At first glance, it may seem difficult to draw parallels between these two works. Angela Carter’s fantastical novel, ‘The Passion of New Eve’, published in 1977, depicts the multifaceted identity struggle of Evelyn/New Eve, set against an American dystopia blighted by chaotic civil unrest, while John Fawcett’s teen horror film ‘Ginger Snaps’, released in 2000, unfolds in the sleepy Canadian suburb of Bailey Downs, correlating the erratic volatility of puberty with Ginger’s violent, lycanthropic infection. This essay aims to highlight how both works explore the transgression of gender boundaries, focusing on the aspects of sexual power, sexual identity and biology in regard to the overarching idea of gender as a social construct. The essay will primarily identify typical gender roles in the protagonists’ respective societies, in order to subsequently identify how the protagonists transgress these gender norms in their original and secondary forms.