This chapter examines sexting within the context of adolescent psychosocial and social cognitive development, focusing on how it relates to sexual agency and gender identity in teenage boys. While adolescence is a universal biological phase, its meaning varies culturally; in Western societies, it is shaped by delayed adulthood, formal education, and digital access, which foster identity exploration. The chapter critiques early androcentric theories and instead promotes a multifactorial approach that integrates biological, cognitive, and psychosocial factors. Puberty and brain development influence self-perception, emotional regulation, and risk-taking—key elements in sexting behaviour. Using a developmental framework, the chapter explores how attitudes, subjective norms, and perceived behavioural control shape sexting decisions. It also evaluates the potential risks and benefits of sexting, emphasising the importance of context and intention. Ultimately, it advocates for a culturally sensitive, developmentally informed understanding of sexting that supports adolescent growth in increasingly digital social environments.