How to get the new yama scenes and cafe scene?
To progress to specific story scenes, such as the motel scene with a character, you must lead them through certain interactions until they reveal their intentions (e.g., choosing the third option where you reject them).
Is teaching not giving money intended?
Yes, it seems that teaching does not provide monetary rewards as part of the game's design. The developer has acknowledged this and may address it by adding or changing jobs to allow activities like earning money during specific times.