This section discusses the complex psychological and philosophical reason for Shogun Yoshimune’s contrasting handlings of his two adopted daughters’ and his favorite son’s weddings. In my thinking, Yoshimune lived up to his philosophical principles by the illogical, puzzling treatment of the three weddings. We can witness the manifestation of his modest and frugal personality inherited from his ancestor Ieyasu, cohabiting with his strong but unconventional sense of obligation and respect for his benefactor Tsunayoshi.