I think that many people start out with concepts & judgments in their mind about crossdressers and transgenders. Then you try to explain to them your reasons and you may be up against their bias. I have only come out to my wife and the gals here. I have mentioned my feminine feelings to a therapist long ago, not mentioning any dressing. She was very receptive although the conversation did not go that far as I was working on other issues at the time. I am currently seeing a a different therapist and I have had thoughts about coming out to her. Just not sure yet. We have an excellent relationship and talk about many deep things and I may be ok with keeping it that way.
So explaining it to others… I would explain that going back to when my mother was pregnant with me and she wanted me to be a girl. I was bathed in her thoughts and whatever hormones and chemicals come from the biology of those thoughts. I was surrounded by a pink fog for 9 months. Somehow that pesky Y chromosome was there in me. The rest is history. The fake male persona I was supposed to be on the outside. The kinder, gentler, nurturing, sensitive me on the inside. This isn’t about the clothes or having sex in lingerie. This is about interacting with the world as the true me, my self acceptance and healing shame / guilt from the past.
I am not sure if I sat down with any of my friends, family or co-workers that they would understand this, so I will not even try at this time.