After being greeted by a naked courier (I believe it was a White Phial-related quest) I was wondering what other odd or silly occurrences have taken place in Skyrim with other players.

So let us share our events that have taken place before. Glitches, mishaps or even things you've done that are strange and/or ridiculous.

Go nuts.

Sneaked up on a bandit, shot him with the crossbow, killing animation starts, and to my great surprise even though I killed him in one shot the bolt bounces off his armor and falls right over a pressure plate nearby, activating the spike wall that kills me instantly. I wish I had fraps running to record the event.

Random event.
South of Whiterun on the road fromthe Stables going East to the Farm near the small bridge, A ghost horseman on a ghost horse rode all the way down that road. I took a screenshot, or so I thought, I pressed the wrong button. I was very early into the game. I've been back a number of times but never seen it again.

Rode right past me and a patrol Guard carrying a torch, who never even look at it/them.

Anyone else seen it? I can't be the only one.

That's actually the headless horseman event. I've never experienced it, personally. But I guess he leads you somewhere if you follow him?