On the basis of the example of "Zhang Xu calligraphying in drunkenness", this paper attempts to examine the relationship between spontaneous aesthetic experience in Chinese calligraphy and leisure experience of everyday life, especially associated with wine and drunkenness; as the core of the aesthetic thought of John Dewey exists in the emphasis of continuity between practical life and art, between daily experience and aesthetic experience, that is why the paper also tries to put into light the aesthetic thought of John Dewey, mainly as formulated in his work Art as Experience. This paper undertakes this study through four main sections: the first one is centered on drunkenness and spontaneous execution in "Zhang Xu's calligraphy; the second part focuses on the understanding of "mad, madness, unreasonability" in artistic experience in several dimensions; the third part discusses spontaneity and inspiration; and the last part examines the relationship between spontaneousness, leisure activity, and freedom in artistic creation. The paper thus stresses several convergences between Chinese aesthetic thought and pragmatic aesthetics.