Hong Kong secondary schools have difficulty in integrating guidance, or counselling, and discipline into schooling. In some schools, discipline is overdeveloped while guidance is underdeveloped. The positive aspect of the caring system is distorted as part of the provision of discipline. This article looks at the distinction between guidance and discipline, and deals with what relatively little is known about in current research, that is, how guidance and discipline function within a school organization. It uses the perspectives of interactionism and social constructionism to contrast the relationship between guidance and discipline in two Hong Kong secondary schools. It employs case study and qualitative methods for data collection. Data for the two schools show that the contextual and organizational factors have a profound impact on the connectedness between guidance and discipline at the three levels of whole school, department and classroom. Finally, the implications for their implementation and integration will be given. (Contains 3 figures.)