I would say to drink and do one by one. There are more quests this way and small chance for long quests with small rewards.
However it is possible that doing a lot of short missions will give you less Fruits in the end, but I have no hard data on that.
And yes, normally if you have 5 minutes left, system rolls only 2,5 and 5 minute missions. But on 10th and 11th beer even if you have only last 2,5 minute, you can get any mission (even 10 minute one), but the time will be shorten to fit the time you have left.
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