I read your post through the texts with Rory about your sister and stopped there. I thought I’d comment based on that part, and didn’t read further because your post was very long, and I felt I had enough of a feel in order to respond.

Rory does sound like a good friend to me from what you said there. I suggest you talk to your friends about lengthy things in person, actually talking, rather than text. I only text short things that need saying, more informational. If I have a lot to say, I talk to the person.

Rory did comment about your sister at first, saying he was sorry. He politely pointed out to you that he has a hard time reading your long texts. I feel he was very politely asking you to not text him such long texts.