Heya Billie, Congratulations on taking this important step!
I'm 56 going on 57, and have been taking E for almost six months now. I am much more at peace and comfortable with myself since I began, but generally I feel as if this transition is a gentle and gradual one, almost more evolution than revolution. I'm finding preference in more feminine aspects of my existence, but I don't regret my past choices, nor do I hold any resentment toward my former and fading maleness. I have four sisters, all from a fanatical football family, so some things like loving American football, I don't see as gendered where others might.
I'm having to get used to taking more time and care in my appearance, and sometimes miss the convenience of putting a cap on and walking out the door in the morning. But things like that seem more about rearranging priorities than about association with my birth gender.
Sometimes I see the whole process like a caterpillar/butterfly analogy. The caterpillar was a necessary condition for me, not one I regret, nor wish to repeat. Gender is certainly about performance, at least in part for me. And the performance of it demands some concessions, in order to be perceived as I perceive myself. Each of us has different ways that we can and might stretch and test those societal norms, and at what cost.
The more time I spend thinking about it and living it, the more comfortable I become in accepting and showing the woman I am, rather than "becoming" a woman. In a way, I am finding that my birth gender was a kind of a sham, and that the maleness I had, besides the hormone-driven physical (and psychological) attributes, - my "caterpillar," wasn't really male at all.
Thanks for posing the question. It's fun to think about my journey from different aspects and perspectives. I hope that your own journey goes well, and will be looking forward to hearing some of your own insights as you go along.
Erin