Colonialism had interfered the life of human being over the world since the early of nineteen century. It had great influences in the post colonialism era, the era in which elites of the former colonized nation behave and think as their former colonizer. Consequently while the behavior and thought were implemented in the society, there would be various questions addressed to them. People in the postcolonial nation often considered the pattern of governance in a new society as a new practicing imperialism. This research envisage the phenomenon depicted in novel A Grain of Wheat and Weep Not, Child written by Ngugi Wa Thiong'O. He is a Kenyan writer. Most of his works are dealing with situation created by postcolonial society that often imitated colonialist's thought, behavior, and mentality. The situation of society as well as the people after colonialism era is degraded. Each of them attempts to set their inner life free from situation, but it does not succeed due to the chaotic circumstances in the society. Problematic character is a representation of individual in society, therefore the prominent discussion in this research is dealing with the degraded society in the works that affected such demoniacal character.