Not my story, but I remember reading about a tech support employee at a call center (who got fired over this btw) who got a call from an elderly lady, that her computer wouldn't turn on, and when he asked her to check behind the computer, she responded with "it's too dark" so he told her to turn the lights on, and she responded back "I can't, the power has been out for the past 2 hours".......

(not the end of the story)

He then asked her if she has the original box the computer came in, she said yes, and he told her to pack it all back up, and ship it back, and to never touch a computer again. Not sure if it's a true story or not, but funny nonetheless.

Most of the stupid questions I get asked are just stupid, like "what's the start button" or IntRAnet? "Don't you mean IntERnet?"