Well I've had to crazy things happening.
First one was taking that "E dude" (no spoilers) from where he was to where he wanted to be. We encountered some wolves or something and "Mr. E" probably conjured some kind of atronach, which I wrongly thought was hostile. So I attacked it, forgetting I had no magic resistance. So, well, it killed me...
Another one was today with Lydia and my horse getting it on. We got attacked by some bears (I was actually hunting for them, lol) and the horse started defending itself. Lydia was in the back due no horse and started using some staffs I'd given her, and probably hit the horse. Horse got angry and attacked Lydia (or it happened when Lydia caught up, not sure). Lydia got really pissed with the horse and spent several staffs trying to kill it. I tried to ride like crazy evading her but to no avail. In the end the horse disappeared, but getting back to Riften and outside again, it was back at the stable. I've lost a few horses, but this one, despite not loosing it, was pretty hilarious

Edit: Oh, also today, I met someone who claimed to be my drinking partner and demanded 10.000 gold for something. I managed to get the price down to 750 gold, but it's the most expensive hat I ever bought

I don't know if something glitched or not, but I love these kinds of hilarious random things. Even if the "reward" is null, I get rewarded in role playing events and experience, and that's what counts most for me.