What Do I Wear With Ankle Boots?

Re-Soul Brenda Chelsea Boot. re-soul. $258.

Re-Soul Brenda Chelsea Boot. re-soul. $258.

Like the rest of the world, I'm obsessed with ankle boots. (Don't worry. You can still keep your knee high boots, just move them further back in your closet for this brief hiatus.) Your ankle boots are quickly going to become your go-to shoe.

Researching an upcoming Seattle Sunday post, I visited re-soul in Ballard earlier today. One of my very favorite shoe stores, owners Maggie and Legh also launched their own line last spring. The fall collection is to die for. Expect more of that in the post. Until then, my visit with Maggie and Lee got me thinking a lot about the challenges that clients face with ankle boots. 

As a personal stylist, I witness client after client getting simultaneously excited and apprehensive about the trend. After all, they are a departure from knee high boots and can feel a little more challenging to pair. Not to worry, Dear Reader. Here are five ways to pair the re-soul Brenda Chelsea boot to get you started. Enjoy!

 

Five Easy Ways to Wear an Ankle Boot

Artist's Smock Dress in Black Linen by Nuthatch. Velouria. $285.

Artist's Smock Dress in Black Linen by Nuthatch. Velouria. $285.

Wayf Long Sleeve Crepe Shift Dress. Nordstrom. $59.

Wayf Long Sleeve Crepe Shift Dress. Nordstrom. $59.

1. With a dress.

Believe it, friends. You can rock ankle boots with a dress or skirt. It's true, you don't want your boot to cut you off mid calf. However, there are ways around that. (More on that in a future post.) For now, look for boots that hit at the ankle to get you started. Feel free to wear them with bare legs and no show socks. For the more adventurous set, ankle socks are great and in the colder weather tights or hosiery work well, too. For a more subtle approach, you can opt for ankle pop socks that have a small pop of color rather than ankle socks that are a more dominant voice in your outfit. If you need a little more guidance about hosiery, "how can I wear this without freezing?" and/or "how can I wear summer dresses when my legs are still winter white?" can help.

Remember: These shoes will be a focal point of your outfit. So, make sure the style of boot you choose expresses your personal style. 

Detailed Knit Top. Available in dark aubergine, navy, black. Zara. $39.90.

Detailed Knit Top. Available in dark aubergine, navy, black. Zara. $39.90.

Imitation Leather Leggings. Available in black, brown, silver. H&M. $34.95.

Imitation Leather Leggings. Available in black, brown, silver. H&M. $34.95.

2. With leather or vegan leather leggings.

I'm a big fan of this trend on an especially dreary day. Try an oversized cozy sweater to complete the look. And, of course, a great coat. Wearing knee high boots over leather or leather-like pants is simply too much. But an ankle boot, well that's just right. Feel free to opt for a colored option to mix things up. And showing no skin in between the pant and the boot works just fine.

Remember: Leggings are not pants. Your top should hit mid thigh. 

Medallion Print Shift Dress. Forever 21. $24.90.

Medallion Print Shift Dress. Forever 21. $24.90.

Levi's Marker Boyfriend Jeans. Available in Wildlings, Indigo Herringbone, Dragonstone, Arya. Levi's. $215.

Levi's Marker Boyfriend Jeans. Available in Wildlings, Indigo Herringbone, Dragonstone, Arya. Levi's. $215.

3. With boyfriend jeans.

Roll them up! Show those ankles! When you've invested in a great pair of boots, you want to show them off and your ankles are a main focal point this year. There's a fine line with boyfriend jeans. You want your jeans to feel relaxed, but not simply too big. A pair that are slightly too big adds five pounds. Tailored but baggy. Feel free to go with distressed, if that's your jam. 

The final touch? I'm a sucker for a tunic. In warm weather, it's a dress and in cold weather it's a tunic. Now, that's what I call functional.

Remember: If you opt for distressed jeans, keep everything else clean and sophisticated. 

Slim Fit Cropped Jeans. COS. $99. 

Slim Fit Cropped Jeans. COS. $99. 

Marimekko Loiste Coat. Pirkko. $798. 

Marimekko Loiste Coat. Pirkko. $798. 

4. With skinnies.

You still have them. You still love them. If you have a triangle shaped body, opt for high waisted skinnies to prevent a muffin top. I'm a big fan of a fitted turtleneck or funnel neck, as well. So show off your shape with a fitted t-neck, skinnies, your favorite ankle boots and an oversized coat. After all, if you are showing off your shape with your outfit, the oversized coat is especially sophisticated.

Remember: Grey skinnies are current and cool. It takes a little searching to find a pair. (Of course, I can always help with that.) 

Kuni Patchwork Pleat Dress. Whistles. $435.

Kuni Patchwork Pleat Dress. Whistles. $435.

Space-dye Terry Infinity Scarf. Available in light shell pink, blue heather. The Gap. Was: $19 Now: $13.99. 

Space-dye Terry Infinity Scarf. Available in light shell pink, blue heather. The Gap. Was: $19 Now: $13.99. 

ASOS Structured Shoulder Biker with Quilt Detail. Available in black, blue grey. ASOS. $123.18. 

ASOS Structured Shoulder Biker with Quilt Detail. Available in black, blue grey. ASOS. $123.18. 

5. With a midi or a maxi.

Yes! I love a great long skirt. Whether you are rocking a midi or a maxi, it feels like wearing pajamas, yet somehow manages to elevate your entire look. If you are going for a round toe or flat boot, keep things effortless. Try a basic tee, a cardigan and a scarf. A shorter jacket is the way to go. Show off your curves and don't let the clothes overwhelm your frame.

Remember: Motorcycle boots are actually my favorite ankle boots with a maxi. They are tough next to something more feminine and delicate. Regardless, you'll be able to scale Seattle's hills and still rock something feminine and cozy.

Is this helping? Let me know! 

And, keep your eyes peeled for more ideas for pairing pieces with the re-soul collection. Really, I can't help myself. 

 

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