The act of communicating with others during routine daily tasks is both common and intuitive for individuals. However, the hands- and eyes-engaged nature of present digital messaging applications makes it difficult to message someone amidst such activities. We introduce GlassMessaging, a messaging application designed for Optical See-Through Head-Mounted Displays (OST-HMDs). It facilitates messaging through both voice and manual inputs, catering to situations where hands and eyes are preoccupied. GlassMessaging was iteratively developed through a formative study identifying current messaging behaviors and challenges in common multitasking with messaging scenarios