High vs. Low: Over the Knee Boots

High vs. Low: Over the Knee BootsHigh: Stuart Weitzman Highstreet Suede Over-The-Knee Boot, $798; Low: Steve Madden Gorgeous Over-the-Knee Boots, $129

Most trends come and go, but a few hang around long enough to become part of mainstream fashion. Over the knee boots are nothing new, Julia Roberts wore them in Pretty Woman, and they were right on point for her character’s line of work. They were all over the fashion montages in The Devil Wears Prada, one of my favorite movies of all time. In fact, these seemingly hard to wear boots have been around for years.

I’ve avoided them for the past few seasons because they are not appropriate for a professional office. Now, with the store coming, I can start to have more fun with my outfits so I’m excited to give them a go this season. Stuart Weitzman makes a beautiful shoe. The ones in my closet have served me well for years. His suede over the knee boot is no exception. The sleek design makes them look sophisticated and elegant. Of course, sophisticated and elegant comes with an almost $800 price tag. That’s crazy, right?

Looking for something that was less then the rent for my first apartment, I found a few more budget friendly options that serve the same purpose. Steve Madden made a strikingly similar pair, in an almost identical go-with-everything dusty taupe, for $130.

As you know, price per wear is a big part of my decision-making process when shopping. If you pick these up now and wear them 20 times between today and the spring, you’re looking at $6.50 per wear. Many experts will say that’s still high (I think the ideal is less than $3.00 per wear) but for an item that is different, and can elevate your look, it might be worth giving them go, if this is a style you’ve been considering.

So how do you wear these without feeling totally awkward? I like them the most with a cozy sweater dress in a cream, ivory or gray tone. Keep it simple and let the boots be the focus. A tunic or swing dress will work too. I’m thinking of trying these with this Karen Kane dress we featured last month.

For a polished look, wear with a pair of leggings or tight jeans, a long blazer (to cover your bum) and a scarf. The boot almost becomes part of the pants and gives a long line to your leg. If you’re petite, pair with a mini skirt and tights for the same long-legged effect.

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Megan Kristel

Megan Kristel is an entrepreneur, working mom, and former personal stylist. Tired of the one-dimensional portrayal of women online, she founded The Well Dressed Life as a resource for other professional women.

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