Demian (1919) describes the protagonist’s quest to find what his life is, and is going to be. It depicts his endeavour in seeking mentorship. Accompanied and prompted by his mysterious classmate Max Demian, he descends from and revolts against the superficial ideals of the world, and rests has awakening into a realization of self. The philosophical analysis of characters’ chapter-wise development in this novel and the importance of events for describing human development pattern delineates how Hermann Hesse, ‘a writer of man’s interior’ presents his hero undertake self exploration within himself and into the world he lives. This book proclaims that Hesse’s thinking alludes to the interior of an individual journey than the exterior of it. His views provide a deep revelation about all the aspect of human life.