To gain insight into the political meaning of the Romantic Self, it is essential to consider the relationship between subjectivity and nature on the one hand and the subject and the norms established within a community on the other. These two lines of inquiry converge in the examination of gender, specifically in the question of whether our sexual-biological identity, which constitutes our most nature-bound aspect, affects our subjectivity – that is to say, whether our mode of thinking, feeling, and relating to others is determined by our sexual identity. A consideration of Romantic reflections on gender will complete our investigation about the extent to which Romanticism regards the self as determined by nature or as independent from it. The first part of the chapter explains the meaning of the word Geschlecht (‘gender’ or ‘sex’) in the German philosophical debate at the end of the eighteenth century. The second part of the chapter is devoted to the role played by women within the Romantic ‘symphilosophy’. It closes with a focus on some Romantic women philosophers and their own idea on the role women should play in the cultural and philosophical debate.