Reflecting on a previous article, I evaluate changes encountered around teaching sexuality over the past 22 years in different geo-political settings. This article examines the ways in which my teaching practices, as an academic committed to equality, have developed in relation to different academic and political contexts. This personal pathway through learning and teaching work linked to sexuality has been, and still is, embedded within social, and feminist geography modules based on a political focus on social justice and injustice. I worked in two UK universities during the time when the Civil Partnership Act 2004 was enacted but left the UK prior to the Equality Act of 2010 and the Marriage (same sex couples) Act of 2013. I now teach in Singapore where Penal Code 377A still exists. This British colonial code criminalizes sex between consenting adult men in private or in public. This paper discusses my commitment to integrate sexuality into the curriculum and analyses the ways in which styles of delivery, content and engagement between and with students has varied across what I define as two 'eras of teaching geographies of sexuality/sexualities'.