Just carrying around a camera all the time has been a tough chore to get used to. First, I used to pretend I was a tourist. Now, I've developed a don't-fool-with-me, damn-it attitude.
I have always been hesitant to make anyone in a crowd feel nervous about being in a photo. There are some tricks I'm discovering. For example, one can pretend to be focusing on a distant object and suddenly frame the subject at the last moment. Not letting 'em even know they're being captured would probably be an excellent way as well. I am sure a nice telephoto lens would be useful!