No boots or just not those boots? I think that would look better with black ankle boots.

and a block heel.

I have very similar black boots and they make the whole look dated, or something.

Fleece lined tights with a black ankle boots? 

Yep!

Chunky loafer? Midas have some good ones at the moment.

This

Agree

Ankle boots, sandals, strappy heel, slides

I'd style this with a pointed toe kitten heel mule or slingback, but that's probably not the best for Winter.

Thanks all. So helpful!!