Intersectionalities have become central to theory and research on sex, gender and crime. Viewing crime through an intersectionalities lens allows us to move beyond deterministic views of the relationship between social structures and offending by emphasizing that structures of gender, race, ethnicity, class, and sexuality weave together to create a complex tapestry of opportunities and motivations that shape variation in crime and violence across groups and situations. In this essay, we propose a "choice within constraint" framework that focuses on how multiple, interlocking inequalities come together to shape micro-level interactions while also allowing room for agency in how people choose to respond to social and structural opportunities and constraints. More specifically, we cull insights from qualitative studies to build a framework emphasizing how individuals’ active engagement with intersecting cultural meanings of gender (masculinities and femininities) explain variability in decisions to offend across and within hierarchies of sex, race, ethnicity, class, sexuality, and age.