We currently do not support mixed mode debugging (from Python to C ++). There you can vote to express your support: http://pytools.codeplex.com/workitem/210
I experimented with letting VS do debug multiplexing at the beginning of development 1.1, but there were some problems with that. If someone wants to implement the "all" function that they have to do is create their own VS debugger and coordinate between Python and native debuggers in a "smart" way. We do not have any immediate plans for this function, but this is what I am sure that in the end we can do it if no one defeats us.
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