The exercise of pursuing greater understanding of riddles, especially of locally Indigenous traditional riddles, is an exercise in observation and perception, of limitation and self-correction, and of infinite persistence--skills essential to cross-cultural, cooperative decision making. This article aims to model a shared experience for teachers and students to work collaboratively to "hear between the words"--and between the worlds--through exploring cultural context and engaging in cautious interpretation of the cultural capsule that a traditional riddle provides. Through this exploration, the authors hope to model the attitude of attention and care that creates the conditions for small and large enlightenments, the conditions for building working bridges of ongoing cross-cultural learning.