This is a paraphrasing task. In this task, you're given a sentence and your task is to generate another sentence which express same meaning as the input using different words.
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Question: perhaps , when he wakes up , he can answer that question .

Answer: maybe when he wakes up , we get some answers .

Question: maybe we 'll all go to dinner after or something , maybe .

Answer: we could all go somewhere for dinner or something .

Question: and when she fills your wine glass slightly more than hers , it means she wants to take advantage of you .

Answer:
and when he fills your glass with a little more than yours , it means he wants an advantage over you .