In this paper I examine the question of how masculinities and men's sexualties challenge, seek to become, and are resisted from becoming, part of tradition, as well as how such a confrontation is contigent on space. I employ the case of a famous ‘traditional’ gay wedding that took place in the relatively small township of KwaDukuza in KwaZulu, South Africa, and mediated responses to the wedding, to consider how we might better understand this question. In pointing out men's genders and sexualities and their traditions as discursive practices connected to specific places and temporalities I hope to raise the possibility of finding spaces for transforming gender relations and liberating masculinities.