Martino, W. & Cumming-Potvin, W. (2014) Teaching about 'princess boys' or not: The case of one male elementary school teacher and the polemics of gender expression, Journal of Men and Masculinities, on-line: http://jmm.sagepub.com/content/early/2014/09/24/1097184X14551278
This doesn't relate to teaching as much as ethnographic research, so it might not be relevant, but you could look into Martin Manalansan's work on sexuality and migration: Global Divas: Filipino Gay Men in the Diaspora (Duke University Press, 2003). Also, David Valetine's Imagining Transgender: An Ethnography of a Category (2007). I agree with an earlier comment about queer pedagogy as another avenue to investigate. J. Halberstam would be a good author to check out on that - however, I imagine much that is written about queer pedagogy is about how to make the classroom inclusive of non-heteronormative subjects and inquiry rather than actually teaching sexuality specifically (although I don't know that this hasn't also been written about).
Look up books on Two spirit people, Sacred Clowns and Contraries. I did research as an undergraduate anthropologist but not working on this currently. I did a thesis but did not publish it. From memory I started with Another Mother Tongue and Daughters of Copper Women. You may bibliography to access samples of these topics on Amazon that show the bibliography. There was a madam that traveled on the Snake and Columbia River that Lewis and Clark took that dressed as a man and had prostitute wives. I wrote a poem about it when I was in Astoria during the Tsunami because they took her tribute down to honor an anniversary of Lewis and Clark expedition. You may still be able to find some reference to it in that area on line through the historical society. Seven Arrows has stories about men who prefer women 's circle and women who prefer mens' in the teaching of the Shield and Medicine Wheel. These are connected to oral traditions such as the Creator Spider Women stories.
You can also look at Eric Anderson's article, "'Being Masculine is not About who you Sleep with...:' Heterosexual Athletes Contesting Masculinity and the One-time Rule of Homosexuality" I have used this in Gender courses in the past. Mining the Bib and the works that reference his article might give you some useful places to start.
You might like to take a look at my 2004 article 'Public affairs', based on ethnographic research into extra-/non-marital sexual relationships in an eastern Indonesia society. This was published in the Dutch journal 'Bijdragen', available through most good university libraries. Also Lyons and Lyons book 'Irregular connections', also published in 2004, on the history of anthropological research into sexuality. Curiously, perhaps, quite a lot of anthropological writing these days concerns homosexuality; empirical work on heterosexual sex is relatively rare.
I hope you can find some answer in my paper YANNICK JAFFR E Towards an anthropology of public health priorities: maternal mortality in four obstetric emergency services in West Africa
GIlbert Herdt's (1996) edited work Third Sex, Third Gender: Beyond Sexual Dimorphism in Culture and History is a wonderful resource for questioning contemporary Western assumptions
Have a look at my 'Fucking Tourists' in Critique of Anthropology circa 1989 which investigates the shaping of sexual positionings by the forces of market and politics in Jerusalem's Old City
Zona Norte: an Auto/ethnography of Desire and Addiction by Hemmingson is an unconventional brain teaser. It is not a ground breaking book but it has absolutely a different style of narrative and ethnography.
Back in 2000, Joanna Brewis and I did a book called Sex,Work, and Sex Work. The book contained some original ethnographic work and some meta-ethnography. and looked at two perspectives : the first was the way sex and sexuality affected normal organizational work in often unacknowledged ways (reading sex into organization) and how sex can be organized as a commercial, even industrial activity (reading organization into sex). We wove together theory, philosophy, organizational, legal and market analysis with first person accounts. One chapter looked at a the dimensions of social context that affected how sexuality was expressed, and hence legitimated and commodities, and the social formal and informal systems available. We were forced to concentrate on the broadly heterosexual data available for a combination of reasons, but our analysis was potentially adaptable as it was a book about identity as much as sex (as the reviewer for Sociology pointed out). Given the reflection on organizational context and the theorization of identity you might find something of relevance in it.