I have a question. :D
What would happen if you told your friend and he was perfectly fine with it even to the point of not being bothered if the two of you continued to hang out while you are dressed. Anytime. And what would happen if all your other friends felt the same way and your wife had a change of heart about others not knowing, after the realization there was no unpleasant social consequences to the knowing.
Do you think you'd move towards living full time?