Every year, year and a half someone posts this same trope about having an OC rally in MA.
I can't think of any way this would go well. Best case you find a town that is sympathetic and the PD lets you do it without causing an issue. Great... now you're in some town in the middle of nowhere and if we're lucky a camera shows up for 10 minutes and maybe a couple newspaper reporters and it ends up being a sidebar in a paper, buried somewhere. Maybe. Maybe its positive to some people, but the masses will ignore it.
Worst case, lets say you go into a moonbat town/big dump city (AKA someplace that it would actually get noticed) and do this unannounced (because the town would never give you permission for it) and next thing you know moonbats are floating around going GUH BUH WUH!!!! PEOPLE HAVE GUNSSSSSZZZ WAAAAAAH" etc. Then some piece of garbage legislation gets filed that amends MGL to prohibit open carry of handguns for anyone but LE and security etc. This BS *might* pass because it costs nothing. POW. Now anyone whose jacket blows open can get arrested, etc. That helped, a lot. Instead of the current situation where someone just gets mild or no harassment.
This state is wired for sound with moonbats at this point. It just elected Lieawatha. Process that for a few minutes, and then think of an OC rally vs that political reality. The result is not good. The only way we seem to win even small things in this state is through use of the judicial system (eg, Comm2A acting in various ways at state and federal court levels) stealth or through legitimate whining at the entry point of the legislative process. Things which go beyond this wake up sheep too much and bad things often get ruminated about. This isn't like marajuana or a referendum to roll back taxes at the liquor store, things which you can get the half moonbats to sign onto. If this state wasn't so rigged and gerrymandered at various levels I might feel differently about this kind of thing. But it's not . It's a dumpster fire that is trying its hardest to become as shitty as states like NY, NJ, CT, and CA are.
-Mike