I'd be very interested in hearing what his Ex Wife would have to say (no that's not a invite to ween), from what I can see she tried to indulge her husbands kink at first because hell why not keeping your sexlife happy and fresh is a good thing but I'd be interested in knowing what the tipping point was from indulgence to "oh fuck no".
I am going to hazard a guess saying it was when age play came into it, because I can imagine that becoming a moment of worry about her Children (i'm also guessing that at first it was just a bit of fun to have sex with her husband dressed in a dress, but at some point she became uncomfortable with it), I couldn't imagine what must have been going through her mind at that point, and I'm guessing it was a bit of a nasty divorce and he wasn't all that stable to begin with and that's why the restraining order came into play.
I'd also like to say I feel really fucking sorry for the Trans community that the Nutters like this put themselfs forward as the spokes people for that community, most of the transpeople I have known want to keep the fact they are transexual under wraps (especially if they pass well) because they just want to get on with life in the gender they feel they are. It's really not helping matters that the SJW / Tumblr trans people are eroding the acceptance that's happened over the last 10 / 15 years, because they are quite frankly nuts, I just wish that the more rational people in the Trans community would come forward and shut the nutjobs down before they can do any more damage (this is true with many other communities as well).