The Hong Kong secondary place allocation is based on the results of Pre-Secondary One Attainment Test. The concept for designing this test in this phenomenon is clear and reasonable, aiming to reduce the possibility of school control and drilling students. Students, however, still fall into the dilemma of drilling. The article, applying the concept of prisoner’s dilemma, interprets the phenomena of drilling for examination results by schools in Hong Kong. First, this article introduces the concept of prisoner’s dilemma. Then, it analyses the phenomena of the dilemma of drilling for examination results among students and schools in mainland China and Hong Kong. Third, applying prisoner’s dilemma to interpret the Pre-S1 phenomenon in Hong Kong. Finally, ways are suggested to solve the... dilemma. The author stresses that there are two main approaches to solve the dilemma: one is to raise the rational standard of individuals and another is to change the payoffs in the reward system.