Curve lines around a region

Hi,

I have a question which seems simple, but might be very hard to awnser. I want to calculate walkways in a small urban setting. As doors I have made points, which have all possible connections to each other (so many lines), and as ´houses´ I have some boundary curves. I want all the lines to go around the boundary curves. 

I really hope someone can help with this, I have quite some experience with grasshopper, but this seems so simple and I really cant solve it.  

In the example picture I drew what i wanted with one line to explain it, but it has to be for all possible lines between the points.

Thanks so much!

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