For someone who supposedly already seen all the endings + routes, I still have no idea how she hasn't figured out what to say to increase the target's favorability. When a dating sim character is hard, it's usually due to hard requirements and/or tedium; she's on her 100th playthrough so she shouldn't really have knowledge issues like this (this isn't like KamiNomi where Keima is starting a "fresh playthrough" with subsequent characters).
I'll still read after shutting off my braincells, just need to get that out of my system sorry