Back in the day, as in late 70's early 80's, when I had my first two experiments with transitioning I was always fearfull. I always had that 'Some guy in a dress' feeling and obviously exuded it to the world in general.
Before all the current brouhaha, thanks to the bathroom nutz and the feds riling up all the knudnicks just in time for the election, I would say my fear level was situational, as it would be for anyone, especially a female anyone, and a transwoman one.
Today I'll have to admit that situational awareness has been ratcheted up a few notches