Hi Lorduther -- this is a rather wordy way to go about it, but it might help:
Now is a good time to experiment with the painting, and black is the easiest color with which to experiment. Click on the black paint and then on the hair of the figure on the canvas. Note that this paints the hair, the eyebrows and the eyes. Click on the white paint and click on the hair to erase the black paint.
Click on the black paint and click on the middle of the figure’s forehead. Note that this paints the middle of the forehead, the top portions of the shirt, part of the cheeks and nose and eyes. Click on the white paint and click on the forehead to erase the black paint.
Click on the black paint and click on the middle of the figure’s chin. Note that this paints the chin, and portions of the ear, the lower parts of the cheeks and the forehead directly under the hair. Click on the white paint and click on the middle of the chin to erase the black paint.
Click on the black paint and click on the figure’s neck under the chin and somewhat to the left. Note that this paints the shadowed portion of the face – the left portion of the neck, around the exterior of the eyebrows and eyes, the left nostril, portions of the ear, and a very fine line beneath the hair. Click on the white paint and click on the neck to erase the black paint.
Click on the black paint and click on the left portion of the shirt. Note that this paints the shirt, one cheek and the bridge of the nose. Click on the white paint and click on the left portion of the shirt to erase the black paint.
Now to finish the portrait:
You have just painted the shirt white, which is the color that it ought to be.
Now you are ready to add the right color to the other portions of the painting. Click on the black paint and click on the hair. Click on the dark grey paint and click on the neck. Click on the light grey paint and click on the chin. Click on the off-white paint and click on the forehead. Since you painted the shirt white already, there should be a slight pause, and then the close-up view of the canvas and paints will disappear and the finished portrait of Nikopol’s father will go into the inventory.
I hope this helps!