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As far as ugliest goes, I'd have to say High Elf females. Their faces just look weird and their hair is kind of ugly. Sorry to any high elves reading this. :/
Done right, prettiest races are Bretons and Dark Elves. They do have a potential to be ugly, but they can also be beautiful done right.
I'd say Nords are the prettiest females, but no race stands out to me for males. There aren't many attractive males throughout the game, aside from Ulfric and Marcurio... and I've always kind of had a thing for Moth gro-Bagol, but that's probably just me.
As for ugliest, I think Argonian and Khajiit males are adorable, but their females freak me out. There's just something about a lizard or a cat with breasts that seems wrong. For males, probably Bosmers or Dunmers.