I have only been able to talk to her one on one once and did you do love route with her or slave. I figured there was more to it in v0.9 unless I am missing something. I have gone to talk to her everyday for 3 in game weeks and nothing.
Awesome game by the way story is great and even after you finish the stories there is the traits you can work on so very enjoyable. I have a Harem of Sluts in my Hotel … Hahahaha