Oh hey team, it’s ankle boots daaaaay! I was a wee bit excited to write this post because I love ankle boots and I want to make the plus size women of the world love them too. Because they’re awesome. Short versions. But because nothing is easier to wear, can keep you stomping around all day being a boss or cooler than an ankle boot.

You want that right?

Of course, you do. Following on from the how I wear knee-high boots post from earlier in the week, this post has two main examples of wearing ankle boots, with jeans or leggings and with skirts and dresses. It’s a little more abbreviated in the skirts and dresses section because I’ve written a WHOLE post about this before. Yay.

How I wear ankle boots as a plus-size woman!

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Ankle Boots with Skirts and Dresses

I wrote this post especially with my tips for wearing ankle boots with skirts and dresses. Let’s face it; it’s my go-to style, and if you’re going to let someone tell you what to do in this area, it should be me. If you want to click over and read that post, it will open in a new window so you can finish up here. Easy.

Here are some of my favourite outfits.


Oh dear, I could have added outfits to this gallery for days. Haha. When I say boots are my thing, they absolutely are. Though have you noticed my sneakers sort of took over there for a while? Swings and roundabouts I suppose. But looking at all these posts, with a side order of a winter chill in the air, makes me miss ankle boots with everything.


Ankle boots with leggings or jeans


So, you want to wear ankle boots with jeans and leggings. Awesome! This is a great way to ease yourself into the ankle boot without feeling like you’re wearing a sign that says hey look at me in my ankle boots with a dress. Choosing a similar colour legging or pant to your boots is the baby steps level, going from there with some colour combinations that stretch you a little.

My hot tip here, for keeping things interesting is to show a peek of the ankle by cuffing your pants. A simple roll or two will do or wear a cropped style. Not too cropped though, you want a peek, not half a calf. Well, most of the time. The QUEEN of the cuff and the boot has to be the one and only, Nat Tucker from Make it Look Easy, which is what she does, she makes it look easy. Check out her Instagram for more jeans/boots combos. Seriously worth a look. You’ll love Nat.

With jeans and pants, I love a slim fit style with ankle boots, but if you’re cuffing them then a boyfriend or slouchier style is perfection as well. I love the post below with the slouchy pleather joggers with the low cut ankle boot. So fun and so good. So experiment with the fit of your pants and if it’s not working, try the cuff or try some socks above the boot line.

Here are some of my favourite outfits, click the image to view.


Buying your ankle boots for plus size legs


This is a tricky one, a question that comes up a lot on my blog and Instagram when I post an image wearing ankle boots is WHERE do I get them, and HOW do I get them to look right (most people mean, not chop my legs off by this). Good question! Let’s talk about that.

First, you want to be looking for a boot with a nice open ankle to give your legs some room. This isn’t always possible, but a few of the wide fit brands are starting to make sure this happens. I even find SOME Target boots can be generous in this department too.

Then, I like a little dip in the front of the boot if I can get it. My nude boots (worn to death, you’ll know the ones) are a perfect example of this. They dip a little at the front, and that makes your legs look longer. Or that’s my opinion anyway. And well, long legs are always fun regarding balancing out an outfit and its proportions.


some shops I recommend starting your search at are; 

  • City Chic (Seasonal) 
  • Autograph Fashion (Watch the fit, they stock a range of brands)
  • Torrid (yes, even with the postage to Australia)
  • ASOS Curve (Wide Fit) 



Right, questions or otherwise? Got a blog post or a photo you want to share of YOU rocking your ankle boots? We’d love to see it, add them in the comments (I’ve double-checked the guest feature is enabled for those without Disqus) let’s make this the place to go for such things. 


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