Buildings and other objects in artwork follow distinct rules when drawn in perspective. Not surprisingly, the shadows of the objects also follow rules. The video below breaks down the mystery of shadow in perspective in such a simple way. It's fabulous!
This video explains that the vanishing point for the shadow is always on the horizon line just below the light source. In addition, it describes the method of finding the top points of the shadow by creating guide lines from the light source through the top corner of the object.
The video is less than eight minutes long, and after watching, my daughter was able to create her own farm scene with shadows.
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