I really like them both...I've got a secret soft soft for those crepe (is that why they're called?) soles plus they look comfy enough for running all over town. I was envisioning them with printed/knit tights, a voluminous skirt, and a close-fitting cashmere sweater.
I also like the second ones, but I worry about the comfort factor too. I tend to buy pretty shoes but never have the opprtunity to wear them. It's just awkward to wear my pretty ferragamo pumps when everyone around me is wearing Crocs with cargo pants.
I can totally see you rocking both of them. They're pretty differeng styles, so I guess the question is just what you want to use them for. The first pair is definitely more casual so they might be more versatile, but you couldn't go wrong with the second, either.