Great article, I can certainly relate. My newest car is a 2000 Excursion, my oldest (and favorite) is my 1990 Miata which I have owned for about 15 years and 200k miles. All of my cars, except the Disco, have well over 200k on them. I expect to own all of them for years to come, except maybe my commuter Subaru that may not make it more than another year or so. Might even throw a new motor in it when the time comes, who knows. But this is one of those cars that nobody will ride in or drive except me. My wife refuses to drive it.
I enjoy older cars, easier to work on, more fun without all of the electronic shit making you a passenger more than a driver. I could afford a new or newer car but I'm happy with what I have and enjoy cheap insurance and no car payment.
The only one car I really miss, a 94' E500 Mercedes I sold a few years back. I often find myself looking at older MB's for sale. One of these days I will buy one.