The Web is the largest human information construct in history transforming our society. How can we understand, measure and model the Web evolution in order to design effective policies and optimize its social benefit? Early measurements of the Internet traffic and the Web graph indicated the scale-free structure of the Web and other Complex Networks. Going a step further Kouroupas, Koutsoupias, Papadimitriou and Sideri (KKPS) presented an economic-inspired model which explains the scale-free behavior as the interaction of Documents, Users and Search engines. The purpose of this paper is to clarify the open issues arising within the KKPS model through analysis and simulations and to highlight future research developments in Web modeling, which is the backbone of Web Science.