Hi Sally (love the name btw);-)
So yes I have this discussion with myself quite often, I still worship the sun and never had a care or thought about my face aging until I actually started dressing last year.
Now every time I dress and do makeup I wish I had taken better care and would pay to reduce the effects of aging.
As far as whether to continue…all I know is that every single time no matter how bad the makeup job, once I put on the wig and see Sally in the mirror I am just happier and much more carefree.
I am not sure stopping is even an option at this point as it has become almost a daily thing for me. I do wear at least one thing feminine daily and as I live alone now I usually lounge around in ladies attire and a wig.
I am questioning why I am doing this and especially why so often, I really want to go out in public more and really wish I could pass but that seems so unrealistic … I will just take the second looks and snickers, it just feels good to be dressed and in the Sally persona regardless 🙂 cannot see it ending anytime soon…