November 6, 2013

How to Wear Over-the-Knee-Boots and Not Look Like a Street Walker

I've always been intimated by over-the-knee-boots, afraid that I would like Julia Roberts character in "Pretty Woman." At the beginning of the season I made it my mission to find an affordable pair, after seeing some of my favorite bloggers, like Liz of Late Afternoon and Helena of Brooklyn Blonde, rocking them. I figured I needed to kick the fear, so I first started by trying on a different boots even some that I knew I couldn't afford. Which was a totally heartbreaking when I found a pair of soft grey suede Jimmy Choo over-the-knee-boots at Century 21. But I finally found my pair a couple of weeks ago at Aldo. With the right price tag and months of searching I knew I had to take the plunge. So here I am playing dressing up and figuring how not to look like a street walker. Here are a couple of key ideas.

For the Weekdays:

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Dress: Artzia (old) | Jacket: Zara | Shoes: Aldo | Bag: Marc by Marc Jacobs | Scarf: c/o Hugssy
Bracelets: Bauble Bar and c/o Ann Taylor | Sunglasses: No Names

Fitted + Tight = Street Walker.
Flare + Cut high enough just to show a sliver of skin = Chic.
Keep dresses and skirts pulled away from your body. Fit and flares are flattering on all body types, it really enhances your curves. If your boots cut up right above the knee or a little higher pick a dress or a skirt that short enough to show just a peek of skin. A darker colored dress will also keep the look chic. When pairing up with a jacket or coat pick one that is also a little longer, this will help play with lengths and keep you looking long. Keeping accessories to a minimum bracelets and scarves are perfect little accessories that can enhance the look. PS stay away from red lips. If you are a lipstick wearer, especially like me a sucker for richer colors, swap it out for a pink lip.

For the Weekends:

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Coat: H&M (old) | Sweater: LOFT | Leggings: American Apparel | Shoes: Aldo | Bag: 3.1 Phillip Lim X Target
Hat: Glow Accessories

all pictures taken by Brian Cavanaugh

Darker bottoms that can blend in with your boots are preferred. When wearing leggings, keep them a basic black and wear with a chunky sweater or longer tunic. Things that are a little longer, chunkier, or adding layers will help keep from being overly flattering. I know what a backwards thought?! You don't want to look to sexy, just subtle sexiness. Do a nude lip for a laid back look. This look if perfect for Sunday brunches.

What do you think of over the knee boots? Will you be wearing them this season?

13 comments so far

  1. Love them!! I'm also afraid of OTK boots because men do definitely get wide eyed lol

    I like them over leggings or pants most but the dress is super cute :)

  2. the boots look great on you! adore them with the dress, very classic!

  3. Great looks! And love your post title! lol

  4. Loving the over the knee boots with the dress!

  5. First of all, I love the title of this post- haha! Secondly, love love love the first look- like I'd like to be wearing that outfit right now! I like the look of OTK boots, but since they tend to veer into "street-walker" territory, I don't wear them often (except in college ;)

  6. Love both of the looks and the title. I will be rocking the over-the-knee look. Thanks for the tips on how to style them properly.

  7. super look ;-))

  8. I love over the knee boots and I've been looking for the perfect pair! I love the way you've styled them, particularly the outfit with the dress!

  9. Loving these two looks. Definitely far from streetwalker!
    The Marcy Stop

  10. Love the title of this post! Hah! I've been looking for a good pair too, but don't want to spend too much on them because I know I'll only wear them occasionally. This pair are so perfect, I love how slouchy they are & the suede, it gives them such a casual, relaxed look. Both of these outfits are so chic, and nowhere near streetwalker!

  11. This is my first time i visit here. I found so many interesting stuff in your blog especially its discussion. From the tons of comments on your articles, I guess I am not the only one having all the enjoyment here keep up the good work Orthopedic Knee Scooters


Thank you for your comments!! I look forward to reading them!

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