The addition of the Web to the range of technologies which humans have used to mediate between themselves and the world has contributed to problems as well as advantages in the area of school education. Historical antecedents in areas such as writing, printing and industrialisation provide a context in which mediated experiences can be examined. In the 21st century, the availability of online education increases the possibility that virtual experience will be substituted for reality. There are also concerns that there will be a blurring of appearance and reality, and that cultural imperialism will continue to spread by use of the Web. Together with the observation that computer-mediation via the Web tends to reframe the central role of the teacher in the educational process, these factors are considered in terms of the need to establish future guidelines to reduce the adverse impact of the Web on school education.