This thesis seeks to understand how the film Legally Blonde has portrayed the interaction between femininity and women. Specifically, this paper will consider how feminism—defined through the context of the era and Legally Blonde—has empowered women to enter male-dominated professional workspaces—specifically in consideration of the legal profession. The feminism presented in Legally Blonde can be characterized through Elle Wood’s simultaneous displays of intelligence and focus on typical feminine interests: such as marriage, cosmetics, and the like (Marsh, 2005; Lucia, 2005; Hoffman-Longtin & Feldner, 2016). The “third-wave” feminist era surrounding Legally Blonde promotes the duality of women in expressing femininity and holding agentic capability (Dole, 2008). This thesis uses the film’s definition of feminism to consider the changes in women entering the legal profession, the identity of women who connect to the film, and the media’s responses and portrayal of the film. Legally Blonde defines feminism by presenting women as both intelligent and typically feminine—challenging the typical gender role of women in society with her expression of capability and seriousness. While the film elucidates a definition of feminism based on femininity and female agency, some women may not fit into this definition based on the lack of consideration of intersectionality in the film. While the film underlines a changing shift in acceptance of women’s expression of femininity, the film’s message may not apply to all women. Yet, Elle Woods remains a role model for many women to attend law school and her impact is emphasized in popular culture even today.