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Indian writers' success has reached such a degree that woman writers also break into the field in a big manner and make us proud of their fantastic writings.In the Indian English literature, Shashi Deshpande is well known as a woman writer. Shashi Deshpande is a very severe Indian English woman writer who portrays various elements of the lives of the woman especially the life of the middle-class woman, in her novels. One of the luminous award-winning women novelists is Shashi Deshpande in the literary galaxy of the last quarter of the 20th century. This article focuses on the predicament of educated females in a male dominated society by Shashi Deshpande’s The Dark Holds No Terrors and That Long Silence. It also describes a career woman's issues, her struggle to discover and maintain her identity as a spouse, mother, and as a human being.