does anyone else get extremely upset if they lose a friend?

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Actually, not really. Other than my wife and internet friends, I haven't had a flesh and blood friend in 18 years. I've been too busy, for one. But even back when I did have some friends, in retrospect, I thought I might have subconsciously sabotaged the friendships for some reason but wasn't sure what the reason might have been.

Looking back on those friendships now, I think what happened is that I stopped masking and filtering altogether with very close friends whom I masked and filtered little to begin with. They found it refreshing initially, but as time wore on and I stopped the masking and filtering completely, I think it was too much. Things like echolalia and imitating them and their mannerisms, etc. because it was entertaining to me at the time to do that; however I was oblivious to the fact that it was annoying to them.

Then maybe I should have done a written contract

But idiots don't have to take it

And if they took it and violated it, then what? Insecure attachment style

Clinging and codependent

"Holier than thou" attitude

Say "excuse me", not "what"

Do cancelling, except extreme situation. Having a lot of homework is not extreme

Dogs on leash

Do not call yourself "people"

No peer pressure

Last year, after leaving a synagogue that was not a great fit, due to the rabbi and several others not respecting me as a person. Not long after that, I lost "Friends" who consisted of a couple who were mad at me for leaving. In their mind, I needed to "Stop getting offended." I was over there one more time and the husband decided he didn't want me around because he didn't like the way I do things. So when he was putting the kids to bed, his wife and I were enjoying ourselves in the kitchen when he shouts at out. "Wife, Summer LEAVE! You're making too much noise in the house." Since then:
1. I have never been invited over there
2. The wife stopped calling and texting me one on one rather she started texting me and email

Believe me, I am mad at that husband and do I ever want to write him and tell him off sometimes while demanding an apology to me.

I have lost most friends I've made.

Mostly just have drifted apart from them, also as a kid my family moved quite a few times and so I lost friends that way though I never had many friends at school and got picked on a lot. But since my childhood any 'friends' I've made I have kind of drifted away from, or they drifted away from me. Come to think of it anymore I get more on acquaintance base with people but not very close friends, there are some people I know I wouldn't mind reaching out to, to try and create a bigger friendship but I haven't really.

I have a friend who has been in prison, I mean he and my brother are closer friends but I certainly regard him as one to. But he has been away long enough, and I am sure the experience has changed him some that seeing him when he does get out might be like meeting a stranger than an old friend, but I guess I'll see when the time comes. Its always been a thing with me if I haven't seen someone long enough then I don't really feel like I know them anymore. Even family members.

Depends why. Some friends I'm like "nananana hey hey hey goodbye!". Others tend to hurt more. I actually lost a friend the other day over a misunderstanding. Now granted i did alienate the person to some degree and am willing to accept responsibility for that but the reasons she gave seemed to be a complete and utter misinterpretation of my intentions and a misunderstanding of things i said in the worst possible light. I'm kind of upset over that. She was a good friend, i alienated her, and then she blew up on me because she took something i said out of context. Tried to explain it from my perspective but they're ignoring me. Kinda upset over it, but...meh.

Idk after a while it gets old. This isn't the first time I've alienated someone. This one hurts a bit because of how highly i valued them and because part of it really was my fault, but eh. It happens.