Global media brand Twilight and its fan-created brand extension, Fifty Shades, speak to female consumers who enter into fantastic and corporeal relationships with their market manifestations (books, films, soundtracks, merchandising, and consumption communities). Twilight's narrative encompasses the psychological power and socio-cultural allure of the ‘monstrous' vampire myth, enabling a spectrum of relational positions from devoted fans to addictive, compulsive, and transgressive behaviors. Fifty Shades as an iterative narrative embeds the plot and characters of Twilight into the ‘monstrous' context of the BDSM underworld. This chapter unpacks consumers' relational positions to Twilight and Fifty Shades of Grey. The authors discuss tensions and paradoxes which underpin female consumption of these powerful brands. The chapter demonstrates disturbing dimensions of consumer-brand relationships which impact not only the imaginative lives but the physical lives of fans.