Seems to me, what he means by presenting.
If he means you must wear a skirt or dress, pad out a bra and wear makeup, that isn't presenting as a woman. That is presenting as a particular woman.
I try to make my appearance feminine, reflecting myself and how I feel about myself.
I don't wear makeup because I don't feel I want to. I won't pad out a bra or anything else. I don't have breasts. I don't need to pretend I do. If I had breasts I would wear a bra.
I actually wear the same brand and style of shoes as my wife and many others. They are not, by any description, women's shoes. They are just shoes. Something like this:
http://store.drmartens.co.uk/c-150-refined-womens.aspxI'm wondering if that approach might be more in keeping with how you feel and your Dr's professional concerns?