The aims and functions of aesthetic education are cultivating one's emotions, personality, and even moral character to improve the quality of culture. However, the connotations and principles of aesthetic education seem to be vague. Professor Shen-Keng Yang provides deep discourses on what aesthetic education is and how it can make its functions operate well. This article aims at inquiring Shen-Keng Yang's ideas of aesthetic education. He believes that the main function of aesthetic education is for cultivating personality. Based on the theory of aesthetic education of Plato's "Idea of beauty", Yang integrates Habermas' theory of communicative action, the ideas of multiculture, and the tolerance of differences by postmodernism and constructs the theory of personality cultivation. This article explores Yang's ideas with four divisions of personality: poetic personality, moral personality, critical personality, and tolerance personality. The author of this article attempts to interpret Yang's ideas about spirit, culture, and education love, and come to the conclusion that educators' love does not rely on a solid or fixed form of value, but rather the possibility that hides deep in the perfect cultural ideal of young students, which demonstrates the beauty of personality of educators. The last section of this article explicates Yang's ideas about implementation of aesthetic education.