Amazing concept. I found myself actually trying to think about how I'd feel in each situation and when it worked (as in when that choice was the final decision) it was an awesome experience, especially since there was a brief narrative snippet about the outcome. The fact that you can chose multiple solutions before the encounter is resolved does lead to a bit of confusion about what is the "right" answer, but I suspect that's kind of the point.
I think this type of "relationship crawl" or whatever it is would make a great full project.