If you are looking into a deep pit in your dream, you will run silly risks in business ventures and will draw uneasiness about your wooing. To fall into a pit denotes calamity and deep sorrow. To wake as you begin to feel yourself falling into the pit, brings you out of distress in fairly good shape. Dreaming that you are descending into one, signifies that you will knowingly risk health and fortune for greater success.
Read more about dreaming of Pit in other dream meanings interpretations.