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The oldest one which I could find is What novels has Anne Widdecombe written asked on 28 September 2006. I used the technique in which we change the number of question like, number of this current question is "q354426.html" and I began typing digits in it backwards and "q100000.html" got opened and could not find any question opened with older number than that.
Only the moderators can answer this question loll. Because there is no option here to know which was the first question to be asked loll.
But in case of blurtit you can know
But in case of blurtit you can know
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