DARYL-ANN DENNER

How to Wear Over-the-Knee Boots

outfits, something beautiful, style

December 29, 2017

[ann] Sweater: Revolve | Skirt: Revolve | Boots: Stuart Weitzman | Bag: Gucci [/ann]

During the Fall and Winter months, one of my favorite things to wear are over-the-knee boots. If I’m being completely honest, I was totally intimidated by them a few years ago and through that I couldn’t pull them off because I was petite. So not true, and I think every girl looks great in them: tall or short! If you’ve been wanting to try out the trend and a little unsure, today I thought it would be helpful to show you different ways I style my over-the-knee boots, as well as options for you to try at different price points.

At first I started with budget friendly pairs to test out the trend, and then this past season I invested in a Stuart Weitzman pair. Let’s just say that not only did I think it was worth it, but I’m already saving for these in a second color 😉. The quality of them is absolutely amazing, and there is no “fighting” to get them on or off, or to keep them up. But if you are unsure if you want to invest in a pair right now, I found tons of budget friendly pairs, and even great ones that are on sale! My favorites that I personally own are this Goodnight Macaroon pair that is under $150 (I own both black and tan) and this Chinese Laundry pair that’s under $100.

Not only do I dress mine up with skirts and sweater dresses, but I also love them with a pair of jeans and a sweater. Because they’re a more form fitting boot, I always wear them with a skinny jean and an oversized top. The oversized top or sweater creates balance between the top (looser) half of your body and the skinny jean/boots (tighter) part. You’ll really get to see that in the outfits I’ve included below!

Be sure to click through this lookbook for over-the-knee boot options within every budget! And I’ve included seven more outfits below to give you inspiration on how you can wear yours!