Design and technology education has a long tradition of using ICT applications. The development of digital technologies amplifies this use and opens many new pedagogical plans. In this chapter, we study this particular domain through, on one hand, an analysis and the design of controlled or automated systems and, on the other hand, the use of computer-aided design and computer-aided manufacturing in pedagogical situations. Both of these domains are plentiful for meaningful situations related to the modern environment - for the students´ familiar environment and also for discovering and knowing the world of contemporary industry. Thus, we discuss, with the aim of understanding in design and technology education, examining what the use of these digital technologies introduce to and modify in students´ learning. This paper is based on two studies: (1) the first one concerns the understanding developed by students of a complex automated system in the aim to program its different controls and (2) the second one is based on the use of CAD software. We examine the learning process in the framework of the theory of activity and the anthropological analysis, based on the individuation and socialization processes.