This analytical study examines Machiavellian personality and its manifestations in digital environments, conceptualized as a psychosocial phenomenon of intertwined dimensions، The central thesis holds that digital ecosystems do not fundamentally alter this personality structure but rather amplify its manipulative mechanisms, equipping it with tools unavailable prior to the era of social networking، The study employs a critical analytical approach in reviewing recent literature published in indexed journals between 2014 and 2026, emphasizing empirical and theoretical studies on Machiavellianism and its associations with cyberbullying, digital deception, and manipulative social media behaviors، Findings reveal three core pathways of impact: social impacts (harnessing digital platforms for dominance, cyberbullying, and exploitation), psychological impacts (reinforcement of opportunistic behaviors and problematic internet use), and informational impacts (misinformation dissemination and fake review fabrication)، A notable paradox emerges: despite the acknowledged risks posed by such personalities, their digital counterparts possess an exceptional capacity to evade consequences through anonymity and weak oversight، The study concludes with preventive intervention frameworks centered on digital literacy and the development of monitoring tools to counter these patterns in digital environments....... Keywords:......Machiavellianism, Dark Triad, Digital Behavior, Cyberbullying, Digital Deception, Psychosocial Harms.