As above, when it's an issue of legality, request a DQ but vote as though the image were legal.
When it's an issue of simply not meeting the challenge as you see it, don't request a DQ and vote as you feel appropriate - knocking off as many points as you personally feel is fair for not meeting the challenge.
Where there is an image that blatantly doesn't match the challenge, in any way that I can possibly think of, I usually assume it's been entered into the wrong challenge though I must admit that I can't think of any challenges that the image you mention might have been intended for.
That said, I do think it's fairer not to single out and describe individual entries in current challenges here in the forums.
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