MW,
Does your company have a trans-friendly policy? Has anyone broken the trans barrier there. Sometimes, the company is trans friendly but they may need to actually have someone exercise the policy. Those out on the floor may be getting away with violating the policy because no one has been offended AND called them on it. Training about the company's policy and enforcement is often lax until the actual need arises.
You may still lose your friendship no matter what. Neither you nor your company's policy can truly change his mind if it is made up, But, you may find that the company's management will support and protect you. There is a risk in putting out feelers about the policy if there is no document that elucidates them. So, be careful about who you speak to.
Another thing about people and their attitudes toward us. When the object of their disdain is a relatively unimportant person in their life, it is easy to hold people in disdain. But, when that person is more important, they may reevaluate. The opposite can happen as well. Sometimes they hold to a theoretical liberal attitude but when it shows up in their own back yard, as with a spouse or parent, they find they are not so good with it all. The latter is where I find myself with my daughter. Things seem to be working out with her in my favor, now, but for a while there it was a bit iffy. My daughter was, for many years, in the cosmetology field where she met and befriended many gay men. One of her first comments to me when I came out to her was that she had a lot of gay friends. But after my revelation had a bit of a chance to sink in, she began to struggle with her own father being transgender and my doing something about it.
This coming out as trans thing is such a mine field.
I have, in the last week, approached my employer's HR department and found that they are supportive but that I am their ground breaker. So, I know there will be growing pains for them and me with my coming out to the general population. Right now, as a necessary first step, I am just trying to see that my immediate supervisor is OK with it all or in the unlikely event, he isn't, the he needs to understand the company's policy regarding my treatment and his behavior in general. Coming out to the general population at work is being deferred until it really needs to happen. I do not often work on site and then only for a few days at a time. There may not be a need to come out to them at all before I actually do retire.
Stevi