Hi Quirky;
>>How far along are you in your transition?
I am in early days yet. I live in a very small rural town so I am cautious and have a lot of work to do in order to access resources. Where am I right now... Hmmmm... I'm making a few emails to a support group at the nearest very small city about whether they will have a meeting when I am in town for work. I also am hoping they can give me some advice about what laser hair removal place to access. My big first step was to go on finasteride to stop any further hair loss. I absolutely love the side benefits... I won't go into details, I'll just say that I don't have the same problem when I wake up in the morning... My wife is probably happy about that too...
>>Have you come out to family/friends/work yet?
The most important person bar none to come out to is my wife which I certainly did. One of the best things I ever did in my life. I am out to a few very close liberal friends. Most don't know.
I am not out to family and I honestly do struggle with this one. I believe that every person is different and I want to find ways to come out to them in a manner that will offer them the best means of coming to accept it without losing the relationship. I probably will begin HRT first. Realistically, my wife's family live on the other side of the Atlantic and I don't want to do it by phone!!! So, that will have to wait a year until our next seeing each other. My mom and most of my brothers and sisters live 12-13 hours away. We see them about once a year to two years for a few days top. Our relationship is already strained so I'm not sure what is the best means of doing it and whether quite frankly it is even worth bothering. With my father, he is the type of person that may respond postively to talking it through (straight out) but more than likely he would be far happier just seeing me grow my hair out, making positive life changes, seeing that my children are well, and then as part of that evolution talking it through honestly as he starts to connect the dots.
I am the one working right now, so I'm very careful about work because a lot hinges on me maintaining the income while my wife raises the children. That being said, I've made changes to feminise myselfat work while still being within the male spectrum but have definitely been noticed. I'm increasingly wearing clothing that is a bit ambiguous (e.g. open necked linen shirts with lighter colours), growing my hair out, have pink/orange/baby blue socks, etc. When chats come up that are typically not in the male terrain, I now freely participate. I am starting to bring in the odd "chick lit" book. They haven't figured it out, but I'm building a nice foundation so that I can come in and chat about it without it resulting in shock and animosity. I work in the social service field in a government branch that is unionised so I'm protected. Still, it could be uncomfortable if they wanted to make it so. I am careful because although the small community I live in is fairly liberal, there are those within it that are NOT. The local women's shelter ran a fund raising even where people cross-dressed and there were death threats.
>>When she is full time I wanted to give her a professional makeover and then we can renew our vows as "wife & wife"..
My wife and I joke about getting a divorce so we can get handfasted as wife and wife... Then we can be out both as lesbians and pagans...

All the best to both of you.
Hugs