Alright, so for the Mom brush scene, day one Leave your brush on the desk and complete the day normally. However, when you return home after the scene with aunt Primrose, talk to mom in the kitchen and spam the "I'm Bored" text. By the fifth time, your home is so annoyed that she spanks you upstairs, and continue mouthing off to her to get the brush.
For the Layla scenes, after your training with Sarah, "Study" by clicking on the desk in your room and clicking "Use". Continue clicking to see all four scenes.