Information and communication technologies (ICTs) have a significant effect on our learning system. Beneath the transformation, there exists the advancement of software (S/W) technology. It has been developed from infrastructure S/W to information S/W and is going to evolve into interface S/W. Based upon the SST (social studies of technology) framework which postulates the reciprocal interaction between technology and society, this study attempts to forecast the future of learning fostered by the ongoing evolution of S/W technology. The changing pattern of learning can generally be described as shifting from the transmission of simple knowledge, through the understanding of abstract knowledge, to the mastery of contextual knowledge. In accordance with this transition, society is expected to move from knowledge through intelligence society eventually to semantic society. Along with this line of development, a totally different learning-scape will emerge.