Chuang Tzu’s philosophy feature xiaoyao or “free and easy wandering,” which denotes a spiritual journey beyond the earthly world and life and enlightening experience in union with Dao or the universe. Guo Xiang, the historically recognized commentator of the Chuang Tzu, however, re-directs the term xiaoyao to the everyday world based on individual nature and destiny. Thus, Chuang Tzu’s theories represent the spiritual transcend freedom, and Guo’s the worldly boundless feelings. Chuang and Guo together may be taken as typical philosophers who represent prevailing notion of personal freedom in traditional China. The positions of Chuang and Guo, with their traditional Eastern notion of freedom, seem to be in opposition to modern or Western concepts of freedom, seem to be in opposition to modern or Western concepts of freedom, which could be represented by Isaish Berlin, who proposes the two well-known concepts of liberty, namely, negative freedom and positive freedom. Although negative freedom suggests a bound of freedom for an individual or a body of people, and the positive freedom suggests no such bound, they are both political and active liberty in social life. Thus, the two kinds of freedom are rather different from Chuang and Guo’s xiaoyao. However, there is not an abyss between modern concepts of liberty and traditional notions of Xiaoyao. According to Berlin, one must liberate oneself from desires that one knows one cannot realize. It is as if one has performed a strategic retreat into an inner citadel-one’s own reason and soul. Thus, we can say that the two kinds of xiaoyao of Chuang and Guo are just a kind of retreat form true life and the miserable world. However, unlike what Berlin has said, the spiritual freedom proposed by Chuang and Guo is not so passive: it has deep insight and foresight into how we should face dangerous and uncontrollable situations.