This volume focuses on the role of gender in young peoples’ digital sexual cultures in South Africa. Offering a snapshot of their lives as they navigate the online world, this book explores young people heterosexual desires, and the materialisation of gender inequalities. The chapters in the book take heed of human and more-than-human elements and understand the connection between devices, technologies, images, sexting, filters, pornography, sexuality and violence as affective flows with potential for new becomings and new constraints. Chapters also detail how these experiences are woven with global and local norms regarding heterosexuality, masculinity, and femininity, shaping young peoples’ web surfing experiences: amid pleasure and peril. Chapter 1 is available open access under a Creative Commons Attribution 4.0 International License via link.springer.com.