In the realm of postcolonial discourses the name of V. S. Naipaul is a dazzling star like other great postcolonial critics. This critical paper is an attempt at examining systematically the study of post-colonial entity in V. S. Naipaul’s famous novels A House for Mr. Biswas, A Bend in the River and An Enigma of Arrival. It also endeavors critically to explore how the three novels are fraught with the issues of identity crisis as the major characters of these works crave for finding a niche for them in the world to asseverate their existences and entities. The minds of these characters oscillate between two incompatible cultures and ethnicities prevailing in that time. Researchers and critics endeavor to examine the variegated threads of identity to reknit the story more substantial and to make radical its worldwide demands. The term identity and the related connotative significance are presented in the discussion as well as the several literary implications of identity having a little alteration in its meaning. Many postcolonial diaspora writers and their relevant literary creations have been projected here to carry through advanced ideas, discourses on the theme of post-colonial identity, its trauma and aftermath. V. S. Naipaul’s achieved vacuum of women writers by contesting their ideas and their inclination in stirring up the passions of audience consolidated his recognition in the literary world, has been evaluated and examined. It has been analyzed how in these novels, the major characters attempt in claiming their position in the environment that is replete with obstacles and difficulties in actual life and as a result, the ambience of the three works pose a kind of cultural conflict to render the life’s voyage further convoluted and difficult to survive in hostile world .