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Do you still love the awesome look of over-the-knee-boots?

#styleover40 mature woman with over-the-knee boots styled for the office
Dior over-the-knee boots with Ann Taylor floral tweed skirt, oversize Cashmere & Silk sweater, Oliveo chambray button-down shirt, Great Northwest oversize denim jacket, and cameo necklace (all own) for a business casual fall work outfit

My first over-the-knee boots

Ever since Julia Roberts wore over-the-knee boots in Pretty Woman, I loved them. My girlfriends and I bought our first pairs right after we saw the movie the first time. We all went for a flat pair as we sort of associated the stiletto heel too much with Vivian’s job on screen. My friend Katherine invested in two pairs, one in silver for going out, and one in brown. I went for a patent leather black as I could dress it up for going out and down with jeans. My other friend got them in red. She always loved to wear loud colors all over her outfit.

You are never too old for a great pair over-the-knee boots in winter

Of course, these over-the-knee boots moved out of my closet long time ago. For years, I thought I am too old for over-the-knee boots and it would not be age appropriate. Well, I changed my mind about both, being too old and the term age-appropriate. The latter term namely seems that society dictated woman what too wear, while I have come to the point that I want to wear what looks great on me. The former is sort of opposite to being too young for something when I was a kid. I hated it back than. Thus, why should I accept too old now?

#fashionover50 50+ woman with over-the-knee boots
Side view of the outfit with Dior over-the-knee boots, Ann Taylor floral tweed skirt, oversize Cashmere & Silk sweater, Oliveo chambray button-down shirt, Great Northwest oversize denim jacket (own)

Search for a great pair of over-the-knee boots that are serious

I found these beauties on eBay and I had to have them. The suede leather, leather details, and sturdy heals make them elegant, and these details clearly veer them out of Pretty Woman’s territory. These over-the-knee boots are far from the pair Vivian and we wore  when the movie hit the theaters.  They are made for us 40+ women and make us looking Young and Hip without looking like trying too hard. Thus, in conclusion:

Yes, at 40+, you still can wear over-the-knee boots when you go for high quality materials plus classic details like sturdy, medium high heels, seems, not too round not too spiky toe box, and European classic boot colors (brown, tan), and keep your outfit moderate casual or moderate classic, and go for sophisticated accessories.

#accessories Arm party
Zoom-in on the arm party

Further outfit examples with over-the-knee boots

Not convinced yet? Or are you looking for futher inspiration how to style (over-the-knee boots over 40? The outfit example in this post show how I styled the OTK-boots with pink and brown for a work outfit. You can find an example how to style OTK boots with outerwear at this link.

How I styled the OTK boots

In today’s post, I paired my over-the-knee boots with my Ann Taylor floral tweed skirt, silk-cashmere sweater, denim jacket and a chambray shirt. The long coat does not give away at all that I am wearing over-the-knee boots. I added colors with a cashmere scarf a colleague brought me as a gift from a family visit in China. The hat is a vintage find I made a couple of years ago in a consignment store in Fairbanks.

#fashionover40 mature woman in winter outfit with over-the-knee boots
Dior over-the-knee boots with geometric print coat (consignment find), hat (thrifted), geometric print cashmere scarf (gift from colleague), YSL bag, and matching suede gloves (all own)

Do you like over-the-knee boots? Do you have a pair of your own? How do you style them? Let me know, I am curious.

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Photos: G. Kramm (2014)

Copyright 2013-2016 Nicole Mölders | All rights reserved

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