:::::::See my response at Commons.  If he is requesting deletion to "upload a new version of an image", then why does he keep uploading the same one four times?  And why does he keep changing the file names?  And why doesn't he say that he just wants to upload a new version of the image rather than just saying "pointless"?  And why the first time did it take him six weeks to upload "a new version" (meaning the same version)?  Seems highly unlikely but if he uploads a brand new picture, and no one else picks up the same feeling of teenagers snickering at the funny pictures they just uploaded, then I'll file it under "Things I wish I never got involved in" and leave him to y'all.