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This study attempted to investigate how Korean EFL university learners employ the pragmatic marker please with special attention to a diverse range of pragmatic failures they commit. In order to attain this purpose, a large quantity of data was collected from 415 students via Discourse Completion Task. The results yielded six different types of pragmatic failures: (a) the use of please is not natural and thus should be relocated; (b) the use of please is not natural and thus should be replaced with another expression; (c) the use of please is not necessary and thus can be dropped; (d) the use of please is not acceptable and thus should be dropped; (e) the naturalness of please is hard to determine since it is conjoined with an inappropriate expression; and (f) the use of please is disharmonious with its adjacent expression. These categories covered diverse phenomena of pragmatic failures such as a word order problem, over-politeness, over-directness, rudeness, a mismatch between a pragmatic form and a pragmatic function, too much repetition, and odd and strange language, among others. These results ultimately demonstrate that the use of please does not always guarantee an appropriate manifestation of politeness. On the basis of these results, pedagogical implications are provided together with helpful suggestions.