Great update! I thoroughly enjoyed all of the new content and I think you're on the right track. The gradual corruption of the girls is enjoyable and I like how each one has their own personality. This will allow you to keep expanding content for each girl or perhaps even go back and retroactively add more scenes earlier on.
I like the first draft of the gallery structure. Would it be possible to add placeholders so that we can track if we have unlocked all of the content?
Seeing the scenes from the teacher's perspective is a great bonus after the event - maybe that can be sent to player in the text messages each night? NTR Office did this well (scenes were shown from the player's perspective during the event and then a chat group showed the other POV later on).
Looking forward to more!