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This action research study explores how a Pen Pal Program shaped preservice teachers’ cultural awareness, communication, and understanding of student identities. Grounded in Culturally Sustaining Pedagogy, the project paired preservice teachers with diverse intermediate students through letter exchanges. Thematic analysis of the end of semester reflection survey revealed increased empathy, stronger connections with students, and growing awareness of diversity and equity issues. Findings demonstrate the potential of structured, interactive experiences to bridge the theory to practice gaps in teacher education. This study models how action research can inform culturally sustaining pedagogies while advancing student-centered and reflective practices in teacher preparation programs.