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"young, single, no kids or anything like that."
Cayman, by a mile. No contest.
I have a 997, basically a 996 with new sheet metal. It can hold a bit more than a Cayman on grocery runs, but its not like you are going to Home Depot in your P-car. If you are young, no kids, I would take the Cayman.
A 996/997 is a GT car. A Cayman is a sportscar. Light, nimble.
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