Hi Gigi,
No one in my family has yet seen en femme. However, I have been out on several occasions in my witch dress. (look left).While there was laughter, there were no disparaging remarks, and several guys said I looked pretty good.
As Jessica said though, we are our own worst critics. I too remember looking in the mirror and chuckling and said to myself, you're gonna be one ugly woman if you transition. The picture is pre-HRT. I still present predominantly male in public but since starting HRT and electrolysis, I'm presenting more androgynously, even wearing light eye shadow, liner, and mascara and haven't noticed any shocked reactions. I think in the time I've been on HRT, I'm noticing a softening in facial features. Meaning, I don't think I look as awful as I did.
One of the things that has stuck with me is what someone on YouTube said, you don't know how it's going to turn out. So if that's all that's holding you back, that's just fear.
Congrats with your wife accepting at least part ways. Transition isn't an overnight process. The best advice I received was take it slow. That works for me while others may have shorter timelines.
Telling my wife didn't go as well. I just told her that I thought I was transgender. Being fundamentalist Christians, she would only let me see Christian counselors, and the best advice they had was to pray it away. We stayed together about 8 years or so as roommates. And I told I would absolutely not transition. We still divorced about 4 years ago and my son hasn't spoken to me for a couple years, even before starting HRT
Since I had pretty much lost that life, (married 21 years), 2 years ago I said <not allowed>, why not? Took a while to find a clinic and get on hormones, but I am pleasantly surprised. Will I ever be a gorgeous woman? No way. Passable? Who knows.
Sorry to hijack this thread but I thought some background might be helpful why someone who thought they would be ugly, would begin transitioning at 65. For me it was trying to get over thirty some years of depression and repressing who I wanted to be.
Thank you Jessica for sharing your story that it can work. I'm sure you and your wife had some hurdles to surmount. I'm guessing you cover that in your blog.
Gigi, remember, this IS a safe space. I've gotten 0 negative comments about my photo.
Best Wishes on your journey.
Hugs
Misty.