Aftermarket Social Skills

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I dreamed about the near-fatal error of 8 years ago. I was talking to my boss, and he was telling me how he was afraid his wife would leave him if he didn't lose some major pounds. We continued talking, and he showed me some pictures of his family, and I noticed his wife was heavy-ish. My intuition told me to say in comfort to HIM, "That's your wife? ...And you're worried she's gonna leave YOU for being heavy?...Look at HER!" My "aftermarket social skills" kicked in just in time NOT to say it...thinking that, with my foot already in my mouth, was there really room for his FIST? Boy was I lucky! But how often do others have their learned social skills stick? How many are too late? I still struggle with this at times.

I used to be very talkative, but nowadays I hardly open my mouth. I know most things I'll say will be considered inappropriate, offensive, mean, selfish, etc etc

My problem is mostly with not saying things that I really should say. I'm too reserved to blurt out things like that.

I was in a situation that was similar, but also the opposite.
I ran into this girl I had a thing for at the supermarket. If it had been anyone else, literally anyone else I knew I would have just avoided them but out of all the people I had nothing in common with, she was my favorite and I would have felt just as bad or wores from not talking to her then if if I did and it went badly. Anyway I noticed she had lost some weight. An unattractive amount actually. I thought about verbally acknowledging it since loosing weight is usually something girls would want noticed, but she would probably say "thank you" and since I didn't think it was a good look on her I'd then have to make it clear that it was a criticism not a complement. So I didn't.
Months later I saw her again and there was no doubt that time that she was anorexic. Again, there was no good way to mention it. Some things that came to mind were "Why do you want to look like death?", "How long have to been delusional?", and "What's it like being your own worst enemy?". She might think she looks great and arguing against that would only anger her.

Me to a tee. I don't talk to people much, which sometimes makes others think I'm rude BECAUSE I don't talk, rather for what I might say if I did talk.

Just can't win...

I am a Master at causeing trouble by speaking or not speaking.

What I discovered rather late in life is troublemakers are feared and respected.

What I do makes people uneasy, and that is just where I want them.

You think I am weird? From the local expert? Lets hear the truth, "Doctor!"

Like the sticker on the dumpster,

"Do not play on, or around."