Cosmic,
I always took pride in how I dressed as a male, professional mode with suits and ties, casual smart when meeting or going out with friends, and casual when at home doing whatever. As a crossdresser, where I started all this, I took special care to be extra sharp and be able to blend in and, also, call attention to myself for my personal taste in outfits. As a full time trans woman, I still take pride in how I always present from going out to just doing my daily routines. As a transwoman, I do take my time when shopping to find those things that feel right for the moment and also show me off to the world at the same time, not too flashy, but maybe a step or two better presentation than the rest of the women out there.
My first two summers full time I wore coordinated outfits, shorts, tops and color of sandals, when do my daily routines. This summer I have worn a lot of strappy sun dresses because I had my BA a year ago and because I can and and like to wear them. I also wore some short outfits, a few summer dresses and shorter summer skirts.
So, as a male I took pride in how I dressed, and now as a retired female I take pride and a little more care in how I present daily.
Allie
PS: Ever since going full time I have stopped using makeup, except for my regular use and touch up of my lipstick. I wear a watch, ring finger ring(s) and rarely a bracelet. I also wear a simple gold necklace with small pendant and sometimes add another gold necklace to go with it. I worry most about keeping my older and then hair in place and keeping that lipstick still visible throughout the day.