I don't see the pumpkin plug or the oil drain plug coming loose if well tightened or torqued correctly. I can however see it happening to me if I get distracted while changing oils and not paying attention. Be careful folks. Not a bad idea to double check everthing after you are finished.
GP
I lost sleep contemplating this but on this rare occasion, my memory is vivid - I tightened this bolt some good. How it came off will baffle me for a long time. Perhaps the crush washer gave an erroneous feeling of being tight.
Think I will order another bolt for the oil pan and ride with a spare from now on.