How to Style OTK Boots

The shoes of the season are boots, and depending on your style that could mean you’re wearing booties, combat boots, UGGs, riding boots, etc.  Although, in this post, we’re going to be focusing on the type of boot that was all the rage last year, and has carried over into this year as well: Over-the-Knee (OTK) Boots.  Just like any great shoe, they can be worn casually or dressed up, and with any kind of outfit in between!  I’ve put together two outfits, one on the chill side and the other is a bit more on the dressy side.  I hope this gives you all an idea of how to wear your OTK Boots, and if you don’t have a pair yet; inspires you to go buy some. 😉

LOOK # 1

For the first outfit, I styled my gray over-the-knee boots with light wash denim jeans and my Tobi nude-ish pink turtleneck.  This look made me feel a lot like a jet-setting model, and who wouldn’t want that?!  The bell-sleeves on the turtleneck and a pair of gold-studded sunnies added an extra flare.  I felt very warm and cozy, which is the whole purpose of this outfit pairing.   Wearing OTK boots with a pair of jeans, immediately elevates any look, and makes a casual outfit you could have worn with running shoes a million times more stylish!

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Tobi Turtleneck // Light Wash Jeans // Gray OTK Boots


Personally, I would call this second look dressy-casual.  This is the first sweatshirt dress I’ve ever owned, and it’s safe to say I can see myself buying another one in the future!  I belted it to give the dress a bit more shape, and then completed the outfit with the theme of this post; my black over-the-knee boots.  Just like the previous look, I could have easily worn a pair of running shoes, but the OTK boots create a very fashion-forward look.  For the chillier months, these types of boots are my go-to with any dress.

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Tobi Hoodie Dress // Black OTK Boots

That concludes this post featuring my OTK Boots, and I hope it got you thinking about new ways to wear your own (or encouraged you to go buy a pair!).  Let me know in the comments below how you wear your boots, whether they are over-the-knee or not.  Also, feel free to leave any blog post ideas or questions you may have, as well.  Thanks so much for reading!

💜Love, Olivia


17 thoughts on “How to Style OTK Boots

  1. These outfits were gorgeous! I could totally see myself buying a sweatshirt dress now! Quick question. My friend J think that the dresses I wear are too “short”. Keep in mind that they are the exact same length as your sweatshirt dress! I personally think it’s because all J wears is jeans and tee shirts. All that matters is that I feel confident and comfortable on what I’m wearing right? Thanks!😇

    Liked by 1 person

    • Thanks girl!! And you’re right, as long as you are confident and comfortable in what you are wearing there is nothing wrong. Whether you wear mini skirts or sweatpants everyday, what you wear is you choice and hey as long as you love it and are confident in it, go for it!! I bet those dresses look great on you girl 😄


  2. I love these looks on you! I’ve never been comfortable with OTK boots, they annoy me when I sit and I can feel them on my knees 😄 But that’s just a weird personal hang up. I’ve always loved boots and jeans though, it’s such a classic look. Although a sweater dress and OTK boots do look amazing together 😀


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