I am 50+ MTF with a wife, 5 children, 5 grandchildren, 4 siblings and parents thankfully still living.
I am so grateful for the fact that everyone in my family supports me. As long as their intent is loving, I try not to judge or to correct their slips. My 80-something parents slip up all the time. But I know that they love and accept me deeply. When they make mistakes and then correct themselves, I try to remind myself that it is like a double-embrace - of the me they knew and loved and of the me they are coming to know. Viewed that way, it is kind of wonderful.
My children get a free pass. They can have all the time they want to work this out. And I am learning a lot by allowing them to do this. For example, one of them pointed out that some gay couples establish "mommy" and a "daddy" roles within the family. For them, "mommy" and "daddy" aren't defined by one's sex. So she feels no issues thinking of me as the woman who fathered her. It took me a while to wrap my head around that one, but she's right. There is nothing to prevent us from ungendering "father" if we want to.
Yes, it depresses me when people get my name and pronouns wrong. But, so long as their intent is good, I try to shift the focus from their mistake to my education. Do I need to work on my voice more? Am I signaling something I am unaware of? Am I breaking out into old habits (like my old, boyish sense of humor)? When we are with family, we all tend to revert to very old patterns.
I try, too, to strike a bargain: I will honor their past if they will honor my future. Misgendering within the family isn't necessarily about gender. For example, my children are all grown up. And yet - in my mind - they are still my "little babies". At some level, they will always be my "little babies". I think that it is natural for parents to cling to such memories. How could you not?
That my parents and siblings cling to memories of me as a little boy isn't necessarily a rejection of my gender. It is a wonderful part of their lives that they long to celebrate. So I make it clear that they are welcome to keep old pictures of me and to repeat all the old family stories just as they used to. I don't want to take those memories away from them. But, in return, I ask that they embrace the woman in front of them and create some new memories that include her.
And they do.
And I need to respect that I have taken something away from them that they loved very deeply.