I once read that the shoes a crossdresser owns would make a street walker blush. I have also read about how crossdressers will wear shoes that are completely inappropriate for the situation. I must confess that I have been guilty of the later, but not so much the former. My shoe collection is about normal for a woman. Well for a woman that likes to wear heels, as many of my shoes have heels.
The highest pair of heels that I have is a two and half inch, or maybe a 3 inch pair of heels. They are very pretty but i don't wear them out of the house. The main reason I don't wear them anywhere is because they are too big for me to walk comfortably in. And that is one of my most important things, to be comfortable. I will wear heels, and most of my heels are actually comfortable to wear. Unless of course I am going to be in them for more than about 8 hours or I will be walking a lot. But my tallest heels, I can only wear them for a little bit, like about an hour. After that my feet just can't take it.
The most comfortable heels I own are 2 inch heels. In a two inch heel, I can wear them for just about as long as I would like to wear them. Now would two inch heels make a street walker blush, I don't think so!
Ok, but have a worn inappropriate shoes for the situation? Maybe, well probably. I have probably done that on more than one occasion. I do it less and less often though, due to wanting to blend in with the average woman. I will say though that it is hard to nor wear heels just about everywhere. If I am going to a museum, or if I am going to be walking around a lot, then I will wear flats, or sneakers even. But if not, then I will probably wear a heel. I just love the way my legs look when I am in a heel.
To other crossdressers out there, I would have to say think about the shoes you are wearing, will they make you stick out of the crowd and are they really appropriate for the situation?