The jumper dress/ankle boots combo - you can't really go wrong. I love these boots - I've been wearing them non-stop, from Tokyo to Shanghai to London. They're so sturdy and comfortable (and warm), and kind of badass. Weirdly, all the compliments I've received on them has been from men...I tell them to just head over to RI anyway, they could definitely pass as unisex.
They look great paired with skinny ripped jeans and a t-shirt too, but with chunkier shoes you do run the risk of looking very tom-boyish (which isn't negative in any way, it just depends on your style). I like to mix and match - tough boots with a feminine touch - some sparkling jewellery, a shapely jumper dress and a dainty handbag. Tada. Pretty simple, really...just how I like to keep my outfits.
Jumper dress (sold out, similar below) & boots c/o River Island
Coat by Versace
Bag by YSL
Photos by Kevin Harding