I've been lucky not to get recognized but I'm quite careful in that regard. My car and it's personalized license plate got noticed once. I have 3 vehicles and 2 of them have business related personalized plates. The 3rd is an older truck I keep licensed for yard work, going to the lumber store, taking stuff to the dump, etc and this is my "pooning vehicle" as it is very nondescript with normal tags.
One time the "pooning truck" was in the shop for a couple of weeks and I used my car to go see a local lady who's place was near a very busy intersection in a part of town I'm normally not in. Even though I parked on a side street a block away, a few days later a friend's wife tells me, "Hey, I saw your car parked on ... the other day around noon. What were you doing there?" Thinking quickly, I told her I had lent it to my assistant to take something to her mother's house so that must have been it. She bought the story and it was all good.