This article investigates in greater depth one particular aspect of cheating within secondary education and some implications for measuring academic achievement. More specifically, it examines how secondary students exploit the Internet for plagiarizing schoolwork, and looks at how a traditional method of educational assessment, namely paper-based report and essay writing, has been impacted by the growth of Internet usage and the proliferation of computer skills among secondary school students. One of the conclusions is that students’ technology fluency is forcing educators to revisit conventional assessment methods. Different options for combating Internet plagiarism are presented, and some software tools as well as non-technology solutions are evaluated in light of the problems brought about by “cyberplagiarism.”