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Yeah, I was planning on developing into some sort of "Ugly Pictures" site with different categories and things. World's Ugliest Shoes, Toliets, Cats, Feet etc etc etc.
Parked at DS to see about rev --> while I dev the site.
I would develop a site like you said in different categories, allowing user input; something like a set of world records, with polling.
Worlds ugliest - man, woman (may be affending), cat, dog, etc.
Try to make it humerous as well.