This paper examines several philosophical issues related to emerging technologies in sport and leisure. There are a range of technologies that will likely be offered to boost performance in sport, ranging from prosthetic devices and cyborg-like implants to gene therapy and enhancement. Computer generated simulations are already in use in work and leisure, and are expected to be pervasive in the future. Technological developments such as these present a challenge to some of the traditional assumptions and cherished beliefs not only about the nature of sport and leisure and how they should be conducted, but also about the very nature of reality and what it means to be human. It is hoped that this paper can shed some light on the challenges and possibilities facing sport and leisure in the upcoming high-tech future.