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This article presents a discursive analysis of 43 men's narratives about paying for sex, collected using a combination of online and traditional face-to-face interview methods. It argues that the societal pressures placed on men to "perform" sexually help to produce conditions that make paying for sex desirable. Paying for sex provided men with a "safe" space where they felt exempt from expectations to display sexual experience, skill, and stamina. Moreover, men valued paid sexual encounters with experienced sex workers as spaces where they could acquire sexual experience and skills to better approximate idealised versions of heteronormative male sexuality. The article explores the emotional aspects tied up in men's desires to pay for sex and attends to the question of power within the paid sexual encounter, shedding light on the complexities, nuances and multiplicities within client-sex worker relationships. In conclusion, this paper discusses the value of addressing the broader social structures, sites such as media, online spaces, and medical industries, where heteronormative discourses on male sexual "performance" continue to be reproduced and maintained.