When I joined the site, I had never even considered re-telling my wife of neary 30 years. I did tell her before we got married because of threats from my ex-wife. My current wife did not want to talk about it and I promised (being madly in love) that I would stop. Which I did for years. But I never could stop the fantasies. I had to be satisfied with my imagination. After our daughter was born, the opportunity to dress became non-existant because when I wasn't working, I usually took care of her when my wife was working. When our daughter went away to college I found time when home alone to start dressing again. At first it was just some pany hose, but later I got forms, makeup, etc.
I had planned on telling after our daughter's wedding (August 2014), but still have not and think that I will not anytime soon. I can't see how telling would help anyone but me. I don't think she would be accepting and it would only add to her problems (she has a couple medical issues that while not dabilitating cause her pain).
I know that I risk being discovered, but have decided that the outcome would be same whether I tell or get busted. I'm sure there are others here in a similar situation and would love to ear your thoughts