This article uncovers the decades-long transatlantic association between American anarchist Emma Goldman (1869-1940) and British sexologist Havelock Ellis (1859-1939) to showcase the making of her idiosyncratic anarchism across ideological divides. Goldman was the most internationally known and ideologically influential anarchist woman in the early 20th century. Her radical views against all authorities and her ideas on women’s liberation continued to inspire the development of American radical culture from the late 20th century to the 21st century. By associating Goldman with Ellis, this article demonstrates the ideological reach and the discursive versatility of her anarchism. I will show the ways and extent to which Goldman cited as well as adapted Ellis’s works as she developed her sex radicalism that played a vital part in her anarchism. This article will focus on the two key subjects—revolution and sexuality—about which Goldman and Ellis corresponded and on which she appropriated his ideas in order to highlight Ellis’s influence on her and her cross-ideological translation of his ideas. I will elaborate on the anarchistic nature of Goldman’s sex radicalism, which was adapted from Ellis’s sexology but at the same time developed to include radical appeals for social revolution and women’s emancipation that were absent in Ellis’s works. Moreover, I will delve into Goldman’s reflections on revolution, sexuality and their intersections during the years of her self-exile by analyzing her correspondence with Ellis so as to capture a clearer picture of her anarchist mentality and its important features.