The 911 has always had the iconic mystique, but the 987 is definitely Porsche's greatest chassis. The Boxster is as "pure bred" as you can get being a direct derivative from Dr. Ferry Porsche's original vision, but the Cayman is definitely a more "pure sports car."
Aesthetically, the Cayman gets my vote and I'll definitely swap my non-S Boxster for a Cayman S in a couple years.
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