Disclosed herein are systems and methods for an intelligent and context-aware reading system. The method comprises generating a graphical user interface comprising a plurality of fields configured to receive input from a computing device. The method comprises generating an instruction to initiate an eye-tracking sensor device configured to track eye movement or an expression sensor device configured to monitor micro expressions of a user operating the graphical user interface. The method comprises receiving ocular engagement data or expression sensor data, wherein the received data is associated with a portion of a first field on the graphical user interface. The method comprises generating supplemental content data for the portion of the first field in response to an ocular engagement value or the expression state satisfying a pre-determined threshold.