I have a feeling this has been covered before, but searching for the relevant thread was too difficult, so I thought I'd just start a new one.

I bought a pair of skinny jeans (or jeggings, because I'm still not clear on the difference). I usually see skinny jeans with knee high boots in the winter and flats in the summer. Since it's getting cold, I don't want to wear flats, but I'm also getting tired of the high-boot/skinny-jean combo. Are there other kinds of shoes that would work? Would ankle boots with a heel look weird?
In search of a lost signature...