Design & Decorate

The Tall Boot Trends We Love (+ How To Wear Them and Our Picks)

January 15, 2022

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I don’t want to say ankle boots are out (in fact, I would never say that) but I am feeling very giddy about the tall boot trend happening right now. This trend is surprisingly versatile because any style of tall boot goes. Flat boots, chunky heels, animal print, skinny heel — it doesn’t matter. It’s all about tall boots that are just under or above the knee and how to style them. And folks, I am LOVING how the fashion influencers are styling them. I’m talking boots with skirts, shorts, and dresses, oh my. It’s truly a trend that might have me swapping out my matching sweats for a real outfit which is saying a lot. But enough talk. Let’s observe the style IRL.

Over-The-Knee Boots

Okay, there is a lot to love or hate here depending on your style. I personally chose to love the power clashing, the oversized tarnished leather jacket, tiny purse with those killer snakeskin boots. This is the tall boot trend I can definitely see myself wearing. I love how the dress is long enough to layer over the boots, making this an effortless unexpected winter outfit.

Again, the long dress or long coat draped over the boots is *chefs kiss*. There is something wonderfully androgynous about this look and it 100% nails the effortless vibe. I mean this outfit really requires three elements: 1. the long dress or coat, 2. the oversized bag, and 3. the tall boot. How easy is that?

This look reminds me of the time I wore over-the-knee high socks and a bright blue mini skirt to a Christmas party back in 2012. It was questionable so I am reluctant to get on board but I can’t deny how good Paola looks here. It’s not the outfit for me, but it’s undeniably chic. The plaid skirt sweater combo is giving me Gossip Girl in the best way (I am rewatching the original version right now–it’s still so good).

Another trick to styling the over-the-knee boot is pairing it with a cropped shirt and a long coat. It’s all about mixing the lengths of each article of clothing so the outfit feels dynamic and interesting. A long skirt, long coat, and tall boots might be hard to work with so it’s best to vary the lengths for a more put-together look.

Here are a couple more fun ideas:

left: image via jessica torres | right: image via elaine welteroth

And our boot picks:

Under The Knee Boots

left: image via ali tate | right: image via raeann langas

Okay ladies, midi knit dresses paired with knee-high boots is happening. This look is perfect for LA “winter” and I love how well a body con dress pairs with tall boots. If you want to step it up a notch, pair a shorter body con dress with a trench coat and you’ll absolutely be turning heads.

The trench coat and tall boot combo is my second favorite look. Oh did we forget to talk about how the trench coat is back?? It’s true. I even have vintage Burberry trench coats favorited on my TRR account, patiently waiting to be purchased. But the real story here is that tall boots, a trench coat, and a pattern mini skirt is a KILLER outfit and one I am dying to try.

This is another look that is bringing up outfits from my past. There was an entire summer in high school where I only wore cut-off denim shorts and ankle boots and so I am pumped to try it with tall boots this year. Shorts and boots are notoriously a fashion faux pas but I will always get behind a rule breaker that looks this good. Also is it worth mentioning that reptile is still very in?? I am very pleased by this.

I leave you with my favorite look. I’ll take a feminine prairie dress with knee-high cowboy boots any day. I actually have this image ingrained in my brain so I can recreate once I find a dress and belt combo that even comes close to this.

Here are a few more styling ideas if you are interested: