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Mine has to be Jagar Tharn, you can't beat the original :)
The Mudcrab :)
The Deadra Seducer ;)
The zombies from Daggerfall.
Something about those guys just touched my heart back when I was a kid, or rather made me scream in terror.

You didn't ask, but cliff racers are my most hated ES enemies :p
Cliff Racers! I am solely responsible for the extinction of their species.
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Cormoran: Cliff Racers! I am solely responsible for the extinction of their species.
You beat me to it! lol
anyone who took an arrow to the knee, "die now for you should have died then"
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Cormoran: Cliff Racers! I am solely responsible for the extinction of their species.
I was thinking more bosses, damn I forgot everyone's favourite fast-breeding annoying bird things :p
The Kwama forager

I mean, when you fight it at first it just seems like some stupid worm that you pay no attention to, only then, later you discover that these creatures have a lot of interesting facts about them and having a whole subsystem of how they work and stuff...
Zombie in TES4.
Exploring a dark dungeon, suddenly hearing some noise at the back, turning back, a big zombie face is filling the screen........I'm playing in first person.
Random bandits.
Great sniping fun.
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Cormoran: Cliff Racers! I am solely responsible for the extinction of their species.
I hate those mofos!
Ash Vampire.

Something about that mask just makes you want to boogie.
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Cormoran: Cliff Racers! I am solely responsible for the extinction of their species.
Excuse me, but I believe Saint Jiub has that honour...

I think the best fight I had was killing the Hands of Almalexia. I killed one stealthily and then taking on the other four was...not easy...
For me, it'd probably have to be the dreughs. Their wax was fairly valuable.