I don't fully dress as I know I could never, ever come close to passing. So I set myself a couple goals. The first being able to freely wear my hair longer, nails painted, tops, skirts, stockings and heels, in front of family and close friends. So far, I would say I'm making good progress as my rents, SO and best friend know, and all are supportive. All I have left are my SO's, so to be wife, rents and her brother. My second goal, which I have accomplished, is similar too the first minus the skirt and stockings. I go out in pants, woman's of course. Not sure if I can achieve the 3rd goal, which would be able too wear a skirt in public freely. Nice to dream though.
All these goals were and/are being reached with small changes over time. From shaving the legs, clothing styles and finally painting my nails. These changes occurred over the span of a couple years. Thought little leaks over time would be better than busting the dam wide open. Seems too be working. Helped a friend build a deck and did it while skirting the whole weekend. Very liberating to say the least.