How To Style Over The Knee Boots

November 30, 2016

I was going through some of my old blog posts and came across an old series I used to do and was inspired to bring it back, especially since I never really ended it. It’s a fashion series where I share how to style a trendy piece in three different ways — a casual, work and night out outfit. You can find more from this series here if you’d like.

How to Style Over the Knee Boots | 3 Different Outfits

Over the knee boots are nothing new anymore, but they are still highly in style and very loved amongst top fashion bloggers. While I personally don’t own a pair of thigh highs, I find them to be so fashionable! So I’ve put together 3 different outfits that I think would go great with a killer pair of OTK boots!

I know Stuart Weitzman boots are the “in” thing…but let’s be real here, not everyone wants to, or can, buy a pair of $800 boots. The boots pictured below are UNDER $100, and look pretty darn similar if you ask me. These Sam Edelman boots are also super similar to the SW’s at only $130 and they are flat.

How to Style Over the Knee Boots for a Casual, Everyday Outfit

For the casual gal’s out there, I figured a comfy, oversized sweater would be perfect. Paired with some gray skinnies and a warm beanie, you’d be ready to go shopping or have brunch with friends. Add some dainty earrings, a big watch, easy to carry backpack and fun sunglasses and you have an entire outfit. If you aren’t an OTK boot kinda gal, you can totally swap them for some sneakers or flats!

How to Style Over The Knee Boots for a Work, Professional Outfit

I think styling a pair of thigh highs for work can be difficult, especially depending on what kind of profession you are in. But I wanted to keep with the original concept of this series and I went for it. I opted for a tweed skirt and tie neck blouse to keep things looking professional. The coat is absolutely gorgeous (and pricey, but I linked a few other coats that resemble it, for much less) and so is the bag. Simple and classic jewelry pieces like these earrings and bracelet, really tied the look together.

How to Style Over the Knee Boots for a Date or Girl's Night

Finally, for a night out…faux leather leggings were a must, along with a flirty bodysuit. To add some drama, I added this beautiful maxi trench (only $35!) A cool choker, edgy ear crawlers and a pretty clutch finish off this cool outfit.

I really hope you like that I brought back this series and hope you look forward for more. I love incorporating more fashion posts on the blog — and I know you all like them too (thanks to those who took my survey!)

Are you into OTK boots? If so, how do you wear them? Let’s chat below! 

Shop This Post

0 comments so far.

Hey there!

Plus-Size Guide to Online Shopping // Plus-Size Fashion // Women's Fashion // Spring Plus-Size Fashion // How to Shop Online // Online Shopping Tips | Beauty With Lily

Hi there! I’m Lily, the girl behind Beauty With Lily. I am a real estate agent, nurse, wife, crazy dog mom — to our cute little pup, Charlie — blogger, beauty enthusiast, makeup connoisseur, and your everyday twenty-something southern gal. You'll usually catch me with an iced coffee in tow, an arm full of makeup swatches or behind my computer working (or shopping!) I hope this little space helps you feel beautiful, find your next clothing piece to buy or a place you come to after a long day. I hope you stay awhile. xo - Lily

BWL Categories

Shop My Insta Feed



Beauty With Lily is part of affiliate programs, meaning that if you decide to purchase through those links, I may make a small commission off that purchase. This is at no extra cost to you, but helps support this blog. I only share products that I am passionate about, truly love and recommend to loved ones. As always, all my opinions are my own. Thank you for supporting Beauty With Lily.


Latest Videos