G -
Interesting post, I would have thought you're a lifer at this point. If you've driven the 991 Turbo S cars, they are insanely fast. In a straight line, the sensation is even more vicious than my 560 whp NSX. However, I got the sense that I'd be bored with that car as my "fun car" because it was so GT in archetype. That being said, if the plan was to actually get use out of the car, rather than on limited occasion, I think you know what the answer is. I personally have debated this same issue, and hence why I've had cold feed on the sale or no-sale of my build. I love it, but with my schedule, family obligations, etc.... it has just become a really expensive toy to look at.
With your weather climate as well, the 991 is a great bet. Extremely fast, AWD, roomy, and aesthetically gorgeous, IMHO. The 997.2 is no slouch, and likely a better store of value as compared to the 991 for now. (Full disclosure as a RennLister and multiple P-Car owner).
Cheers, hit me on FB if you wanna chat more.
Ravi
