Safer sex negotiation entails the process of communicating one’s preferences on when, where, how, and with whom they want to have sex, including the negotiation of condom use to prevent infections and avoid unplanned pregnancies. In South Africa, to help halt the increasing numbers of sexual abuse, teenage pregnancy, sexual violence, and STIs, including HIV and AIDS, the Department of Basic Education introduced Life Orientation as a school subject. This comprehensive sexual education intervention was aimed at fostering an understanding of the effects of gender inequality on relationships and general well-being. This was intended to empower young people with the ability to make sound decisions concerning relationships and sexual intercourse, appropriate language to be used when communicating their needs, as well as knowledge about their rights, responsibilities, and avenues available to them for aid and support. However, instead of empowering learners, schools reproduce inaccurate perceptions and practices, with Life Orientation sexuality education characterised by a moralistic response to young people’s curiosity. This study, therefore, explores the understanding of safer sex negotiation among first-year students at Rhodes University. As a phenomenological study, this study adopts a mixed method approach, with data collected using a once-off online survey and semi-structured in-person interviews and analysed using descriptive and thematic data analysis. Results from this study contribute towards the existing body of knowledge concerning students’ sexual behaviour and factors influencing it. This will aid in finding more relevant and effective ways of educating and equipping students with what is needed to promote safer sex behaviour.