This study examines the disconnect between India’s cybersecurity policies and their real-world implementation, revealing systemic barriers to digital empowerment. Through qualitative analysis, the research identifies four critical challenges: inadequate awareness programs, urban-rural security divides, gender-based vulnerabilities, and educational gaps in cyber-literacy. Findings show urban users exhibit risky digital behaviours despite high connectivity, while rural populations avoid online services due to security fears. Women face compounded risks, with many dependent on male relatives for digital access. The education system largely fails to equip students with basic cybersecurity knowledge. However, community-led initiatives demonstrate promising alternatives. Localized, vernacular training programs have successfully enhanced digital safety awareness and reduced fraud incidents. These models highlight the importance of contextual, participatory approaches to cybersecurity education. The study argues for rethinking cybersecurity as an essential dimension of human development rather than just technical infrastructure. It proposes shifting from compliance-focused governance to capability-building frameworks that prioritize protective freedoms for all citizens. Key recommendations include integrating cybersecurity into school curricula, developing gender-responsive digital safety programs, and creating community-based “digital mitra” networks. By bridging policy intentions with ground realities, this research offers pathways to make India's digital growth truly inclusive and secure.