Historically the notion about the understanding of women has been patriarchal in nature. The postmodern world has an inclination to redefine social mores. The prevailing thought in the 20th and 21st centuries supports the same thesis. The transformation of attitudes appears to be a regular phenomenon in the understanding of the issue at hand, thereby enlivening the motif of unity between the two. Gender, transgender, sexuality, etc., are in a state of transformation, so that to interpret and reinterpret a state of understanding and re-understanding of the issue of participation in sports has multiple significations. Sport in the 21st century constructs inimitable challenges for trans-athletes. A broad spectrum of identities is included under the umbrella of transgender identity. Transsexual or transitioned athletes may pose the greatest challenge to equity in sex-segregated sport competition. The subject under deliberation has a large number of interpretations, all of which center on a need to ‘deconstruct’ the present structuration of acceptance of sex and gender terminology. There is certainly a need to think and contemplate in broader terms about the meanings that assess the well-defined boundaries between disciplines of research. The present thesis highlights a deconstructive stance.