Distress/guide

Uniform
Interact with the flower painting. Go south-east and interact with the blank canvas. In the school, go right and down. Go left at the bottom and enter the second door you reach. Interact with the NPC.

Flying Carpet
Interact with the ghost painting. Go left and interact with the flying carpet.

Bunches
Interact with the ghost painting. Go north-east and step between the two cats to a maze. In the maze, go straight down and take the third path going left. Keep going left until you hit a wall. Go down, right then take the first path down. When you reach another fork in the path, take the bottom-left path then take the first down path you reach. Step between the two cats.

You'll reach a forest area. Follow the river south then go east at the second tree to the right of the river. Look for the two rows of trees pictured and step between the bottom row. Go north and enter the house. Interact with the NPC.

Sick
Interact with the flower painting. Go south-east and interact with the blank canvas. In the school, go left, down and left again to the second set of halls. In the next hallway, go up then left and through the double doors (avoiding the chasers). Go down the hallway and through the doorway at the end of it. Interact with the NPC in the bed.

Spear
Interact with the flower painting. Go south-east and interact with the blank canvas. In the school, go left, down and left again to the second set of halls. In the next hallway, go left and enter the door. Interact with the corpse.