Hi Kaitlin! I think you are playing this very smart. I am doing a slow, methodical transition also, but for a different reason. I am doing it slow so everyone close to me can ease into it which I think builds more respect and is not a "Shock and Awe". You seem to have a very intelligent mind, and a totally cute and passable face. If you look like this before HRT, you will be a super model after. It sounds like you have a good amount of support and that is a necessity. Good luck with your transition and you have my complete support as well. Here is a BIG HUG for your day. 🙂