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Style Guide: Ankle Boots or Bust

Last updated on April 23, 2019 by Sozo Staff Leave a Comment

Hermes canvas with brown trim garden party tote with Hermes blue scarf

Certainly among this year’s footwear favorites, ankle boots are both practical and flattering. Unlike tall boots, ankle boots can be worn just about any time of year and coordinate with a wider range of outfit types. Sometimes when a certain style of footwear is as versatile as ankle boots, though, you can be unsure of exactly how to pair them with the other pieces in your closet. So let’s take a closer look at this transitional footwear option that can be a great asset to almost any outfit.

While ankle boots work well with many clothing styles, you won’t be able to wear the same pair with jeans as you do for an evening out. You’ll want to pay careful attention to the style and heel height in order to get a look that’s truly coordinated. Truly, there’s an ankle boot for just about any occasion.

Perfect Ankle Boots for Pants

Gucci Marmont quilted chevron GG

As spring and summer come around, cropped pants offer a flattering style statement for many women; however, they can look awkward without the right footwear. Enter: ankle boots. While athletic shoes can look awkward with cropped pants, ankle boots with heels can help visually lengthen your legs for a flattering appeal. Unlike pumps or heeled sandals, though, heeled ankle boots are comfortable all year round.

Just the Right Ankle Boots for Jeans

Offering the perfect combination of classic style and casual comfort, jeans and ankle boots were made for one another! For a relaxed look that’s still flattering, combine ankle boots with skinny jeans — preferably cropped ones. (You could also cuff your pants, if they’re longer.) The slimming effect from the waist down will look especially trendy and smart when balanced with a blazer or button-down shirt on top.

Sophisticated Ankle Boots for Skirts

Gucci bamboo handle bag, Perrin clutch, Louboutin pumps, Alexander McQueen scarf

Pants and jeans aren’t the only bottom options that work well with ankle boots: skirts and dresses can work well with them as well. Offering a touch of sophistication, ankle boots pair well with midi-length skirts, showing just enough skin between the hemline and your boots to create a balanced, trend statement. (In a future “Style Guide,” we’ll explore different types of skirts.)

Wonderful Ankle Boots for Weekdays

The trick to wearing ankle boots to work is to make sure the ones you choose are office appropriate. A sure way to create a polished look is to make sure they’re real leather. Then pair them with tailored clothing pieces for a smart, stylish look that has a clean, classic finish.

In the descriptions above, we pretty much assumed that all ankle boots have heels. If you happen to find a pair of flat ankle boots you absolutely love, don’t worry; they’re not without their merits. You just have to be a little more creative about creating an outfit that makes sense with them. Because flats are generally less flattering than heels, be sure to use them only for a relaxed look and pair them with dark, slimming bottoms, like indigo wash skinny jeans.

Penny Pincher Boutique

We’re Westchester’s upscale consignment store offering women’s designer clothing, handbags, jewelry, shoes, and so much more. Visit our boutique at 184 Harris Rd in Bedford Hills, NY or shop online at www.pennypincherboutique.com. We also offer a selection of our items for sale on eBay. Shipping is available across the U.S.

All images are from the Penny Pincher Boutique Instagram page and may represent consigned products which have already been sold.

Filed Under: Shopping

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