I told my wife before we were married and she seemed open at the time to trying to understand. But I was very nervous about it and I didn't handle it as I should have. As we've gotten older (we've been married almost 30 years) we've settled into a DADT routine. She knows I underdress daily and I feel my crossdressing is the elephant in the room.
One of the reasons I started on this board two weeks ago is to try to figure out a way to break the logjam and get the conversation flowing again.