Research in second language pragmatics is increasingly investigating the sequential organization of interaction and how it might be affected by second language learners' developing proficiency. In this paper, we are focusing on a specific aspect of request organization, namely multiple requests. Through data from natural interaction and role plays, we found that multiple requests occurred in a single turn, either as an original request and its same-format reiteration bracketing accounts and explanations or as repetitions with a more complex and polite format. Multiple requests across turns served a repair function. We argue that same-turn multiple requests are recipient designed to increase the likelihood of acceptance. Higher-level learners of Arabic were more likely to produce multiple requests in the same turn than low-level learners whereas the latter exhibited more multiple requests across turns. The data collection method did not have a discernible effect on findings.