Heyo!
1. Not necessily hang-ups, but almost all routes revolve around different problem one might experience in a relationship!
2. Thank you for the kind words, we try our best not to fall into the basic tropes and make sure the game feels fresh! Mostly thanks to Young, our lead writer, who's really good at writing these personal stories.
3. On the topic of MC being the biggest manwhore in Academy... We think about that a lot, but as things are right now, addressing such a thing will definitely break a handful of routes, and we're just not ready to face the chaos. But it's constantly on our minds, so at some point we'll have to figure it out (Probably in an ending).
4. Only AI use in our game is for translations and for upscaling old images. Can you specify which dialogues made you think AI was used? Only idea that comes to mind, is that some of the older routes were written in another language and then translated into English (by the power of manual labor and google translate). So if it was stuff from early parts of Andre, Freja, Yun or Ava/Reina, this might be the reason.