Family!
Sweetie, you deserve a hug.
Michelle is right. Clothes does not make the the woman, or man, or anything else. Nor does makeup. What they do, is allow a demonstration of which of the cultural and societal tribes we belong to, loosely, or tightly. My choice is to not transition, for many reasons, yet I am trans. My choice is not to dress in a way that would align me with the tribe I am most strongly aligned with, because I could no longer keep my promises to myself. I resist, and I am rigid about it - I am playing the tribal clothing game, in a comfortable niche that is more hobo than boho, but I can manage, but internally I know that if I disrupt this 'comfortable discomfort', I will disrupt everything... and that is why I resist.
So yes, I do not have the history of dressing, but I do have the history of catalog, and online window shopping...
Rowan