Dream Interpretation Gray Overcast Sky – what does it mean when you dream of a grey overcast sky? Well, to begin, when you have a dream that emphasizes the sky, that dream concerns itself with your thoughts. Unlike a dream that emphasizes water, which often symbolizes your emotions, the type of emotions a sky dream portrays would have to do with the more mental emotions of hope and aspirations. Water dreams, on the other hand, deal more with the visceral body emotions, such as anger, calmness, and feeling overwhelmed. In the video below, I specifically deal with the meaning of a gray overcast sky dream.