The oddest item I've ever found would have to be my Loincloth of Undeniable Access, from Daggerfall. So what's the oddest item you've had? It can be from any ES game, not just Daggerfall.
Well.....the wierdest item, just have to be the fork of horripilation...Imean youget a little fork and then you're supposed to kill a giant netch with it....the whole aspect of it is very Sheogorath'ish, and I laughd for quite awhile when I saw what I was going to kill that giant netch with.