This research explores the portrayal of morally ambiguous female characters within media, and more specifically cinema. While there is nothing inherently novel about this topic, through further research, there remains a gap in the presence of moral ambiguity and female likability. Through analysis of various television shows and movies, this study aims to examine the ways in which these characters are developed and portrayed, and the implications of their complexity for societal understandings of femininity and morality. This study will also consider the cultural and societal context in which these texts were created, and how that may have influenced the portrayal of these characters. This study will also investigate the potential for these characters to challenge traditional gender roles and stereotypes. Ultimately, this research seeks to shed light on the importance of well-developed, multi-faceted female characters in shaping cultural narratives and perceptions of women. By reviewing several female-led shows and movies, ranging from Gone Girl to The Girl with the Dragon Tattoo to Handmaid’s Tale to Fleabag, this study will aim to create an archetypal character that exhibits these attributes. By analyzing these morally ambiguous female characters, this study will strive to provide insight into the ongoing conversations surrounding representation and representation within media.