This research explores G.B. Shaw's play “Man and Superman” through Jacques Derrida's theoretical lens of Deconstruction and Eugenic feminism. Traditionally, in the novel, the protagonist Ann Whitefield is labeled as a liar, bully, hypocrite, and coquette, which led critics to view Shaw as antifeminist. However, this study argues that Shaw’s portrayal of Ann Whitefield reflects a subversive and progressive feminist vision that refuses and contradicts Victorian norms of ideal womanhood. Shaw dismantles gender binaries by presenting Ann not as a passive woman, but as a dominant, intellectually superior Figure a Superwoman. This study repositions Shaw as a pioneering feminist thinker who critiques patriarchal norms and envisions women as active architects of evolutionary and societal progress. This study concludes that Shaw dismantles traditional male-female binaries and highlights Ann's agency in emphasizing women's crucial roles in reproduction and social leadership, thus underscoring her transformative impact on both personal and societal evolution.