My favorite fall bootie style: the IRO Kiera and the Isabel Marant Andrew boots. I'd take either. These two brands always nail it no matter what. Both styles (that look insanely similar) have been around for a while now, with more and more variations coming out due to their popularity. I swung by IRO last weekend just to see the Kiera in person... Gosh they're pretty! I don't know what it is about this style - maybe it's the unique structure of the cool cone heel and point toe combo, but I am just DYING to own a pair. They're also a little pricey, which is why a pair is not yet in my closet. Maybe the next Shopbop friends & family sale?!
Image via FIGTNY