Wear it if you want to. Take it off if you want to. The meaning it has for you, and what feels "right" for YOU, is all that matters.
I would say "no" to the note. Sounds like expectations attached for a response you probably won't get....I think any response you may get would likely be negative.
Now, preMLC? Yeah, it would definitely send a message, and scare him, and he would probably want to talk, etc.....
He's off spinning in lalaland, thinking 12 million things that are not related to the M right now.
.