I did realize from a very early age, say, younger than 6, that the white go-go boots were for girls only. Or the black, as the case may be. And somewhere, in my own interpretation later on, I decided that I liked wearing such "forbidden" items, but that I had to have a certain presence with them that was more on the feminine side. I can remember the first time I saw myself in the mirror with high heels on, I was horrified. I looked absolutely terrible! I vowed never to wear them again, they just weren't for me. And, for the following 15 years, I did little to nothing with it.
As life became more stable and more comfortable, I took it up again, this time for real. And I tried to address my concerns about looking terrible, which had mainly to do with posture and gait, and a little bit to do with how the rest of me was dressed. I never entertained any serious thoughts of trying to change my gender or my gender appearance, I just wanted to be cool and graceful.