The lack of pragmatic knowledge of email structure and little awareness of politeness strategies in email conventions that affects one’s presentation of self through language use usually make students perceived negatively when they communicate with their teachers. In this mixed methods study, 96 Grade 7 male students from convenience sampling produced 327 emails after receiving a brief module about pragmatic implications and formal structure in emails and the teacher’s instruction and demonstration in email conventions. The Cross-Cultural Speech Act Realization Project (CCSARP) and Politeness and Face Theories were applied to examine the structure, language features, and politeness strategies of these emails and to explore how the students’ pragmatic competence and identities were reflected through their communicative language use. Results showed that despite the simplified (a)synchronous sessions and joint construction, there were variations in how students wrote apologies, requests, invitations, and excuse letters. Most emails contained downtowners, and the politeness marker “po” was mostly used to soften impositions while “God bless” was utilized as a salutation. Although pragmalinguistic competence was observed, institutional power, rank, and distance were not much considered, which led to a vague sociopragmatic competence. This implies the need for explicit instructions about email politeness and the integration of pragmatics-based pedagogical interventions in teaching certain written content and formats.