Automated question selection is an emerging problem in the industry of Online Test Management. The Test Management Suites, offer administration of question sets, either precompiled by experts, or randomized over the database of questions. Presently available literature in this domain is sparse and primarily focuses on automated question classification problem. This paper proposes a novel technique for administering question sets in an intelligent and automated approach. Artificial Intelligence, in the form of Self Organizing Feature Maps is utilized for question selection process. Finally, results from experiments are compiled for an illustration of the whole technique. Optimal design parameters for further research are also proposed alongside plausible future direction in pervasive computing.