We report on the motivation and qualitative studies that examine the design of a sentiment and context collection tool in a mobile-enabled blended learning technology. The tool concept emerged from field studies with teachers and students from two primary schools in Kenya. In this paper, we discuss the background and motivation of learners sentiment and context. Next, we present the overall design of the proposed module and its prototype implementation in a blended learning environment. Detailed discussions on the algorithms underlying the tool are beyond the scope of this paper.