This document proposes ideas for wearable devices and an approach to implement them. It describes three wearable ideas: (1) a wearable audio diary to record self-talk sessions for self-reflection, (2) a device that tracks conversations throughout the day by time, mood, and person to increase self-awareness of communication patterns, and (3) "talking apparel" that responds to touch with sounds based on a chosen character to add fun and playfulness. It outlines prototyping the ideas with volunteers over several iterations to refine the designs before selecting a final prototype and fabrication approach.