I looked at the S2000 too, before I bought my Z. I loved the intimate feel of the car and its ultimate capability, but I found that to get great performance you really had to wind it out. Driving daily it was a lot more like a Miata than a Porsche, even though it can compete with a Boxster on the track. I found the Z more fun b/c its performance was more accessible on a daily drive basis. If you wind out the Z to redline, it really gets exciting, but even without winding it out I thought it was more fun than the S2000. I don't think you would hurt yourself either way, so it is more a matter of what floats your boat. I love convertibles, so it was hard for me to give that up and buy the Z coupe. That's how much I loved it though.
HTH
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