Hey!
Sorry for taking so long to actually get to a response for this. You happened to write while I was on vacation and have a huge backlog to get through =).
First off, awesome news that you are considering transitioning to xdress wrappers. I have never used pyste or py++ so I am not really sure what issues there are in transitioning from these tools to xdress. However, if I were to take a stab at what the major issue might be it is prabably going to be boost. Right now, it may be more difficult if more of the API has boost constructs in it than not. For example, if you are returning a boost::shared_ptr in all of your functions, it is not entirely clear what this means in Python...yet.
However, I'd love / have a personal need for us to more explicitly support boost. It would be great if your were willing to be the guinea pig here and try things out, report what doesn't work, and hopefully help us to address these issues. I am very willing to help out here in whatever way I can.
Be Well
Anthony