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I love my Boxster. I love the way it looks and how much fun it is to drive. When it is time to trade her in on a newer car I'll most likely get a 911 (997 by that time). I've always loved 911's and I like new experiences. While the mid-engine car is amazing I've always wanted to drive a rear-engine car.
Hopefully I'll be able to keep the Box and get a 997 in the next 4 years. Best of both worlds.
Would I get a Cayman? Probably not. Like drburton said it would be a bit redundant.
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