After 200 years of bondage, India gained freedom from the British through numerous revolutionary movements in 1947. But, within 20 years of the independence, insurgent movements had started arising against the Indian Government as well. In 1967, the Naxalite insurgency was initiated as a radical protest by the oppressed peasants against the colonial tenancy system retained by the feudal landowners even after the British had left the country for good. The uprising got pinpointed as Naxalism and the rebels as Naxals, as it all started at Naxalbari, a village in the Indian state of West Bengal. Spanning over 50 years, this ongoing movement initially acquired the respect of the general population of India with its radical ideologies of fighting against the oppressor imperialists but soon mutated into a source of terror. A qualitative assessment of the instances taken from secondary sources, such as context-related online journals and blog articles, will help this paper to explain the formation of the contemporary perception of Naxalism as an extreme radical armed revolution and one of the biggest security challenges against the Indian Government.