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The objective of this article is to analyze transvestism scenes and the concomitant thought processes of a psychotherapy consultant, to show if there are changes in the psychic position of the subject. The analysis method is based on narratology and the semiotics of the text. The results show four figures in which the narratological and semantic dilemmas are specified: sexual awakening, the difference between the sexes, denying or affirming life and the conjunction between the sexes. The narrative of possible improvement is specified in the narrator's distance from the actant mother's gaze and in the scene of supposition where he glimpses in the future forming a family. The scenes and the position of the narrator are interpreted from the construction of the semiotic subject. The results are discussed with the help of concepts in psychoanalysis, such as: constitution of the self, identifications, incest, and the role of the phallus in sexual difference. Some of these concepts are articulated with other authors. It discourses on the lability of the self and the other, as well as between the masculine-feminine, the relationship between compulsive acts of cross-dressing and the absence of incestuous prohibition. It is concluded that there is a change in the narrative and the psychic position of the narrator. And that the subjective dilemmas of the analyzed case is the expression of the current social dilemma where the diffusion of identity is at stake.