Hi New member here!
Being a realist, I've got zero chance of passing. So I don't even try.
I wear undies 24*7 and my wife is ok with that. I'm not allowed Bras though.
If I go out on my own, I'll wear heels, tights/stockings, skirt, bra and blouse/top. I'm obviously a man wearing women's clothes but I'm at that age where I don't care anymore.
Only reactions I ever get is the occasional laugh or comment from groups of teenage girls.
Nobody else appears to care.