This is a timely forum post, considering our topic the other day we had on our favorite ways to die. Mearl the gnome warrior asks, "What is the silliest thing that's happened to you in Azeroth?" A good number of the responses include people's own goofy deaths, but there are some more unconventional responses, too. I'm quite partial to Hippeaux's reply early on in the thread of the GM who clearly accidentally copied multiple people on a ticket, resulting in a baffling stream-of-consciousness-like list of instructions on how to accomplish a variety of things in game. Suddenly, I long for the day when something similar happens to me!
As for the silliest thing that's ever happened to me in game, well, this isn't strictly silly, but it's a story I laugh about heartily in hindsight. When I was a wee druid, at level 14, I got the quest for swim form. You needed to collect two halves to an amulet, both of which were underwater. The amulet's first half was at the bottom of the lake in Moonglade. Easy peasy, that's where you got the quest!