I'm not quite sure what I will wear these with, but I mostly wear skinny jeans.  They look good with the skinny jeans barely tucked in (these are short, a true bootie style).  They're amazingly comfortable and that's important to me.  I may be young, but I have bad arthritis, and these fit wonderfully (and look amazing).  I bought the black.  My husband did say they look a little elf-ish, but not in a bad way.  He says they're sexy booties because the zipper is exposed.

I usually wear an 8, but I have very narrow feet so I always buy a 7.5 in Nine West brand.  Perfect fit with athletic socks (what I was wearing when I tried them on after receiving them in the mail).  I know they will fit perfect with boot socks or tights, too.  Great buy!  Would love the grey ones, too!