Over the past year, I've made a number of changes in my appearance and done some things that had to have my closest friends saying "hmmm..." The hair removal alone has been pretty radical, but they've also seen me taking any excuse to wear makeup and/or dress en femme, which has to be pretty conclusive after just a couple of times. There have been conversations that beat around the bush a bit, but never quite made it to the point. I've done everything but say "yes, I'm a crossdresser," leaving myself that tiny little escape hatch, if needed. I've decided now that the caginess is silly. Their willingness to respect my privacy by not asking the obvious question has been admirable, but I think I owe it to my friends to clear the air. I started that process on Sunday. I went ahead and told two of my best friends (a married couple). The reaction was precisely what I expected: we love you, and you should feel free to dress around us any time.
It's great to have good friends.