A bug came up earlier when trying to soften up Kanako to push her down.
I went from the Forest of Magic, where I live, to the Youkai Mountain (Top), then went to Kanako's spot and used Hypno-Date until I got it right. After that I tried to move to another spot still in youkai mountain, and got pic related.
I was a bit confused about it since she was supposed to be following me, but I clicked on Yes, and what happened was that she was no longer dating me. So I went back and used Hypno-Date again, this time clicking No when moving, and she did keep dating me but the prompt would show up every time I picked a new spot to move to.