This chapter presents a detailed overview of the research project From Homoeroticism to Homophobia, funded by the Anniversary Fund of the Austrian Central Bank and launched at Centre Qwien in collaboration with the University of Vienna’s Department of History in 2018. The project investigates shifting images and stereotypes around sexuality and masculinity of the ‘Orient’ within German-speaking contexts from the mid-nineteenth century onward. The author analyses representations in key printed media, focusing on the Swiss homophile magazine Der Kreis (1943–1967), the West-German homophile magazine Der Weg (1951–1970), and the gay magazine du&ich (1969–2014), to explore depictions of ‘oriental male sexuality’ and their roles in constructing masculinity within intersectional frameworks. The chapter outlines the project’s conception, followed by a methodological examination using MAXQDA for qualitative analysis. This methodological focus is intended as a resource for readers, providing insights into the historical research approaches supporting the volume’s broader themes. Through a series of case studies, the author reflects on the use of data analysis software and elaborates on considerations for future historians interested in applying similar methods.