Consumption of alcohol among women in Japan is being increasingly promoted by alcohol and food service industries. Yet while the relationship between drinking and gender has been examined in medicine and the social sciences, there remains a gap in cultural studies and humanities scholarship on the topic. This paper presents one such analysis, examining interactions between gender and national identity in popular culture representations of alcohol consumption in contemporary Japan. Specifically, the paper examines the text Wakakozake, originally a webcomic by Shinkyū Chie that began serialization in 2011 and since has been adapted into anime and TV drama. Analyzing Wakakozake in its various forms, this paper examines its presentation of Wakako, the story’s office lady protagonist, as equipped with knowledge about drinking supposedly unexpected from a Japanese woman. Having been born with the “tongue of a drinker”—presumed to belong only to men—Wakako is presented as usually drinking alone, more knowledgeable about the practice than certainly drinkers younger than she and even male drinkers of her own generation. This paper argues that, by presenting Wakako and her solitary drinking as removed from heteronormative institutions of marriage and domesticity, the text reinforces the assumption that women are drinkers only under non-normative circumstances. Furthermore, the paper highlights how, despite having knowledge about Japanese foods, cultural traditions, and seasonal practices, Wakako is still depicted as being not as knowledgeable as male drinkers older than she, reinforcing gender and generational hierarchies in the act of drinking in contemporary Japan.