ankle boots

What to Wear with Ankle Boots

In Fashion, Style by Sherry1 Comment

What to Wear with Ankle Boots

What to Wear with Ankle Boots

by thelifeoftheparty featuring a nautical striped dress


The ankle boot is spot on trend this fall, not to mention they are such a comfortable and a surprisingly versatile shoe to wear. Today I’ll show you how you can pair these boots in a few unexpected ways by transitioning your favorite summer dresses to fall and combining different patterns and textures.

  1. If it’s still warm in your part of the world, a simple ivory lace dress is perfect paired with these ankle boots. Layer it up a bit with a great army vest like the one shown in our second set.
  2. For this look you can easily adjust to your temperature by wearing a basic white short or long-sleeve T-shirt. Top with an army vest and a neutral tassel necklace to complete the look.
  3. Polka dots and leather — or faux leather — is everywhere right now and the perfect look for fall. For an added element of pattern and texture, grab a chain link bag with a quilted pattern to finish this polished look.
  4. Plaid is another trend we’re seeing a lot of this fall and it works perfectly with the ankle boot for a casual and comfortable rugged country look.
  5. I’ve included a stripe shift dress but you could also throw on a pair of leggings with this dress to warm it up a bit. Wear a a great statement necklace for a pop of color.
  6. Here we have another classic comfortable look with a lace tank and an open knit cardigan, perfect for a day of lounging around or grabbing a cup of Joe with the girls.

One of the nicest things about the ankle boot is the fact that they are more comfortable than most shoes and they give that extra wow factor to your ensembles. Play around with those jeans by rolling them at the bottom or layer a pair of socks over those leggings to create even more looks. The possibilities are endless.

Have you joined the ankle boot trend?

Meet the Author | Sherry

Sherry is an Events Planner with a passion for fashion and interior design who lives in beautiful Hawaii with her husband and two kids. She enjoys lunch dates with the girls, walking the gorgeous beach of Kailua and most of all spending quality time with her family. In her free time you will find her blogging about life, fashion, interior design and parties at The Life of the Party blog or setting trends with the Polyvore community . You can find her on Twitter: @acherishedevent and Facebook


  1. Outfit #1 is my favorite, it would be great for a date night. Outfit #4 fits in with my “mommy uniform”, but all of the outfits are great options.

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