This document presents research on conveying emotion during instant messaging communication. It discusses how the Epoc headset can infer affective states and how this information can be used in an application called EmoChat to enhance emotional expression in instant messages. Study 1 validates that the Epoc can reasonably accurately measure affect. Study 2 then introduces EmoChat and compares the emotionality of communication between EmoChat and traditional instant messaging. Results suggest EmoChat facilitates emotional expression more readily.