I’ll be honest, I was pretty skeptical as to whether or not I’d be able to wear thigh high boots with…a dress. Quite frankly, the thought of wearing this combo just sounded all sorts of wrong. But in hopes of finding more ways to wear my otk boots, I was determined to figure out a way to make it work without looking tacky or too pretty-woman-esque.

I’ve been wearing my over the knee boots A LOT lately, but until this outfit I hadn’t tried wearing them with anything other than pants (see more other the knee outfits here). I’ve seen girls wear them with shorts too – not sure if I could pull that off though? (I’m only 5 foot 2) What do you think about this look? Would you wear this? and have you tried wearing your thigh high boots with anything other than jeans or leggings?

shop the post:

DRESS: Wayf Sweater dress (wearing XS) // BOOTS: Steve Madden ‘Gorgeous’ over the knee boots // SCARF: red and black plaid // BAG: 3.1 Philip Lim // LIPS: YSL (No. 9)