{Fashion Monday} Dress your Ankle Boots

Dress your ankle boots is an outfit idea of how I dress ankle boots for work. I naturally have stick legs so I struggle with buying cute and fitting ankle boots. Many a time I have missed out on good presents because of my stick legs. MoH wouldn’t buy me ankle boots or mid-length because my legs literally stood in the middle and didn’t look cute.

Because of this experience I developed a shyness for trying to dress in ankle or mid-length boots. Overtime I just totally disregarded them and never made an effort. The majority of the time when I wear ankle boots they would be hidden under my trousers and never to be seen.

After a while I realised how ridiculous it was to avoid these awesome different types of shoes because of my stick legs. No one is perfect, everyone has parts they wish where different and that’s ok. It’s the imperfections that make us unique and perfect in our own right. I have chosen to embrace everything that is different about me and use it to my advantage.

Dress your ankle boots

Dress your Ankle Boots

Creating the dress your ankle boots outfit I came up with a few ideas, some which I used and others still on moodboard. The beauty about having moodboards is I can switch up outfits for better or worse dependent on mood. When I was creating this outfit I thought about where I spend most of my time and that is work. Dressing my ankle boots outside work has always been easy but still tacky in its own right. Work is one that I have completely ignored but today I am showing you how to dress your ankle boots.

Last week I was in Southampton for my postgrad course and it was perfect time for me to show you how to dress your ankle boots. As you know I only have an iPhone for my blog pictures so they do not always turn out how I imagined. But that is ok, for me if I can’t convey the feeling in pictures I will on the moodboard.

ankle boots

Tips on how to dress your ankle boots

  • Find fitting ankle boots. There is no point picking the cutest ankle boots but they don’t fit snuggly on you. I know the feeling and the look only too well.
  • Choose the length of the ankle boots. Some ankle boots go a little above the ankles and others a little below. Choose those which you prefer then choose your style.
  • Dress for comfort. Not many of us like high-heeled ankle boots but some of us do, so its important to define your comfort.


  1. Amanda Love
    November 10, 2016 / 8:54 am

    That’s a lovely outfit idea! I think anyone can pull off ankle boots and you shouldn’t have been shy about wearing those in the first place especially after seeing your OOTD picture!

    • November 12, 2016 / 7:10 am

      Awww thanks but my thought process wasn’t all that then

  2. Chrishelle Ebner
    November 9, 2016 / 11:39 am

    You look great as always. I have never been bold enough for ankle boots, but I may have to give them a try.

    • November 12, 2016 / 7:09 am

      Awww thanks so much I appreciate that and good luck

  3. November 9, 2016 / 2:09 am

    I don’t think I have ever owned ankle boots. I will have to get me a pair.

    • November 9, 2016 / 6:25 am

      You should, especially if the weather is getting cooler

    • November 9, 2016 / 6:24 am

      I am finding them to be that indeed

  4. November 8, 2016 / 6:41 pm

    I don’t tend to go for ankle boots because I have huuuuuge feet so taller boots balance them better 🙂 I love the block heel on these ones though!

    • November 9, 2016 / 6:24 am

      Hahaha lol, how HUGE are your feet? I am size 7 (UK) which is 9 USA I think and still look good I think lol

    • November 9, 2016 / 5:46 pm

      I’m a UK size 8-9 depending on the shop haha! I’m not very tall though which doesn’t help 😛

  5. Lori Who Needs A Cape?
    November 8, 2016 / 3:36 pm

    Not a look I have embraced as of yet. I see lots of boot varieties in the stores and would have a hard time narrowing down the search.

    • November 9, 2016 / 6:23 am

      Just take your favourite drink (coffee) lol and start the search, its about finding that type and pair that you like so next time you know exactly where to go and what to look for.

  6. November 8, 2016 / 9:46 am

    I think this is a great look book! I know what you mean about stick legs – my daughter has the same but it just means a bit more shopping around to find the perfect boots!

