Sitting in conversations trying to figure out a) what the heck people say, how do they even come up with something to say on inane topics? and b) when am I allowed to say the one thing I managed to find relevant? was excruciating during my early years.
Being too literal, to this day, is a problem. Struggling with social norms around "honesty", another daily issue. The idea that lying is A-Okay (particularly in business) and that there are some thoughts/ideas I'm not supposed to share due to social norms hasn't come easy. I'm lucky I've opted into a career where it's assumed I'll be a little weird (software engineer), so it's given a pass when I'm too honest, literal, etc.
For me, the big turning point was when I joined acting class my Sophomore year of HS. I basically just thought, "Oh, this is convenient! I'll just ACT like someone who is <x> and it'll all work out!" And, yea, for the most part that's been true. The difficulty of quickly sliding in between "me" and a "social mask" at work hasn't been fun, but overall I feel like the "mask" has become me a solid 40% of any given day to great positive effect.
I still find a social situation to be a lot of work. If I allow myself to drink or do anything that fuzzes my brain at all so I stop DOING all that work of analyzing the room and figuring out how I'm allowed to engage appropriately while still being as much "me" as I can, well, then I spend probably the next 24 hours in a shame-cycle about how poorly I must've come off because I KNOW if I don't do that work then I'm dropping the ball in a million tiny ways.
Early in my relationship with my SO anytime I had caffeine we fought...because I just stopped reading him and went off on my own happy little zig-zagging butterfly path. If he didn't explicitly say he was unhappy, I was not going to pick it up.
It'd be nice to just be able to point to a diagnosis rather than have to blame myself for fucking up another social scene by letting my attention wander or drinking or whathaveyou. But, you know, I could just be a normal introvert who has to work at being social in an extroverted world...
I sort of assume it's the latter.