Chekov’s writings properly represent the circumstances of Russian society at the end of the nineteenth century. At that time, the “woman problem” was widely discussed and progressively became significant. In 1883, Chekov studied Darwinism closely and denied many modern theories proposed by contemporary theorists, such as K. A. Skalkovsky, M. Nordau, C. Lombroso and G. Ferrero. Those theories aimed to prove in any way that the masculine were superior to the feminine, whether from a physiological or anatomical viewpoint. Those theories emphasized the imperfection of woman’s nature, which, however, can be considered as a phenomenon of the time. In his early writings, Chekhov illustrated those perspectives to some degree, but on the other side, he contradicted those theories in his early writings. In his early writings, Chekhov mocked at some negative characteristic of the feminine, such as an insufficiency of dignity and intelligence, a lack of understanding the essence of creative works, and obedience to the masculine. But from the analysis of his works, there exist many mutual characteristics between the masculine and famine, as well as common deficiencies. By means of considering the behavior and the actions of his characters, Chekhov arrives at the conclusion that the human soul is contradictory to nature and is so complicated that no single theory can reveal and expound it perfectly.