Gender relations, in the masculine-feminine, are organized by the cultural rules of the symbolic order of the difference between the sexes and generations. The interpretation of these rules is always subjective, leaving an element of uncertainty and unconsciousness, transmitted by the polysemy of words and language. An analytical reading of Camille Laurens’ novel Fille illustrates the psychic work involved in questioning the distinction between genders in exchanges spanning three generations. This cultural work draws on popular and literary stories. The conviction of being a girl, then a woman, evolves with the uncertain future of the feminine or masculine in the successive subsequent revisions of the narrator’s life. The uncertainties of adolescence, in the novel and in contemporary clinical practice, are accompanied by a rejection of the “patriarchal” order in the infantile sexual theories of a new generation.