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Men's Style Blog

Do You Know How to Pick the Best Men's Casual Shoes?

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Section: Men's Footwear - Blog

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When it comes to casual footwear, men seldom explore the totality of their options. After all, it's easier and safer to stick with a tried and true shoe than it is to venture into the uncharted waters of casual foot gear. Fortunately, we've rounded up the facts so you can assign a place in your wardrobe to these other footwear options and finish off your casual outfits with a new type of footwear, each time you head out.

Fortunately, we've rounded up the facts so you can assign a place in your wardrobe to these other footwear options and finish off your casual outfits with a new type of footwear, each time you head out.

Saddle Shoes

These are casual oxford shoes, which are distinctive because they utilise a layer of leather over the instep. This layer is usually a different colour from the rest of the shoe, thereby making it a casual and stylish choice of men's footwear.

Boat Shoes or Top Siders

Usually worn on a boat to prevent slipping, these shoes migrated from Melbourne's docks to the wardrobes of men in search of a summer shoe they could wear without socks.

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Men's boat shoes are usually worn during warm weather and come in moccasin styles.

Leather Laced and Heavy Sole

Although these shoes vary in their build quality, they are considered casual due to their large rubber soles and overall heavy appearance. While these shoes fill a niche and are handy when you need to withstand weather extremes, if you want to invest in a serious footwear wardrobe, we recommend avoiding them.

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This is because these shoes are usually manufactured with shoddy materials and held together by glue, thus they do not last as long as other shoes do. If you must be in bad weather conditions more often than not, we recommend investing in high-quality boots.

Canvas Shoes

Available in a wide variety of styles and colours, sneakers pair well with chinos, jeans and shorts –

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especially if they are clean and appropriate for the occasion.

Leather Loafers

Loafers are built with heavier rubber soles and feature casual uppers to include leather imitations. This differentiates them from slip-on leather dress loafers.

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The purpose of the leather construction is to fill the void between dress shoes and canvas shoes, whilst maximising comfort at a value price.

Sandals

Sandals are a popular option for protecting the soles of your feet. As a plus, they provide the tops of your feet with maximum air circulation.

Clogs, Flip Flops and Crocs

If you must wear these, wear them at home, preferably, where no one else sees them. After all, you do not want to ruin your sartorial image of a dapper gent who only wears fancy men's suits, do you?

Now that you've got a better feel for which shoes goes with what outfit, why not test out your knowledge by wearing your favorite pair of casual shoes down to our Sydney showroom and picking out a new sports jacket to go with them?

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The men of Montagio are always excited about helping gents create new wardrobe ensembles to make them look and feel terrific.

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James Goodchild

With over 15 years of experience in suiting and 8 years at Montagio, James Goodchild has custom-fitted over 3,000 suits, achieving $8 million in lifetime sales and earning a reputation as a trusted bespoke tailoring expert. Passionate about bold statement suits and meticulous craftsmanship, he believes true greatness lies in integrity and influence, much like a well-tailored suit that leaves a lasting impression.

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Sydney Tailor Aaron Bry

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Aaron Bry

Aaron began his career in 2002 and has deep expertise in tailoring and luxury menswear, achieving multi-million-dollar sales and earning induction into MJ Bale’s Million Dollar Club... twice. Now converted to custom, he is committed to excellence in both style and service and believes in always being impeccably presented. Outside of work, he enjoys bodybuilding and films, often described as a 'gentle giant' for his approachable nature.

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Raul is an experienced tailor with a deep passion for bespoke suiting, combining precision, craftsmanship, and a keen eye for detail to create impeccably fitted garments. Known for his ability to blend classic tailoring with bold, modern touches, he works closely with clients to craft suits that reflect their personality and style. For Raul, a well-made suit is more than clothing - it’s a statement of confidence, sophistication, and individuality.

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