Hi,
On normal roads, the driver is the biggest performance determinant. I'm a member of a Porsche club and we went out for a club run today. I had the 'slowest' car today being a 2002 2.7 manual. I spent most of the day following a 981 Cayman GTS, and didn't have any real difficulty keeping up with it, or with the others, BUT it is one hell of a lot of fun ringing the neck out of my 986 to do it. Using the gears to keep the 2.7 in the power band is great fun, especially if you are an enthusiastic driver who enjoys driving the car hard. These cars are all more than fast enough on normal roads, and no matter what you buy, you'll end up getting used to the power and thinking maybe you'd like more.
Personally, for the same money I'd go for a really nice example of a base 2.7 over a not so nice S. The gearbox is supposed to be a bit more reliable than the 6 speed as well. My car isn't in this picture but this is some of what I was up against today
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