Yes I drive my cars, to the store, to run errands and such. Shoot When I am in Indiana I have driven and parked my Z at Walmart. Mind you I parked on the more of the empty end of the parking lot, kinda by where the amish park their buggies. But that was just to avoid other cars and door dings, I have been searching for the perfect parking spot since I was a kid.
If I have a passenger, like when I take my wife out to dinner in one of the cars, I drop her off out front, to put her name in or get the table, while I find the spot where the car has plenty of room around it, and I can see it from where we will be sitting. It might seem like work or to scary to take there cars out like I do, but I just love driving them. Now I am only able to take her out a handful of times a year, but it makes for a great date night.
Of course she drives a 65 mustang to work most of the time, and parks in a carport. (no security, alarm, kill switch) Car has been fine, its in an ok area. it has been a daily driver since 89 so I haven't treated any different than any other daily driver.
I am not as brave as you Larry, I couldn't give her the Z as a daily driver.
I do the same, park away from people yet visible from where I am. I've even gotten up from the dinner table to move it to a more visible location if I'm not seated where I hoped to be.
Like you, been doing that since I had a license, it's just second nature anymore. So much so that I find myself doing it even if I'm not in a classic car.
No worries Austin, wife takes care of it. She parks right outside her office window, business at a dead end street so no traffic gets in without noticing. It's pretty safe. Plus I'd feel sorry for the person that crossed my wife if someone tried to take it, lol.
If there is ever a cool get together or weekend meet in your neck of the woods, we wouldn't hesitate to jump in it and buzz down to southern cal.