The fundamentals of postmodernism and poststructuralism are examined within an analytical and critical kaleidoscope to expatiate upon the core ethos of the theories. Alongside, the mainsprings of Foucault and Derrida are explored with a theoretically comparative analysis to hypothetically postulate a postmodernistic and poststructuralist platform for the adherents of social sciences. The treatise involves the pivotal theoretical strands with polemical filaments for a better understanding of the theories. A different angle to reorient poststructuralism and post modernism to look into the transitional, critical and refurbishing phases of these theories is depicted with an investigative ray to formulate a newer causeway for analyzing within time, space and standardized framework. The theoretical aspects of Michel Foucault and Jacques Derrida are analyzed critically for a broader elaboration of postmodern and post-structural configuration and a compelling comparison has been enacted between their thoughts and ideas. The future of the theories and their currents of existing module across theoretical firmaments are idyllically translated into eclectic senses.