I don't think it made many difference what quest someone was on. There wa a bit in series 4 when Merriss asked a dungeonere what their quest was, the dungeonere said the shild (I think) and Merriss replied with "if you had said the sword I would have been forced to destroy you." I reckon she'd have said the same thing about the shield if they'd have taken the sword, cup or crown.

I hate it when they ask riddles that I still don't know the answer to. Would have been helpful if Gwendoline had actually said what the answer was in some of the riddles she said, along with a firm "Falsehood", rather than saying "no." That was helpful.