Shoes for Male to Female Transvestites
Shoes can be a major hurdle for cross-dressing, because trying them on is so important before buying them. While a woman wanting to dress as a man can go into any shoe store and try on men's shoes to her heart's content, you may have a little more difficulty. Luckily, this guide will help navigate you through the process.
Width will need to be taken into account because women's shoes are often narrower than men's. To make life easier, it's a good idea to start with getting your feet sized in a store. You can ask them about what size your feet would be in other systems to broaden your options for purchasing online, or else use a chart to find what your size would be in other sizing systems. This chart is a good start: http://en.wikipedia.org/wiki/Shoe_size#Shoe_size_comparison
You may need to make size adjustments depending on what the style of the shoe is. If there isn't a physical shop you can go to that you'd feel comfortable shopping for women's shoes at--or your feet are too large to find fashionable women's shoes at most stores--it may be more difficult for you to be certain how footwear will fit you and what size adjustments you'll need to make.