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Ehhh, there are a lot of different styles under prep. There is west coast prep, southern prep, midwestern prep, and east coast prep. And I'm sure there are leaders in each sub-group of prep. You could also get into overseas prep which could complicate things a lot more.
As dinsdale has pointed out above, there is already a thread that discusses this topic. Please add to that thread rather than create a new one please: Most preppy cities?
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