Rhomann Dey: "Still illegal."
Rocket Raccoon: "That doesn't follow. No, I want it more, sir."
Having a need does not change the legality of it. This is nothing new, and this is how upgrades to Windows have always worked.
If you want to run two instances, for whatever reason, you will need two licenses.
You *MUST* perform an upgrade from Windows 7/8.x on new hardware at least once before it will activate.