Your Shoe Wearing Guide 0
in Shoes Style

Your Shoe Wearing Guide

your shoe wearing guide
Your shoe wearing guide.  It seems that whenever I write a post about shoes, someone almost always mentions that they can’t wear heels or that they never know what shoes to wear for a specific occasion. Now I’m assuming that your shoe wardrobe is complete but if it’s not, then this is for you: Shoes Every Woman Should Own. I got to thinking about it and I realized that I have a type of shoe uniform if you will, that has taken me years to perfect.

We have all heard that shoes can make the perfect statement in an outfit, which is true, but for me it is so much more. The shoes we wear each day are the shoes that literally carry us on our journey through life. Why not wear the perfect pair to stroll down that path? -Jennifer (shoe designer and blogger at Talk To My Shoes)

your shoe wearing guide


Yes you can wear flats. There seems to be this misconception out there that heels are dressy and flats aren’t. What? Why? Who says? Is my answer. There are a number of reasons why you might not be able to wear heels for an event, but there are lots and lots of ways that you can make a pair of flats look elegant and light and better yet, completely unexpected which makes them that much better because suddenly you are the standout in the crowd. A pair of black tuxedo trousers can look fantastic with a pair of dark red velvet slippers. Or how about a metallic pair of ballerina slippers peeking out from beneath a ballgown? It’s all about proportions and how you are wearing them. Besides, a woman will always look so much more sophisticated when she is comfortable than when she’s either grimacing in pain or teetering precariously in pair of sky high heels that she can’t balance on.

Yes heels can be comfortable. Unless you have just had surgery, there is no reason for your heels to be uncomfortable. Yes, we’ve all stood outside the nightclubs in sub zero temperatures in heels and tank tops waiting to get in and the second we stopped being 20 or 21 that ended, so why do we still buy shoes that aren’t comfortable? Of course, I’m a sucker for beautiful shoes but I always try them on and walk around in them before pulling out my wallet. Also, I have a trusted shoe repair guy that can give me tips on making my shoes fit my feet (it’s not unlike having a good tailor). I used to have a pair of moccasins that I loved, but they consistently gave me blisters on my heels. I went to my shoe repair guy who showed me that the back of the shoe was too high in proportion to the non-existent heel. He gave me a little padding and the shoes felt like slippers. In that same vein, I have a pair of stunning patent leather, cherry red heels, but they press against the side of my big toe. One well placed cushion and I can wear them for hours.

Buy quality. Always. After a certain point in your life (and unless there is a specific reason like you are only going to wear them once) there is no reason to buy badly made, cheap shoes. Please note that I’m not using the word “inexpensive” because you should absolutely be buying within your means and more expensive shoes aren’t necessarily better. The materials and the style matter. Depending on your body type and foot shape, a heel can be too high and it can throw your weight forward or back thus putting undue pressure on your feet. Shop around. It’s much better to have a few pairs of really great quality shoes than lots of cheap uncomfortable ones. We all know what it feels like to have foot pain (and if you don’t then consider yourself lucky) so it’s time to treat your feet with some respect.

your shoe wearing guide

What’s your favourite pair of shoes?

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Caroline has worked with international designers in fashion retail and completed professional makeup courses when working in the beauty industry. Her love of writing, photography and film inspired her to work at the Canadian Film Center and then to earn a BFA in Screenwriting. In addition to her blog, Style On The Side, you can see her work in Huffington Post Canada and other international websites.

Latest posts by caroline (see all)



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  1. Thanks for a great post! I like flats and sneakers

    Candice | Beauty Candy Loves

    1. Me too and you are very welcome!

  2. Ohmygoddddd of course I love this article!! I’m so glad that you posted it. It makes me absolutely CRAZY when I hear people say that flats aren’t dressy or that all heels are painful. I want to scream “you know nothing!” at them when I hear that. Like you said, it is about the quality and make of a shoe, and knowing what works for your foot and what you are comfortable in.
    As for your question, I could never pick a single pair of favourite shoes. I’d say as far as flats go, Lanvin is winning the game. So ultimately comfortable made with memory foam and buttery soft leather, I’m on the hunt for some more pairs. Boots: I don’t know if they’re my favourite but weather wise I have some shearling lined Stuart Weitzman boots with a 2 inch block heel that is trendier than I’ll ever be. And Heels ? I could never pick, but not to sound vain, I’m totally into my own creations as of late.

    1. Ha! Well I’m really glad you liked it! I don’t really have any favourites either but of course I’m dying to actually see (and try on) one of your designs!!!!

  3. Interesting post…. as usual Caroline, great job!
    Kisses, Paola.


    My Facebook

    1. thank you so much!

  4. tr3ndygirl fashion blog

    very fab guide sweetie
    NEW post on my blog… I’d love to know your opinion
    I wish you an happy day
    a big kiss
    <<< fashion blogger >>>

    1. Thank you!

  5. tr3ndygirl fashion blog

    this guide very nice Caroline
    a big kiss
    <<< fashion blogger >>>

    1. Thank you!

  6. WOW, I never thought of heels being comfy. I tend to shy away from heels because they hurt the “palm” of my feet. I think I should try some padding and see what that’s like. Thanks for the tips!

    1. Not every style works for every foot but a well balanced heel should be okay for most.

  7. I 100% agree with this phrase: “A woman will always look so much more sophisticated when she is comfortable.” I hate heels, every heel is uncomfortable for me (leg/knee/back pain and blisters, I think I’m not made for heels lol), unless a good pair of boots that keep my feet nicely in place (I have a pair on those you can check on my blog in my autumn fashion post), I much prefer flats (I’m 177cm so it’s ok for me, don’t really have to be taller ^^). But thank you for your tips, you are right it’s better to buy one good and more expensive pair of heels than 10 cheap pairs that are uncomfortable!
    Kisses, Nat

    1. I think that not every shoe is made for every foot and of course if you have specific issues then there are some styles that you have to stay away from. Thanks so much for stopping by!

  8. Shoes are uncomfortable, for some people there isn’t a single shoe out there thats comfortable. I have flat feet and everything I wear is painful. Unless there’s an arch support built-in in the shoe and it has to be soft.
    I can never wear heels, they are always uncomfortable for me. So I wear them very occasionally.
    Its true that quality always matters and for that reason one must ditch primark for starters. But I have bought good expensive shoes too that are equally painful. Even if I use a good foot insole.
    But I love the post and your blog =)

    1. I can totally understand that frustration. I have flat feet as well and rather painful bunions. The best advice I ever got from a podiatrist was to keep strengthening my feet and keeping them flexible. I’m at a point now that most heels don’t cause me any pain. I’m definitely not convinced that an expensive shoe is necessarily better. There are lots of designer brands that are badly made. What I’m referring to is a good quality shoe and that means how it’s sewn, the materials that are used and how the heel (no matter how small) is balanced and how they hold your foot. I look less at name brands and more about the quality.
      Thanks so much for stopping by.

  9. I agree totally about the last tip: Quality should always come before quantity. I would rather buy 1 pair of shoes, comfortable and good for my feet, than 10 pairs that will kill me.

    1. Exactly!!! Thank you.

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