Why is everyone so paranoid that they are watching us so carefully? If they really are watching so closely, then surely they would easily be able to find out you own multiple domains through seeing your ip logging into a bunch of accounts, or using same cookies, or seeing the name ip for hosting, or many other ways? If you have 500 legit websites that aren't spam there is no need to be scared. Unless you are being an idiot and blasting your site daily with xrumer and scrapebox there isn't anything to worry about.
And anyway, they don't have the resources available to constantly check up on hundreds of thousands of GWT and GA accounts. They'd have to firstly see that you own multiple domains, then check them for and rule breaking for whatever, and then constantly monitor each and every site for different things they care about...i just don't see this happening tbh