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Well, I drive this a few times a month (it's a 1930 Ford Model A)
For a short while, I thought about getting a Model T, but the controls would just be so different than anything else - I wouldn't want to mess around with my muscle-memory on how to operate a vehicle; bad things could happen in an emergency situation.
Oldest I’ve driven was a 1950’ Buick Super 8. Buddy purchased it when we were in high school / college and we wandered around in it for years…eventually the old straight eight needed new ignition points installed, had always assumed that the points simply weren’t done correctly, because it never ran after that…eventually he parted ways with the old girl.
Oldest car I drove was a ‘58 Cadillac Coupe DeVille.
Oldest I rode in was…well, not entirely sure. It was said to be a Bentley from the thirties…but I was, like, 5 years old so I don’t know much more than those awfully fuzzy details.
The oldest car I remember driving was my father's pride and joy, a 1955 baby blue Buick with automatic transmission, electric windows and air-conditioning. Years later it was the car in which I learned to drive.
The oldest passenger vehicle in which I rode was an Amish buggy, not sure how old it was. The Amish manager of one of the family farms used that buggy as his daily driver. This was in and around Plain City, Ohio. Along with driving only the buggy, the Amish family lived in a house with no interior plumbing (but a hand pump at the sink) and an outhouse in the backyard.
And, like another poster, I have also ridden some saddled horses by myself.
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