I've recently come out to my family and my husband's family. Not all at once but over a series of conversations. I'd say that over all it's been positive but the reactions have definitely been mixed. For background - I'm 26 and none of my family live in the same city as me.
The first person I told was my brother. He was, and still is, pretty confused but also supportive. He still calls me his 'sister' though, and I think that that will be hard to change.
After that was my husband's parents. His dad is very quiet and hasn't really said much but he seems supportive enough. His mum however is very outspoken and while she says that she supports me, she keeps getting my name wrong. In emails, even when she uses my new name she spells it the girl way even though I've corrected her. We've already had one big blow out where she called me selfish and accused me of not thinking through how this would effect my husband. She also keeps on talking about how surprised she is because my hobbies are 'so feminine'. I'm pretty sure this is just because I knit. I think she does want to be supportive but she just isn't there yet.
Next was my husband's brother who was fantastic. He switched over name and pronoun right away but otherwise treats me exactly the same as he did before. This is exactly what I was hoping as he is one of the people who treats me like a person, rather than like a girl.
Next was one of my sisters. She seemed fine with it, though we didn't get much time to talk it through.
The last person I told myself was my Mum. She was initially supportive and said that she wasn't surprised, but after she had some time to think she lapsed into 'but I don't understand where this is coming from' and hasn't really got past that point. We've only had one long conversation since this and she kept on asking if there was any alternative, like maybe a therapist could change my mind or maybe I should just take more oestrogen to help me feel more like a woman (not sure where she got that one from). In the end I had to say that this is something that is happening whether she likes it or not, and that I'm asking her for support, not her permission.
I should mention that my family lives on a separate island to me and it's two plane flights to see them in person so I told them all this while I was down anyway for my sisters' 21st (twins). unfortunately after telling half my family I came down with a really bad cold and lost my voice so I wasn't able to tell the other two - my dad and other sister. Mum has since talked to dad and says that he is "a bit shocked but digesting it calmly". I haven't talked to him directly since then. She was also going to tell my other little sister but not sure whether that has happened yet. If not I'll just tell her myself once my voice recovers.
I know that I'm lucky to have a family that, for the most part, supports me and is trying to understand but I can't help but be disappointed by my mother/mother in law's reactions. I wish we didn't have to live in a society where a gender change is seen as negative and scary, rather than just another way to express ourselves.
Among my friends a few people have been surprised but most have been fine. One put it really well, that my gender wasn't the reason that she was friends with me in the first place so why would it change anything if I'm a guy now. I guess this is what I was hoping for with family too.
I am so glad you have found some acceptance. I know how hard it was for you to come out. Congrats! :)