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Gay men's use of the internet for social and sexual purposes is now so common that some predict an end to gay bars. In New York City, where this study took place, the use of the internet by men to meet other men seeking sex without condoms, called bareback sex, has created concerns among public health and gay community HIV/AIDS workers. This study of six popular bareback internet sites seeks to understand the nature of this new online sexual culture, initially by investigating the sites themselves through the methodology of cyber-cartography. That investigation suggested that masculinity as an analytic in gender studies might offer some value in understanding what was happening on these sites. Issues of race and ethnicity also emerged to challenge any singular notion of masculinity. This paper suggests that masculinity itself might need some recalibration, and that we may also need to rethink these sites as …