If a player really needed the item, I could see where it would be common practice to let them roll twice or to give them a slight advantage, giving +10 to their random or something, but you can't expect players to do that. No matter how hard it is, don't be a dick, even if you feel dicked over. Reputation and levels are more important than gear. Ruining the first just means it's going to be more difficult to accomplish the other two.
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