This study focuses on the themes of subjectivity and otherness in Shashi Deshpande's novels, specifically examining the negotiation of difference in his works. By analyzing Deshpande's novels, including "The Dark Holds No Terrors," "That Long Silence," "The Binding Wine," " Small Remedies," and "A Matter of Time," this research examines how his characters struggle. Issues of identity, social expectations, and cultural norms. The objectives of this study are to explore the struggles individuals face in navigating differences, analyze the gap between tradition and modernity, gender roles and generational gaps, and emphasize the importance of embracing diverse perspectives and challenging social norms. By exploring the protagonists' journeys, this research aims to provide insights into the transformative power of self-discovery and the importance of embracing one's unique subjectivity despite social constraints.