This diploma thesis focuses on understanding and experimenting on mechanisms that lead developers to better learn the Pair Programming (PP) practice, one of the pillars of Agile Methodologies. The student will review the emergence of Agile development methodology compared to more heavy-weight methodologies, contextualizing the PP practice. The main part of the thesis aims at the analysis of PP in terms of a) empirical studies that investigate the efficacy of PP in software development and b) the identification of the the state of the art in terms of the introduction of PP to novices. The theoretical part will deal with the identification of mechanisms that could be better applied to enhance learnability of PP by teams of novices. The practical part of the thesis will deal with the design and implementation of a case study to test the hypotheses set by the theoretical part putting the mechanisms into practice.