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Shashi Deshpande is one of the prominent contemporary women writers in Indian writings in English. Her protagonists find themselves entrapped in the roles assigned to them by society, but achieve self-identity and independence within the confines of their marriage. In the book of Murali Manohar, Indian English Women's Fiction: A Study of Marriage, Career and Divorce (2007), categorizes marriage in contemporary Indian women's fiction into three types: love marriage, love-cum-arranged marriage, and arranged marriage. He asserts that love marriages, ideal from the couple's perspective, often lack parental approval, while arranged marriages, favored by parents, may not meet the couple's desires but are expected to cultivate love post-marriage. Manohar ranks his preferences as love-cum-arranged marriage, love marriage, and arranged marriage. He believes that marital success depends on the couple, not the parents. Deshpande's novels explore these marriage types, showing their impact on the couple's life. In the works of Deshpande, feature protagonists seeking fulfillment outside or without marriage, embodying the 'new woman' who navigates life with courage and resilience, challenging traditional marital expectations. The present study, based on the selected novels of Deshpande deals with the complexities of man-woman relationship especially in the context of marriage, the trauma of disturbed adolescence with reference to work of Shashi Deshpande.