Well most of my therapists I had when I was sick with anorexia, and at that time I felt quite detached from things in general....so some of them I left without much pain so to say. After I recovered weight-wise from anorexia things changed a LOT though....., and I experience the same type of extreme attachment you describe.

So what I am trying to say many of these endings didn't feel so bad to me, it started feeling bad 3 years ago when I recovered from anorexia but instead got diagnosed with BPD. It's kind of like all the feelings came out.....so now I am terrible at endings and I obsess about my therapists