I cant really argue with your point of view - coolness requires a subjective frame of refererence
Let me try a diagonal take on coolness though ..
Boxters etc aren't particularly expensive, theres a lot of them around.
A reasonable number of caymans over here, some laymen wouldn't even notice the visual or technical differences although I personally think the cayman is a subtley reptillian slightly edgy design.
I think boxter family have become ubiquitous enough in recent years with the massive increase in wages across most of europe that they dont really attract the same sort of "oh he thinks he is special" type reaction as maybe any type of porsche used to 15 years ago..
So basically, to those who know what it can actually do, its cool.
To those that dont know what it can do, its not.
(..but they aren't cool
only joking btw, I gave up worrying about being cool a long time ago, its a young persons sport!