Literary commentaries is popular over the field of novel and drama during Mingand Qing-Dynasty and involved in the field of philosophy later which Zhuangzi is included. The importance of prose esthetics of Zhuangzi was noted after being seriously commented and analyzed by many academic writings which Wu Shishang's Zhuangzijie is one of them. Wu was greatly affected by the commentaries of essays which is for obtaining official qualification and paid too much attention on investigating the grammar of essays. Wu’s Zhuangzijie revealed that how Zhuangzi made a sentence, how Zhuangzi organized the order of all chapters and what kind of words are Zhuangzi's favorite. Wu also suggested that how Zhuangzi was written and gave one introduction for each chapter which became a good guidelines for readers. Due to the trend of highly valuing Confucianism at that time, Wu inevitably explained the philosophy of Zhuangzi under the Confucian frame and thus received lots of insults. However, Wu’s contributions still deserves praise