Everything you all are sharing resonates strongly with me as well. I feel like I am really lucky in my situation. But the loneliness is sometimes overwhelming. This is only understandable to other Aspies or those with similar social struggles. You see, I grew up with a brother, we are only about a year apart. (He also displays pretty big signs of Asperger's, but he doesn't seem interested in investigating, which is fine.) In high school, I was involved with dance competitions and guard competitions and dance teaching, combined with practices all the time, etc. My social exposure was in the insulated and structured environment of an activity, which I think helped me a lot with learning social skills because it wasn't a situation where it was 100% voluntary to be around each other; we had the purpose and obligation of being on a team in an activity we cared about (if that makes sense). My strategy has always been mirroring the personalities of those around me and trying to be just like the people around me so that I don't stick out or bring people's judgment on myself. (My biggest anxiety revolves around being made a fool of.) This got me into trouble in college because of the learned behaviors in high school, which basically taught me that women/girls are supposed to attract boys and be charming...that's about it. Oh, and win trophies for dancing and competing in guard.
As a result, I fell into a crowd or people with the guise of friendship, but in reality we just all got together at the same places to get out-of-our-minds drunk. I ended up being connected at the hip with a girl and we enjoyed getting drunk and teasing boys, etc. We'd gotten thrown out of bars, arrested together...lots of special bonding situations...jk. I fell out of that crowd and met my now-husband in my last year of college. Then I fell into his circle of friends and the rest is history.
I write all this basically to come to point that of all of these friends and family in my life, I've never truly "felt" any of them. Each time we throw a party, I go through a cycle of looking forward to it, then not having a single interesting conversation, then feeling empty after everyone's gone, then needing at least 24 hours to decompress from the social toll. I feel like I'm pretty capable in social situations. I understand how to behave and make small talk (sorta) and the general back and forth rules of conversation. But I get SO BORED. I don't feel comfortable just calling anyone, talking to any of them. Our interactions are surface and uninteresting. Any time I've met someone at a new job or get together or whatever and I try to open up and talk about something with substance, I seem to scare that person away and get weird looks followed by an abrupt change in subject.
Wow, I'm writing a book. I apologize. I'll stop there. haha! =)