Skateboarding is known as a predominately male activity; however, there are female skateboarders and they are growing in number internationally. The purpose of this paper is to analyse how female gender and feminist issues appear and are negotiated by female skateboarders in ethnographically documented dialogues in a local setting. The dialogues are historically, socially and culturally contextualised invoking mediated discourses on female skateboarding. My assumption is that mediated discourses interact with local practice in an intricate way. This paper will hopefully shed some light on this interaction as well as works on femininity (and masculinity) in skateboarding and other board sports. In addition how female attendance is promoted. Theoretically, the paper draws on post structurally influenced cultural studies and theories of gender. The paper discusses practices of gender division and images of girls and women in board sports and their media from a feminist perspective. In this context, inviting pain as a girl has been interpreted as a way of challenging unappreciated forms of femininity. Accidents and falls are portrayed in niche media, both in print and television programmes, as evidence of courage and authenticity. However, there are alternatives to the aggressive femininity in recent media forms, such as blogs and personal web pages. But replacing one alternative of femininity with another raises new questions. The ambiguities of discourses put girls and women in a position where they are empowered subjects using their own micro-media, and, at the same time, tend to preserve ‘the separate-and-different-cultures model’ when it comes to gender.