[Jeff in Kentucky]

The 2008 250R looks more modern, and the older 500cc design would be a little more comfortable for long trips at 75 miles per hour. Both are a good choice for a beginner.

I think you should sign up for the Motorcycle Safety Foundation beginner course- they give you motorcycles to ride during the class, and after you pass it , it is considered the driving test for most states. You will then have a better idea of what bike to buy, and are less likely to drop your own bike later.