This paper examines ethnographic dilemmas when researching school environments with a majority of boys with working class background. Several researchers have highlighted the fact that this group is often presented as homogenous and labelled as underachieving and having an anti-school attitude. In this paper it is discussed how some methodological considerations might lead to a more nuanced representation of this group of boys. It follows on a body of work in the journal of Ethnography and Education of discussions of the complexity of researching processes of social reproduction. Brockmann (2011) for example, argues that studies that focus on social reproduction too often neglect the complexity of those processes. Also Russell (2013) discusses the complexities when working with young people and how the researcher is dependent on their personal dispositions and the roles those young people adapt. Both authors call for a methodological discussion of how to do ethnographic research that not (only) reproduce a given discourse but also gives a representation of the complexity of those processes. Also the paper at hand can be seen as a contribution to the discussion on methodological and theoretical issues in the mentioned (see also Delamont, 2009; Hammersley, 2006).