In this chapter the mutual shaping of the technology and gender is analyzed in relation to the phenomenon of gender digital divide. The discussion starts with the re-construction of the theoretical background, shedding light on different analytical approaches to technological development. The gender blind perspective of mainstream technology studies is uncovered; looking at theoretical contributes of feminist and gender studies. This positioning is aimed to consider the cultural and material aspects involved in the digital gender gap. The chapter leads to a general conclusion: it is of utmost importance that researchers, decision-makers and professionals in Information Technology field take into account that all spheres inhabited by human beings are inevitably gendered. The gender mainstreaming approach may inform the construction of a gender-aware research agenda and the identification of the following transformative actions. The synergy among researchers, practitioners and decision-makers at political and business level is crucial for a gender-sensitive and sustainable development.