Personnally for me, the most annoying creatures in Oblivion are the Will-O-Wisp simply because if your not strong enough, there absorb health attack recovers more of their health than the damage you do to them.
Other creatures are the Goblin Warchief, simply because they're a beast to kill (unless you have some luck with sneak attacks, I've had to pepper those things with arrows before they go down). Also the Wraiths and Liches just because before you get any decent equip they took me forever to kill.
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