There are several packages out there that help in automating the task of writing bindings between C\C++ and other languages.
In my case, I'd like to bind Python, some options for such packages are: SWIG, Boost.Python and Robin.
It seems that the straight forward process is to use these packages to create C\C++ linkable libraries (with mostly static functions) and have the higher language be extended using them.
However, my situation is that I already have a developed working system in C++ therefore plan to embed Python into it so that future development will be in Python.
It's not clear to me how, and if at all possible, to use these packages in helping to extend embedded Python in such a way that the Python code would be able to interact with the various Singleton instances already running in the system, and instantiate C++ classes and interact with them.
What I'm looking for is an insight regarding the design best fitted for this situation.
Boost.python lets you do a lot of those things right out of the box, especially if you use smart pointers. You can even inherit from C++ classes in Python, then pass instances of those back to your C++ code and have everything still work. My favorite resource on how to do various stuff is this (especially check out the "How To" section): http://wiki.python.org/moin/boost.python/ .
Boost.python is especially good if you're using smart pointers or intrusive pointers, as those translate transparently into PyObject reference counting. Also, it's very good at making factory functions look like Python constructors, which makes for very clean Python APIs.
If you're not using smart pointers, it's still possible to do all the things you want, but you have to mess with various return and lifetime policies, which can give you a headache.