Popular magazine illustrator Takabatake Kashō (1888–1966) was influential in creating images of young women that filled a variety of magazines in the Taishō (1912–1926) and early Shōwa (1926–1989) periods. They are depicted as stylish and self-assured, sexy but not objectified. This chapter argues that Kashō’s work is feminist for two reasons. His female subjects, oftentimes “modern girls,” rebuff the norms of so-called traditional feminine behavior, while his male subjects display so-called feminine behavior through gesture, appearance, etc. Through the hermaphroditic portrayal of his subjects, Kashō challenges the overdetermined link between gender and the body. Secondly, Kashō portrays women as autonomous, in contrast to state ideology that defined women through their roles as daughters, wives, and mothers. Kashō’s collapsing of naturalized divisions between the sexes, as well as his female subjects’ behavior, mark his work as feminist.