I can probably fix the repeating dialogue, but you gotta tell me where/when you saw it, or the exact wording so I can track it down.
Did you try the fast travel again after you reloaded? Was it day or night?
It's probably not possible if you don't sit next to him. I haven't double checked how many points you have available, but there is a drastic reduction if you don't sit next to him.
In the mage guild ending, Erica looks cool (see attached image), isn't that enough? Although it seems like it was bugged and didn't show up during the ending (but it unlocked in the gallery). I just don't see how the Empress ending should have anything to do with also getting spells and becoming powerful.
Note that some of the content in the academy is still a work in progress. I'll make sure the Eloise shower scene reflects that it's not the first time afterward. I don't think Marjorie's path is going to be changed at this point: I feel she got the protagonist where she wants, which is why she doesn't see the need to push, and just lets you come to her, and she is selfish enough that it didn't make sense for me to write an ending where you can continue playing.
I can see a scene or two for the "free use" stuff being added to round things up. The romance with the captain isn't complete just yet, but it's getting there. I'll make sure to add more gossip with the cheerleaders, that's a good point. Also, note that if you don't get involved with the captain, you can actually have group sex with some of the team members (the two paths are mutually exclusive).
I honestly don't think I am going to add more "crossover" paths at this point. I liked the idea with Carla and Kira, but after you do it once, it kind of loses impact. Plus, the characters have to make sense together, which is kind of a rarity. Finally, the academy is taking too much time already, and I am trying to finish the game, so I don't think I'd go for it at this point in time.
Similar deal for a "graduation", it's beyond the scope of the game. If you do complete all the classes, however, I can at least acknowledge it, and maybe use it as another way to get a vote when trying to become a noble, so that there is an effect outside the academy. I could also have something in the mage guild, and perhaps a slide during the ending. Once you finish all classes, I was thinking about repeatable bonuses you get for still showing up, but I have been stalling because it's hard to balance properly.
Paths being more developed and refined is a bit generic. If you think a specific path needs work, you can tell me what it lacks in your opinion, and I'll consider improving it if I like the idea and it fits my schedule for the game.
Sure, you can ask/tell me more. I'd recommend you keep the messages a bit shorter, though, otherwise it's hard to respond (you can always bring up other topics you have in mind later, no need to tell me everything in one go). Some grammar would also be appreciated. It's hard to read without punctuation, especially for a non-native english speaker like me.