All the time, constantly, to the point where I'll obsess over it at times. My biggest worry is what others think of me, and if there's anything I perceive as faulty, I'll get down on myself for it.
Over the years, I've developed a good sense of social theory and have a fairly good idea of what and what not to say in certain situations, but this was through trial and error and years of practice. As a child, I was very blunt and would be honest to the point where I offended people and often hurt their feelings, but this was because I had difficulty generalizing, or knowing what to say to people in what situations. However, I find that many people on the spectrum I know have difficulties with this as their feedback with it tends to be inconsistent and at times they may not realize they have offended someone.
I think it's important that if you say something that is interpreted as rude by someone else, the offended party should explain clearly why it hurts them, instead of withholding everything or simply saying "that's rude" or "that's inappropriate". It's hard to know how to not make the same mistake if you're not told why.
_________________
Given a “tentative” diagnosis as a child as I needed services at school for what was later correctly discovered to be a major anxiety disorder.
This misdiagnosis caused me significant stress, which lessened upon finding out the truth about myself from my current and past long-term therapists - that I am an anxious and highly sensitive person but do not have an autism spectrum disorder.
My diagnoses - social anxiety disorder and obsessive-compulsive disorder.
I’m no longer involved with the ASD world.