Shorts + Over-the-Knee Boots

Shorts and over-the-knee boots. At the surface it sounds like a recipe for recreating Julia Roberts’ iconic outfit in Pretty Woman, but if you dig a little deeper, you’ll see there’s great potential for a cute outfit that is far from coming off risqué.

Dallas-Fashion-Blog-The-Fashion-Hour-3416 Dallas-Fashion-Blog-The-Fashion-Hour-3442 Dallas-Fashion-Blog-The-Fashion-Hour-3444 Dallas-Fashion-Blog-The-Fashion-Hour-3420 Dallas-Fashion-Blog-The-Fashion-Hour-3409 Dallas-Fashion-Blog-The-Fashion-Hour-3372I have been obsessed with these Jessica Simpson over-the-knee boots since I spotted them on the clearance rack at Dillards for ONLY $25 (they retail at $150!)! Now that it’s officially fall but not quite feeling like fall here in Dallas, I figured I could go ahead and break out these tan suede boots with this casual cut-offs and plaid shirt look. I had to buy this red, white and navy plaid shirt I found at T.J. Maxx because hello, it’s really cute, AND I know I will be able to wear it so many different ways throughout the year (and who doesn’t love buying pieces that you know you’ll get good wear out of?).

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I think the key to wearing shorts with over-the-knee boots is keeping your top half covered. What do you think? Will you be rocking over-the-knee boots this fall? Check out some of my favorites at the links below!

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Shirt: T.J. Maxx $19.99 // Shorts: H&M $19.99 // Boots: Jessica Simpson (purchased on clearance at Dillards!!) // Bag:  // Earrings: Forever 21

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14 Comments

    • Natalie
      Tuesday, September 29, 2015 / 9:59 am

      Oh thank you so much!! 😀

  1. Hannah Shanae
    Tuesday, September 29, 2015 / 12:09 pm

    You are gorgeous!! I really love how you styled this outfit and the boots definitely do not look risqué. 😉

    Hannah Shanae
    hannahshanae.com

  2. Tuesday, September 29, 2015 / 12:36 pm

    I still have never owned a pair of over the knee boots but I love the idea. I just don’t know if I myself can pull it off, but you’re totally rocking it. I love the photos in this post and you look fantastic! xx, adaatude.com

  3. Tanika Green
    Tuesday, September 29, 2015 / 9:03 pm

    I can’t wait for the cooler temps this weekend, even at 80 degrees as a possible sign fall is on the way. Love the OTK boots! Cant wait to break out mine!!

    http://alwayzfashionablylate.blogspot.com

  4. Addie
    Tuesday, September 29, 2015 / 9:12 pm

    I absolutely love that your over the knee boots are wedges! This is such a cute casual early fall outfit 🙂

  5. Wednesday, September 30, 2015 / 11:00 am

    So darling! I love this country chic look! Those shorts are perfect and I love them paired with the boots!

    Sportsanista

  6. Wednesday, September 30, 2015 / 12:49 pm

    You look so pretty in plaid! And I’m so into over-the-knee boots these days— how amazing that those boots were such a steal!!

    xo, Christina

    Fashion & Frills

  7. Wednesday, September 30, 2015 / 3:32 pm

    You are so cute wearing this!! I love this plaid shirt! I debated all last year whether to get some OTK boots or not. I’m thinking that I should this year! Love how you styled them!
    XOXO
    Katey
    http://www.twopeasinablog.com
    Thanks for joining our Tuesday Fashion Party Link-Up!

  8. Chandler MacWilliam
    Thursday, October 1, 2015 / 7:31 pm

    I really love the color of your hair! I can’t wait to start wearing my over the knee boots…I love the color of yours!

  9. Monday, October 5, 2015 / 10:48 am

    Love this outfit, I am definitely going to recreate this for the transition months! Obsessed with anything plaid and over the knee boots!

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