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What Do Your Shoes Say About You?

Updated: Jul 7, 2021

They always say you can tell a lot about a man by his shoes. So if you want to make the right impression in every scenario, you might want to read our guide on the psychiatry behind your footwear selection.

So what do your shoes say about you?

How do shoes represent your personality?

From a first date to a routine walk around the park with your dog, your choice in footwear says a lot about you.

It can be the difference between landing a job and not, attracting a new companion when you’re out and about or simply making yourself look more approachable to other people.

In fact, Cosmopolitan believe a female can tell what type of boyfriend a male will be by just looking at their choice in footwear – gulp!

But before you press the panic button, you can find the opinions on the matter from some of the UK’s top fashionistas below.

Desert boots/chukka boots

Probably one of the best options when you want to bridge smart with casual. Whether you’re going for a romantic walk with a loved one along the riverfront or nipping out for a bite to eat, desert boots and chukka go very well with a pair of straight or skinny jeans and blazer.

Or if you’re feeling particularly cold, throw on a casual shirt and fisherman jumper for that rugged wintery look.

What will other people think?

  • You take care of your appearance.

  • You want to make an effort but are open to spontaneous and more practical adventures.

Oxford shoes/brogues

Another fantastic addition to any man’s wardrobe. Both Oxford shoes and brogues cover smarter occasions. However, they have the wonderful ability to go with a pair of jeans as well.

Contemporary, eye-catching and a sign of a true gentleman. You can find our range of Oxford shoes here.

What will other people think?

  • You look after your feet and are highly respected.

  • You believe shoes are a statement, not just something everyone has to wear.

Chelsea boots

Picture a finely groomed gentleman enjoying a nice wine or pint in a slick city bar and you’ll probably see them in a pair of Chelsea boots.

Coming in suede and leather, this style of boot is easy to slip on and instantly smartens up any outfit.

What will other people think?

  • You value fashion and comfort.

  • While you might not have spent a great deal of time thinking about your shoe/outfit combination, you know you look good, confident and stylish.


Strictly falling into the casual bracket, a good pair of Converse or basic plimsoll isn’t necessarily a sign of weakness.

As long as you keep the plimsoll/joggers combination for hangover days, you can pair a fresh white pair with a well-fitted t-shirt, checked shirt or blazer. In fact, they can even help you add some character to your look.

What will other people think?

  • You prefer foot comfort and might be a little wild or sporadic in your choices.

  • You could be quite a hipster or completely confident in how you look. Nothing phases you and you’re prepared to own that look.


An absolute must for every summer wardrobe. A tassel loafer can add a touch of summer to a wedding suit or complete a white short and baby blue shirt combo for a day at the beach.

Dress up, dress down, you should always have a pair handy for ease and style.

What will other people think?

  • You are up to date with the latest fashion and are proud of that fact.

  • You are confident to ditch the safe plimsoll/short outfit choice and willing to turn a few heads.

What style of shoes best suit you?

Just remember, variety is key. Wearing a pair of Chelsea boots over running trainers or hiking boots on a long walk in the countryside is a rookie mistake. Kit yourself out with a pair of shoes for every occasion and you’ll be prepared to make the right impression wherever you go.

For smart/casual and formal occasions, shop here at Percy Stride to get your hands on a first-class, quality pair of Goodyear welted men’s Oxford shoes.

Alternatively, for more inspiration, you may find our post on what shoes women find most attractive useful.

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