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Classroom Hassler has special scenes while attending classes. The class is always the same so it should trigger within a few days of regular attendance. After fjrst triggered, keep attending that class. Eventually they'll invite the player to a hidden room in the art building where they'll be most nights to continue story progression.

Yup, I've done all of that. I've seen every scene of his except this last one, and the hint says exactly "Keep walking around campus, but not to the Library or Student Parking. You're waiting for an event to occur." This event hasn't occurred for over a month in game, probably closer to two.