When one speaks of Indian foreign policy, Nehru comes to one mind as a synonym. The legend of Nehru was such that the texts of Indian foreign policy were still filled with his ideas like non-alignment, anti-racism, anti-colonialism, anti-imperialism and close cooperation with Russia. Nehru’s India has been impatient with the existing world order since its inception. In the world of real politic, India’s attempt in changing it was met with a heavy hand in 1962.While Nehru’s policies advocated neutrality in spirit, they are pro-Eastern in practice, making the US led Western World, a foe of India. His frequent anti-West rhetoric on the international forums like the UN alienated India. He was seen by the Western policy makers as sponsored by the Eastern Bloc. The Chinese aggression at the border alarmed him, forcing him to align with the West, first informally and then formally during the war. A new Alignment with Kennedy led America was formed to contain China. This paper examines and appraises the dichotomy of Nehru in choosing between the Eastern Bloc & the Western Bloc, his flipflops between them and their implications.