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Though I don't have anything against the '08 models, I wouldn't even consider buying one now after the changes to the frame and the other changes in '09. Maybe that's why the dealer can't unload them.
I am buying a 2010 Electra Glide Classic and I own a 2006 EGS. Love the EGS but needed to upgrade. Most people advise that once you have a fairing you do not want anything else.
Buy the bike that stirs your soul. A bike is like a lady. It will always want fancy clothes, new shoes and tons of attention. You will spend lot's of cash making her happy even if you do all the maintenance. It is a labor of love. Know what you want and wait for the one that you know will make you happy from now on and you can't go wrong.