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This study aims to understand the frequency of emoticon usage in Computer Mediated Communication (CMC) using discussion boards. It also aims to understand whether the contexts (i.e., socio-emotional versus task oriented contexts) in which emoticons are used make any difference. In addition, this study will examine whether using emoticons in online discussion boards helps communicators to exchange emotions and thus to enhance the message content. The result of the study suggests that participants use more emoticons when they are provided. Participants in socio-emotional contexts use more emoticons than they do in task-oriented contexts. The results of the study also suggest that participants in socio-emotional contexts found emoticons helpful in expressing their ideas and in understanding others' ideas, and also expressing their feelings and understanding others' feelings.