Pubescent male students experience many difficulties when taking singing lessons due to the transliteration instability that results from the physical changes they undergo while their voices are deepening. In order to attain the objects of signing education, how to provide efficient singing guidance to male adolescents whose voices are deepening should carefully be considered. This study examined authentic singing teaching methods for pubescent male students in an effort to offer some useful information to teachers responsible for those students. The findings of the study are as follows. Teachers should have a proper understanding of the basis of singing guidance appropriate for students at puberty and provide them with sustainable self-training. Specifically, transposition is the best way for students with changing voices to regulate their transliteration. Teachers should consider: the regulation of pitch, vocalization guidance, chorus education, and the selection of appropriate music and songs. Teachers should help those male students to resolve the problems that develop from the change of voice, relieving the accompanying stress through understanding and guidance. Especially, teachers should pay close attention to singing guidance for such students, since their discretion will serve to ensure the success of not only of school singing education but also of professional vocal music education.