Telecollaboration, a type of computer-mediated communication, has recently emerged as a popular approach to developing intercultural communicative competence amongst foreign language students. Various sociocultural learning theories support the notion that interactions between peers of different backgrounds may expedite intercultural familiarity and understanding. Thus, instructors at two universities in Taiwan and the USA cooperated on a project to develop students’ intercultural communicative competence by having them engage in online telecollaborations. Instructors prepared topics of discussion that could highlight cultural comparisons and prompt discussion. While instructors supplied a foundation for discourse, the students autonomously led their discussions through their personal interactions utilizing modern digital technology. Data collection included typed transcripts of discussions, reflection logs, interviews, and questionnaires. Over the course of the telecollaborations, participants clarified their stereotypes of expected sociocultural norms of their interlocutors, and they re-examined how their cultural moorings have shaped and influenced their social biases. This study may provide insights into how intercultural telecollaborations can be used and refined in future EFL pedagogy and to what extent educators can expect an increase in their learners’ intercultural awareness.