I don't think something is truly ugly if it is not trying to be pretty. In other words, a completely utilitarian design looks good to me, it looks useful and functional. So while the K1000 and floats do look really intense, they're not offensive or ugly.
Ugly to me is when something is trying really hard to look cool, but has no design sense whatsoever, or anything under the hood to back it up. So the skullcandy's win.
I don't personally think the HD800 looks good. I like the very simple look of the HD600/HD650 better, and I agree that the HD800 is trying way too hard. But knowing how technically great it sounds makes it kind of irrelevant to me. I guess when something sounds good, it looks better to me no matter what....