Teaching is certainly not about imposing ideas but is the ability to make one adaptive to reflect upon ideas. Teachers form the most crucial section of our society since they determine the future of generations by giving out the best of their own knowledge. This paper deals with the contribution of teachers in making students realize the veracious forms of enrichment that education imparts by linking the literary world with real lives. Azar Nafisi's Reading Lolita in Tehran: A Memoir in Books extraordinarily links up classic novels with real-life Islamic-Iranian situations through a wonderfully drawn student-teacher duo. This book expresses the adversities that students, as well as teachers, undergo under oppressive educational systems. Briefly, it motivates both the teachers and students as they acknowledge the constraints of achievement. Teachers must hint upon these aspects of analysis in order to make students realize the essentiality of scholarship. Similarly, teachers must themselves realize the fact that teaching should always target towards an accomplished living