This study focuses on Okakura Kakuzo and the English usage and style of his writing. Okakura published three books in London and New York between 1903 and 1906. These books, written in sophisticated English, were widely read, and are read even today, especially by people from Western countries. What is it about his English writing that attracts many readers? There is no doubt that one of his greatest attractions is the strong message about the importance of cross-cultural understandings. However, here we focus on another attraction of Okakura’s writing: which is his unique English usage and style. Okakura was a highly skilled English writer, who loved to use beautiful, but witty and humorous expressions. He also preferred suggestive expressions rather than distinct ones, and was good at guiding his readers to concealed suggestions. In The Book of Tea, Okakura calls Shakespeare a “genuine humourist.” However, Okakura himself was also a “genuine humourist”! While paying attention to other writers, such as Nitobe Inazo and Uchimura Kanzo and their English writings, we have discussed the uniqueness of Okakura’s writing style, which has not been extensively examined to date.