Education is among the principles highly emphasized by Islam and which different elements of teaching and learning are squarely based upon. The role of teacher and trainee as well as the educational contents are among those elements that need due attention. Among the educational contents are the false, deviating and misleading contents. The prohibition of preserving and keeping such books has been discussed in Shiite jurisprudence in the chapters concerning forbidden acquisitions. Thus depending on the nature of the contents of what is taught, teaching and learning are included in the category of the five Islamic rules. Despite the Quran and prophetic tradition addressing this issue, some aspects of the problem including the Islamic law about teaching and learning misleading contents have not been dealt with by scholars at length. Teaching and learning false and misleading contents help spread those contents. Hence, one of the important issues in this connection is to examine this topic from a jurisprudential perspective. Efforts have been made, in this study, to highlight the main title and to explore and analyze the rules regarding teaching and learning misleading contents. The aim is to throw light on the jurisprudential duty of a teacher and trainee in this regard examining the arguments presented in the jurisprudential sources. The principal and basic rule about teaching and learning misleading contents is that they are prohibited. However, in some circumstances the prohibition is lifted and it may in rare circumstances become obligatory for some people.