Ok, so at this point I am pretty much out to everyone except for my grandparents, two sets of aunts and uncles, and of course my job. Everyone else knows, though my in-laws are a little eh on the subject. We haven't talked about it for a while, and I do not dress or anything around them. The most I get away with is my underwear, and even wearing a sports bra can be iffy, since the outline can be seen with some of my tshirts.
Anyway, my plan currently, with the support of my wife, is to be full time next March, along with starting my HRT. The last time my in-laws and I talked about me transitioning, it didn't go over so well, but the last line that was said was "We will do this, for your son." In other words, not necessarily supportive, but dealing with it because they still want to see my son and my wife. That is how supportive my wife is at this point (God bless her!)
The problem now is that I have to do coming out round 2. You see, my wife and I are planning another trip to Disney for next September, and my parents will also be going, and we had been talking to her parents about having them go with as well (all staying in separate rooms). Well, her parents still don't know about me wanting to be full time next year, and there are no questions right now as to me getting there (aside from maybe not telling work just yet. Job disclosure is up in the air yet, what with me looking for a new one and the current being a pain in my rear).
So, has anyone else dealt with the inevitable, and what is it like? How do you go about it, and what do you say knowing you will get a negative reaction (possibly a VERY bad one)? My wife wants me to tell them before they decide to buy tickets and everything, because that would only make it ten times worse. (We already had to hear how my father in law thought our wedding was "a waste of money.")
I agree with your wife. If you know the harm it will do anyway you may as well minimize the reactions and tell before the trip. I knew my family would disown me as soon as they found out so I did not put myself through any long sleepless nights and just told them. You could try to get away with telling them after the trip, but you would be worrying about a slip of the lip from your parents the whole time. Just my humble opinion. :)