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I think that people recommending a 911 over the Cayman haven't driven both. As mentioned before, aside from the GT3 and GT2, the Cayman S is a better drivers car, I'd even take one over a 911 Turbo.
The differences between the M3 and Cayman are too great to really discuss on a forum, for the same reason that the differences between a Cayman and a Z06 are too great. Have him go drive some cars, he'll know which one is right for himself.
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