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The social science is dominated by the psychoanalytical study as it has become an important tool of understanding the human mind since the 20th century. The famous psychologist Sigmund Freud contributed significantly and provided a basis to set the psychoanalytical studies. He offered several terms that explained behavioural conditions of human minds. Psychoanalysis has helped the counsellor immensely to understand and treat the patients effectively. The present research paper undertakes an effort to humbly analyse the following psychoanalytical parameters such as alienation, ambivalence and despair in Hermann Hesse�s Steppenwolf. Alienation is a psychosomatic disorder that makes an individual recluse and aloof. Individual suffering from alienation usually starts living a secluded life. Such individual may stop having social communication. Ambivalence is the possession of contrasting emotions or feelings towards the same object. The object in question could be a living entity or a non-living entity or situation. If an individual feels contrasting emotions towards the object, he is said to be ambivalent towards the object. Despair is the lack of hope. Despair is experienced commonly by human beings. Difficult and struggling periods of life often bring despair.