The CSS – Cyber Social Security research project described in this abstract paper aims to tackle cyberbullying and urban security challenges through an innovative "Social Sensing" approach, leveraging data from social networks and urban sensors. By integrating diverse data sources, the project provides a comprehensive understanding of social dynamics and risky behaviors. Key partners, including Università Del Salento, Università LUM Giuseppe Degennaro, Politecnico di Bari, and Università degli Studi di Foggia, contribute specialized expertise in data extraction, analysis, and legal compliance. The project is structured into phases of data extraction, behavior analysis, and preventive measures, ensuring privacy compliance. This interdisciplinary effort combines computer science, psychology, law, and engineering to address cyber-social risks effectively. The outcomes of the project include advanced analytical tools, guidelines for data privacy, and strategies for early detection and prevention of cyberbullying