My answer is a slight bit different.
I have been lucky enough to have the opportunity though friends and other avenues to drive many “super cars, exotics” (or whatever you call them) from some early editions (F40, Testarossa, Countach and AMG Hammer) through a GT3 RS, AM DBS Volante and an R8 among others.
I was never prone to buying such a car as I learned that pretty much they were all a compromise. They drove ok on the street and ok on the track (although I have not driven each one of those on both the street and the track) but they weren’t both an S8 on the street and a MB AMG-One on the track - as that car cannot exist in the real world. There was the expense, maintenance and all of that, and I was not going baller at the clubs. My compromise was to try and have something that was “livable” on the street, literally “ok” to park at Home Depot if need be and also take to the track and clown other drivers on a track instruction day. I found over the years that this car (modded, stock, etc.) was also a compromise.
What I finally learned when I realized that owning AND driving an “exotic” was not something that interested me as I would be too preoccupied with it being a garage queen as an investment opposed to being thrashed on twisties waiting for a deer to ruin my car and my life (gave up motorcycles for this very reason).
The partial answer I found was that a daily like an RS3 (as @jananth1 has and as I drive), has “supercar”-like performance stock (depending on your metrics) and is livable in all respects: street, road course, twisties, drag strip, Home Depot and it will not break the bank and I don’t fret (too much) about dings, scratches and other things that would worry me with a $150k plus car. As was said earlier, without going to jail you aren’t going to unwind too much more performance on the street with something else beyond a RS3.
The second part of the answer is something like owning a Spec Miata, as there is nothing like driving a true and “slower” “sports car” fast as opposed to driving a true and “fast” “sports car” slow. If you need that performance and have a track nearby with SCCA or NASA racing, then there is nothing like it. You get to really learn how to drive, wrench on the car yourself in a fairly economical fashion and only get beat by better drivers in the “same” car, and not worse drivers in a better car. You can pull up to any track with the Cayenne Turbo S pulling your Miata trailer like a baller, and still have some cred when that same Cayenne Turbo S pulls up in front of Mastro’s that night as well.
Obviously that will not work for everyone - but age, perspective, resources and priorities are different from person to person.
