The least stale question I ever heard was how old am I from the member of the fun team running the contest. (No one got it right, but two of us including me, were only a year off.)
Later at another contest, I told a different fun squad member running a trivia contest about it, and he said "that is not in the book.".
Also, the person who had asked that question was later at the checkout for one of the ports, and I said to my DW, I bet I can guess his age. He chuckled.