importantly, I did not care. Then, when I got home, I had a bit of a walk from my garage to the front door my place. As today I was carrying my computer bag, bag of my case files, lunch bag, purse, coffee cup, and fumbling for my keys, I thought I had passed by hundreds of people and guess what, I truly did not care if anyone saw me. In fact, I hope some of the women around my complex did as they could sure use some fashion tips!
I have progressed to the point where I actually WANT others to see me wearing heels and when I have an appointment, I make sure my heels are fully visible. I can not explain it, but there is a huge RUSH (favorite band, btw) that comes over me knowing that others can physically see my heels. I guess that it comes from always believing that I would never be able wear heels out it public to now, actually doing so. Several weeks ago, I was out grocery shopping while wearing a pair of what pants (trousers for my UK friends) with white Espadrilles. A young man stocking shelves noticed me and then gave me a very obvious second and surprised look. I made nothing of it and went to the next aisle. As I thought about this encounter on the way home, I came to the realization that my approach to such reactions is simple: "I'm queer...deal with it." I have not had to use such a strong approach and I hope that I never will. There are two points that have really helped build confidence - accepting who I am and fully expressing that beyond just wearing heels, such as what clothing I wear, accessories, and the like. I realize that how I approach this may not be for everyone and that's totally cool - I'm completely down with that.