So, I will make comment on this long dead thread. (Charge, clear, bumbum, bumbum, bumbum...) I think I just recognized one indicator of a person who is likely to misgender someone who they have known for a while. I went to visit my brother and my sister this past weekend. My brother, who I thought would have a hard time with my change, gendered me perfectly. My sister, who I thought would be a breeze with acceptance, misgendered me unintentionally a number of times. Both are accepting, only one slipped up. What is the difference? Well, my brother is a bit of a free spirit, and has very little structure to live by. He has controlled his own life but doesn't mess with others. My sister needs control in her life. She is very structured and needs her order. I think, in her head, she has me tightly bound to the old structure of her orderliness as a 'he.' My brother, being more flexible, was able to make the leap. I started to think of others who have misgendered me a lot, and yes, they tend to be more structured in their thinking. Just thought I would put this out there.
Monica