Yesterday was the first day of autumn — hooray! Already around New York City we’re starting to notice women wearing dresses and knee-high boots, mostly barelegged (but some with tights). Today we passed a girl wearing knee-high black boots, a happy yellow mini-dress, and a cute cropped black jacket. She looked absolutely adorable. But we also thought she looked totally inappropriate for work.
A few years ago we thought knee-high boots were 100% acceptable for work, provided they weren’t over-the-knee boots (like Julia Roberts’s in Pretty Woman). But after a few years of working in a conservative office, we’re not so sure anymore. Condoleezza Rice took heat a while ago for wearing black knee-high boots — even The Washington Post accused her of being too sexy, too dominatrix-like or Matrix-inspired.
But hey… maybe we’re old-fashioned. Or crazy. So, we thought: Poll.
Tags: boots, Condoleezza Rice
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I think this is one of those things where you need to take your cues from others in the office. I would NEVER wear knee high boots with a skirt on days I had to meet with clients but I definitely wear them if I’m going to be hanging behind my desk all day. I retired a pair of black knee high boots that I love b/c the heel was too tall/thin for work (although I still wear them with suits on occasion) but I have other pairs that are more kitten heel and I think those are appropriate.
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I think it totally depends on the heel height. I just bought a great pair of Flat black knee high riding boots that I will definitely be wearing to work this year.
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Good point, H! I feel completely comfortable wearing my flat tan corso como knee high riding boots with leggings or tights and skirts/dresses. BUT I wouldn’t wear knee-high boots with a skinny heel to work, probably under any circumstances.
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I struggled with this question a lot when I started work last year, and I wish that I could have seen this poll then.
I think that it really depends on what you wear them with. For example, I think that my just-above-the-knee (C-length, in reference to your past poll) black skirt looks conservative with black heels, but somehow, when I put it on with black boots, I look completely inappropriate for work.
After experimenting with this for some time, here is my best advice: this look seems to work best when your skirt comes down to or below the top of your boots (so you aren’t showing any leg at all) or with dark tights.
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this is a west coast vs. east coast issue, for the most part. I was horrified with all of the JLO-esque hooker boots that the secretaries were wearing o my law firm, and noticed that female attorneys did not go there. To me, it was a question of class. Also, I have super-thin calves, so boots look stupid on me…even stretch boots. If you have more shapely legs, and it’s appropriate in youf office, go for it.














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