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Like you said, it comes down to horsepower vs. feel. If it were me, I'd drive both and go with the one that was more fun. I would think 5 years down the road and consider which car will hold up better. I've been in a number of 10+ year old Porsches and they always are solid wihtout a lot of the rattles, squeaks, etc. that would drive me nuts after the novelty wore off. My 6 year old Boxster is as solid as a new car and Porsche is known for that. The build quality makes all the difference in the world for me. I don't have experience with aging Vettes, but they don't have the best rep. I happen to prefer the preciseness and feel of the Boxster to a bigger car with huge horsepower. The Boxster will never look like an out-dated car, either. They all still look good. You'll be buying into last year's Vette body style. They're performance cars, but it's still more fun to have one that looks new.
Mechanically (as far as wear and expense), I think it's a wash.
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