Technologies for generating a text message from user-selectable icons include a wearable computing device that determines a context associated with the wearable computing device. The wearable computing device determines user-selectable icons from predetermined user-selectable icons based on the context associated with the wearable computing device. Each of the user-selectable icons may have one or more textual meanings associated therewith for text message generation. The determined user-selectable icons may be displayed on a display of the wearable computing device.