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?
Heck no! Ankle boots look awesome with skinny jeans! Honestly, I can't help but feel super hot when it's my high-heeled booties, too. The other day I wore my new ankle boots with skinny jeans. They have a platform rather than heel. I felt so good and extra stylish that I wanted to take a pic, but the mirrors here aren't low enough.
Skinny jeans look good with a lot of different shoes. I've worn high and low heeled booties, ballet flats, flatforms, knee length boots, strappy stechers flats (can't think of a better description). I've even worn them with doc martin looking alikes.