Over-The-Knee Boots

fall outfit, plaid cape, black cashmere turleneck sweater, suede skirt, over the knee boots

It really took me a while to get into the over the knee boot thing… I’ve lusted over the Stuart Weitzman boots (these, these, and these) for years, but I couldn’t bring myself to spend that much on boots I know would get beat up because of all of the walking I did in New York. Hallie’s always rocking boots as pants and it’s a fun look, especially for a night out. After having a bit of a wardrobe crisis when I was getting ready a few weeks ago, I knew I needed a new pair of black boots. I wasn’t really sure what I wanted so I headed for the Nordstrom shoe department to see what caught my eye. I ended up walking home with this pair that I’m wearing and this pair, too. I’ve worn both styles quite a few times over the last few weeks and they’re both really comfortable for the height.

black over the knee boots

Initially, I was worried that these boots would only pair with skirts or dresses, but they fit over skinny jeans just fine! And they look great with tights, too. They really make your legs look a mile long, which is never a bad thing! For the comfort and quality at the price, they’re the best that I’ve found on the market right now. When I was searching for heeled boots and booties, I had a hard time finding a heel under 4″. 4″ is typically my rule… I know I won’t end up wearing them if they’re uncomfortable to stand or walk in! These OTK boots measure in at 3.25″ and they’re just right!

over the knee boots outfit

Since over the knee boots, bare legs, and a skirt can look a little flashy, I made sure to cover up on top. A trusty turtleneck and a plaid poncho make this outfit feel daytime appropriate! However, I’d definitely add tights for any type of work environment just to be safe.

PS: The suede skirt I’m wearing is on sale for Cyber Monday! (Use code BESTCYBER for 40% off!) You can see how I last styled it here.

over the knee boots with a skirt outfit

plaid blanket scarf over the knee boots

plaid blanket scarf, black and gold stud clutch

plaid cape, suede skirt, over the knee boots

plaid poncho cape

Get the Look…

Uniqlo Plaid Poncho (under $20!)
J.Crew Cashmere Turtleneck (40% off with code HOLIDAY!)
Old Navy Suede Skirt (50% off; no code needed!)
Over-the-Knee Boots
Vera Bradley Clutch
Michael Kors Watch
Nails: OPI ‘Taupe-less Beach’ (also available in gel!)

suede skirt outfit

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Leave a Comment


  1. 11.30.15
    Rena said:

    I love it so much how perfect the cape is matching with the overknees and the skirt!
    xx from Bavaria/Germany, Rena

  2. 11.30.15
    Natali said:

    Such a pretty and stylish outfit! Your cape and boots are simply perfect!


  3. 11.30.15
    Emma said:

    I have the Stuart weitzman version and I’m absolutely in love with them!! Glad you were able to find a similar pair!

  4. 11.30.15
    Lucie said:

    This outfit is absolutely perfect and the way you smile just makes me so happy! Thank you for this amazing post! xx

  5. 11.30.15
    Dana said:

    Love this look! I ALWAYS wear OTK boots as pants 😉 They’re great!

    Pink Champagne Problems

  6. 11.30.15

    This is such a lovely outfit! The boots look great on you! X

  7. 11.30.15
    Heidi said:

    Such a stunning neutral outfit! Love this from head to toe!

    Wishes & Reality

  8. 11.30.15
    Ashley said:

    I love this skirt! seriously so cute!
    – Ashley

  9. 11.30.15

    I love this look! The colours in it are so perfect for Fall & you’ve totally toned down the OTK boots with the poncho! Plus that skirt is seriously fab!

  10. 11.30.15
    Lucy O'Connor said:

    Plus I’m considering some Stuart Weitzman OTK boots too… xoxo


  11. 11.30.15

    My mom got a pair of over the knee boots from Ivanka Trump, and they are gorgeous. I think many of her shoes look more expensive than they actually are. Your boots are stunning!

    Ellen | A Pop of Pink

  12. 11.30.15
    Haley said:

    Cant believe that skirt is from Old Navy, love it!


  13. 11.30.15
    Kate said:

    Your boots are impeccable! I love everything about this outfit!

  14. 12.1.15
    Mick Shea said:

    I adore the over the knee boots they look just perfect with your outfit! Your skirt is so divine

  15. 12.1.15
    Kristin said:

    I’ve been lusting over those Stuart Weitzman boots for so long, but can’t justify the price for all the walking I do in Colorado too. These Ivanka Trump over the knee boots might just be the perfect compromise. They look so chic on you and make your legs so long! Great find, Jess! Thanks for sharing, girl.


  16. 12.2.15
    alyson said:

    Obsessed with this look! Just bought a pair of OTK grey boots from Forever 21 and they’re awesome, though love this heeled version.


  17. 11.28.18
    Michał said:

    Amazing, sexy look!