5 Super Stylish Ways to Wear Chelsea Boots for Men

5 Super Stylish Ways to Wear Chelsea Boots for Men

Aug 18 , 2021


Tags - Chelsea Boots for Men

Chelsea boots have fast become a must-have for every man’s wardrobe.

Originally designed as riding boots, this style became popular during the 60s at the peak of rock music’s golden era. Worn by rock stars on stage, soon Chelsea boots were found on the coolest man’s feet and they have been cementing its place in men’s fashion ever since.

Versatile for every occasion, Chelsea boots are easy to finish off any outfit. Whether you want to look dapper in the office or introduce a new style to your everyday attire, these shoes are the way to go. 

Not to mention, they’re the perfect transitional piece for day to night looks so you can always be sure you look on point.

If you’re not sure how you can wear Chelsea boots, don’t worry! Here are 5 super stylish ways you can complete your attire.

1. Suited and Booted

Forget those misconceptions: you can definitely wear Chelsea boots with suits!

Bringing back that 60s style, Chelsea boots look great with slim-fitted suits and can carry you from the office to the after-work bar.

With its low profile shape and sleek silhouette, these boots can bring your suit to life, adding personality as opposed to traditional Oxford or Derby shoes - and who wants to be boring!?

With that said, there are a couple of things to consider. Firstly, always stick to slim cut suit trousers and make sure they’re hemmed.

The reason being, Chelsea boots are slim in their shape and having wide trousers will seriously throw the proportions off - basically, you’ll look weird. Plus, boots sit higher on the foot than any other shoes, so the hem needs to be short to avoid gathered material at the front of your trousers.

2. Denim Fever

If you’re a denim lover, you’ll be happy to know that Chelsea boots always look great with denim.

For a classic, laid-back feel, a dark brown pair will immediately add character to a dark blue pair of jeans and a casual shirt. Note, the best jeans will be slim cut, not skinny, as the hem will sit far better and stop it from looking squashed.

And, if you’re more into distressed denim and a more rugged look, Chelsea boots will still work. Try a black pair of distressed jeans, khaki tshirt and a bomber jacket, finish with the boots and you’ll have yourself a sophisticated but street style.

3. Smart Casual

When people hear “oh, just dress smart-casual”, they tend to panic.

However, this is where Chelsea boots really shine!

Not too formal and not too relaxed, Chelsea boots are basically the definition of smart casual, and as such are the perfect option to wear on dates, out for dinner or drinks.

Pair them with jeans, smart trousers or chinos - if you have a social event coming up with a smart casual dress code, Chelsea boots should be your go-to.

Moreover, if you want to look more on the smart side, we’d recommend choosing a dark leather pair whereas for a more casual look, opt for suede versions. Finish with a lightweight blazer or knitwear and add accessories how you wish.

4. Going Out-Out

OK so you have a big lads night out coming up soon and you’re not sure what to wear?

Well, all black is the way to go. Black jeans, black t-shirt, black leather jacket and last but not least, black Chelsea boots.

If that’s a little too plain for you, of course add some different tones like greys or a pop of white in the colour of your top - or even a printed shirt if you’re feeling adventurous.

Bear in mind though, you probably won’t want to wear a suede pair. So opt for leather that can be easily wiped if a drink gets spilt!

5. Winter Wear

Chelsea boots look great in the winter.

Not only do they add an extra layer of warmth, but they’ll keep the rain from getting inside and ruining your socks and no one wants soggy feet when it’s cold!

In terms of style, pair them with a winter coat (preferably wool), in either navy or camel, and a pair of dark trousers or jeans. You can’t go wrong!

On the other hand, if you’re trying to achieve a more casual look in the winter, finish off a simple jeans and tee look with a denim jacket, giving you an edgy yet comfortable vibe.

Final Say

You should get the idea by now, Chelsea boots can be worn with anything, anywhere, at any time. So don’t get yourself in a muddle and overthink your outfit; they’re incredibly easy to dress up or down.

A classic, timeless and effortless shoe, follow these style tips above and you’ll always put your best foot forward.

If you’d like to know more, please get in touch.

You can check our full range of Chelsea Boots for men here.

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