    • November 9, 2016 / 6:22 am

      Absolutely, it takes a moment to find that perfect pair that fits just right but once you do its hallelujah everyone lol

  7. TravelingWellForLess
    November 8, 2016 / 9:30 am

    Nice tips and cute outfit I’m the opposite though, I have fat legs so not sure those look good in ankle boots.

    • November 9, 2016 / 6:22 am

      Actually ‘fat’ or as I like to call them well defined legs look really good with ankle boots and mid-length boots too

  8. rika agustini
    November 8, 2016 / 8:05 am

    I love your style… I am a big fan of ankle boots! Perfect fall look!

    • November 9, 2016 / 6:21 am

      Thanks Rika

  9. November 8, 2016 / 2:57 am

    I’m glad you are embracing all of yourself. I too have stick legs and don’t think ankle boots would look good, but maybe I’ll have to give them a try. I like the color of these.

    • November 9, 2016 / 6:21 am

      Us stick legs girls have to stick together lol and yes give them a little try and just see how totally awesome they can be

  10. Nickida Stephens
    November 8, 2016 / 1:53 am

    I love that jacket, it goes well with those boots. Both are so cute. Everything you picked really was cute.

    • November 9, 2016 / 6:20 am

      Thanks so much

  11. November 8, 2016 / 12:03 am

    I have still yet to find a good pair of ankle boots this fall. These are super cute but I need a pair without a heel.

    • November 9, 2016 / 6:20 am

      It can be difficult sometimes to find that right pair for you but once you do, its amazing

  12. Bill S
    November 7, 2016 / 10:52 pm

    My wife is obsessed with boots this time of year!! Ankle boots are one of her favorites to wear, these accessorize great!

    • November 9, 2016 / 6:19 am

      Hope you grab her a pair or two 🙂

  13. November 7, 2016 / 10:52 pm

    I’m so finicky with ankle boots! These look great though!

    • November 9, 2016 / 6:19 am

      Thanks Jess

  14. Ickle Pickle
    November 7, 2016 / 8:05 pm

    Great tips – I haven’t worn ankle boots in ages, I love your styling. Kaz x

    • November 9, 2016 / 6:19 am

      Thanks Kaz

  15. November 7, 2016 / 8:03 pm

    Yes to all of this. I make a point of dressing for comfort now. I use to worry more about style, but now a days you can find both.

    • November 9, 2016 / 6:19 am

      Absolutely, you can do both these days without compromising too much

  16. Pam W
    November 7, 2016 / 7:36 pm

    I just bought myself some cute ankle boots the other day. I have a few outfits I love with them but I was wondering how else to style them, then I saw this post.

    • November 9, 2016 / 6:18 am

      I am glad this post came at the right time, have fun styling your ankle boots

  17. November 7, 2016 / 5:37 pm

    I absolutely love ankle boots. In fact, I think it’s about time I get a new pair 😉 I really love wearing ankle boots in the fall since the weather is so perfect.

    • November 9, 2016 / 6:18 am

      They sure are perfect for Autumn

  18. Alli Smith
    November 7, 2016 / 1:14 pm

    I recently bought two new pairs of ankle books. They are both so comfortable! I think you look awesome in your ankle boots!

    • November 9, 2016 / 6:18 am

      Thanks Alli, I too bought two new pairs and one is arriving today

  19. November 7, 2016 / 11:26 am

    I love ankle boots in the cold weather, I really need to try and treat myself to a new pair soon as I seem to have lost my old ones in the move.

    • November 9, 2016 / 6:17 am

      I am starting to like them even more now, previously I was all knee length lover

  20. Sam Bresnahan
    November 7, 2016 / 10:33 am

    I always wanted a comfy pair of ankle boots for winter but I struggle finding comfy flat ones. They seem to have a heel or too cheap.

    • November 9, 2016 / 6:17 am

      I know the feeling but there are some really good ones out there

  21. November 7, 2016 / 8:54 am

    I guess its really important to consider the comfort and the fit when it comes to ankle boot. You’ll look more fashionable once you are comfortable with what you wear.

    • November 9, 2016 / 6:16 am

      Absolutely, when you’re comfortable you carry the outfit well

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