Gotta chime in here. In 1971 I bought a 1961 VW Squareback. All white, lots of chrome, roof rack, the works.
That is still the car my wife drives exclusively. It’s her baby, and still looks almost brand new as it has always been garaged (at least since 1971).
She has become used to going to a parking lot and finding three or four folks admiring the car. Often gets request to buy it.
The reliability has been all that one could hope for. Of course, it helps that on a good day she might put three miles on it. And also we have an excellent VW repair shop within a mile.
The only major thing that has recently gone wrong was two weeks ago when the electronic fuel controller (fuel injection, dontcha know) went out and the shop had to search all over Washington State to find a replacement. But all is well again.
Not bad for a 42 year old vehicle.