29 Comments

Can anyone recommend any at a lower price? The max I could spend on a pair of boots is around $150-$200 but I really have been wanting a pair of knee highs.

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Grace! Did you find a pair? I missed this comment. I’m compelled to send you into a Real Real vortex

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Not yet.. I was shopping eBay but now I’m looking at good old Zappos just so I can have ease with returns. What do you think of these? https://www.zappos.com/p/walking-cradles-meadow-wide-calf-black/product/9105738/color/3

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I prefer the first link you shared! More versatile because of the straight across top. What size are you? Lemme do some Realreal sleuthing.

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Reading back your post — I think I love the Frances leather “flattered” pair the most. You might say I should go for a brown pair bc of the colors I wear but my closet is full of brown and could use more black. I would love the shaft of the boot to be super straight and even loose around my calves (who are not the most petite calves in the world.. but I think we all deserve a sexy loose boot 😂)

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Holy cow you’re so sweet. I’m a size eight.

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After reading this 4 times over to convince myself to splurge on Jil Sander mid calf boots, can you please share any tweaks you would make to your styling advice as I didnt go to for the taller option. Hoping they will encourage me to wear a lot more midi dresses which I usually avoid.

https://www.net-a-porter.com/en-de/shop/product/jil-sander/shoes/ankle/leather-ankle-boots/38063312420856708

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Hi! I love these. And have ideas but first: Why do you avoid midi skirts and dresses?

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Legs/calves are not my finest asset, so usually focus on trousers as more confident in them. yay excited for your ideas!

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If you feel more confident in trousers, just keep wearing them! No use trying to force yourself to find piece in a garment category that doesn’t actually work for you. Which is fine anyway because nothing like a tapered pair of pants to tuck into mid length boots! Would also test a pair of black sweatpants w a charcoal grey sweater/ silk neck scarf. Or jeans with a longer inseam, kind of scrunched up but still tucked into the boots. Are you tall? This vibe is great, but usually not if you’re trying to make yourself look taller (part of the reason I only try it on occasion)

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New Cereal Aisle-er over here! 🙋🏻‍♀️ Loving these reads and inspo! This is in NO way related to boots, but my investment piece of choice as of late has been silk scarves. Came across one of yours that I loved but is sold out! It was the fish scarf and it is just too good. Will those ever restock or should I give up all hope? Thank you for all your inspiration, tips and stories (which are SO relatable) from VA! 🤍

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Love your looks ! Knee high boots look so so nice under long dresses 👢👗

I own a pair a Tammy boots from Aeyde (https://bit.ly/3SbvVM3) and I love everything about them : they’re nicely roomy, the outsole is so cool and practical. And now I wonder 💭 : do these Tammy have a straight or a curved shaft ?

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Straight !!

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Wonderful ! Gonna try wearing them with pants 🙋🏻‍♀️

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Any conversation about knee-high boots makes my heart sing. I love the merino sweater over the sundress. Along with boots, it’s a perfect solution for a San Diego winter.

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*sees this in inbox and glances at the 10 browser tabs of knee high boots I already have open* uh oh…

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Show us what you’re looking atttttt

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Sure thing! The Row and Hereu ones you linked to were in the running along with these:

- from Khaite https://bit.ly/3TBli6t

- two from Ralph Lauren (the two tone ones reminds me of a current Gucci pair) https://rlauren.co/3CMuuOe

https://rlauren.co/3Vvz782

- Jil Sander https://bit.ly/3yPMrue

- and then there’s the temptation to throw it back to my early 20’s with a pair of Fryes https://bit.ly/3D8Pm3W

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As I drool over that first dress and your Khaite Jean jacket, I am inspired by the pairing with shorts, both long and the short ones with tights. Knee high boots are always a staple for me so it's fun to see your interpretations. xx

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I'm a really tall Amazon woman and tall boots don't always fit me as designed, so I've got a couple of fit questions:

1. How high up the leg do you want this style to go? I'm guessing just below the knee cap?

2. Is there supposed to be some extra room at the top of the boot? Like, it's not supposed to be snug on your calf, right?

I have some wellies that I *think* are supposed to be shaped a bit like these boots, but they go about half way up my thigh and the top of the boot is the same circumference as that part of my thigh. I want taller boots, right?

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Hi! 1. Yes you want the boot to hit below the knee cap. I’d say up to 2 inches below, but not less bexause the circumference of top of boots balance gets harder to get right — calf gets in way

2. Yes, it should be a bit roomy.

3. Can you send a pic of your wellies? Or link them

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Wellies: https://photos.app.goo.gl/F5c4j8btytsN78fA8

Definitely too short/snug. These have a 14" shaft, from the sole to the top of the boot.

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I actually don’t mind these!! Are they comfortable enough to tuck pants into??

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Oh, good to know! There is not quite enough room to tuck pants in, unfortunately.

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These might still look pretty good with knee length skirts. Have you ever worn them that way?

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I haven't! In the past I've just worn them with leggings, skinny jeans, or shorts for activities that were too wet/muddy for any other shoes. But you've got me thinking...

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October 18, 2022
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Your question assumes that everyone we buy fall into the category of “investment” which I don’t actually think is how anyone does (or should) shop. But I’m also not sure I get the second point! Can you rephrase?

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October 18, 2022Edited
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Oh oh yes now I get it — how do you know if it’s actually an investment even if it meets the criteria because what if you like to wear it for one or two seasons but then you get sick of it? I think the thing with what falls into the investment category buckets is that there tends to be this sense that they are going to be around for the long haul? Like when ankle boots came in fashion in the 2000’s, they never actually left. The ways we wore them shifted with time, but they stayed as staples. Same thing; as far as I can tell, with sneakers. I don’t actually know if knee high boots will fall into this category yet, and maybe you sense that too Hence the q!

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