This study analyzes various requests made by matriculation students with respect to properties of politeness (Brown & Levinson, 1987). In classroom situations ( i.e during language activities), second language learners have more control over planning, composing, editing, and executing requests Thus, it is observed and predicted that they will create more polite and controlled speech, which can be marked as unnatural language use. In normal everyday situations, however, speech is spontaneous, and apparently the elements of politeness in speech, particularly in making requests, seem to be less prominent. A group of thirty KMM students will be put in different situations that require them to produce various requests, and their use of politeness will be scrutinized. The overall results will hopefully provide some insight on how various situations may affect the use of politeness in the speeches of second language learners.