I experienced the same problem. The computer indicated that everything was synced and that the new story was on the pen. When clicking on the pen it would not announce the new story. I discovered that you have to actually press the pen tip on the story in the book and then it suddenly recognized the story on the pen. It could be a security measure to ensure that you have actually purchased the book prior to being able to use the story on the pen.
It is kind of dumb that they don't indicate this in their support pages or that it is part of the download/sync use case.
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the pen will read random stories that I have downloaded but will not react with the books at all
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