The rise of digital communication has spotlighted sexting as a form of adolescent sexual expression, though its definition remains fluid. While often seen as the exchange of self-generated, sexually explicit images, sexting can also include suggestive texts, AI-generated content, and explicit drawings. Broader interpretations encompass consensual, contextual, and non-consensual content, shaped by social norms around gender and sexuality. Understanding male sexting behaviour requires examining diverse motivations, ranging from relationship dynamics, humour, and body positivity to peer belonging and harassment. This book focuses on boys aged 14–18, viewing sexting as a potentially normative part of adolescent development. It adopts an individualised approach, avoiding generalisations about teenage behaviour. Crucially, it excludes coercive or adult-involved sexting, instead focusing on consensual, peer-based practices. By doing so, it aims to better understand how sexting fits into the sexual and social growth of teenage boys in a digital age.