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Pakistan and Afghanistan, despite the convergence of prolong socio-cultural and religious heritage and geographical contiguity, the episodic distrust between the two countries has been highlighted in the historic narratives by various experts. The divergent perceptions developed by the political dynasties in Afghanistan accompanied with the disgust towards subcontinent due to the policies of colonial masters still haunt the literature dealing with the foreign policies of both countries. Involvement of super powers and regional powers in Afghanistan further complicates the situation for both countries. The ongoing reconstruction process in Afghanistan and Pakistan’s will to uproot religious militant networks provides a prolific hope not only for the regional actors but for the world at large. The chronology of the bilateral relations has been deeply dealt with in this paper aimed at providing the course of relation from colonial to post 9/11 contemporary scenario in the South Asian region replete with various opportunities for enhancing mutual understanding and cooperation between the two countries