The subject application is directed to a system and method for generating context sensitive help for a graphical user interface. Display data corresponding to a plurality of indicia is first generated on an associated display, each indicia corresponding to a functionality of an associated information processing device. Selection data is then received corresponding to a selected indicia from those displayed. A touch down signal is then received corresponding to a tactile exertion of positive physical pressure. Duration data representing the duration of the exerted positive physical pressure is then received. A display of data associated with the functionality of the information processing device is subsequently triggered in accordance with the selected indicia corresponding to the received selection data and the received duration data.