Choosing the right men’s dress shoe can feel complicated. Why are some pairs more formal while others are casual? It all comes down to the style and design. Many gentlemen overlook the differences between Oxfords, Derbys, loafers, and boots.
This detailed guide will help you select the perfect pair for every occasion—work, weddings, weekends, or special events.
Men’s Dress Shoes
Oxford (Richelieu)
The Oxford is the most formal men’s shoe, featuring closed lacing directly on the vamp.
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One-cut, seamless versions: perfect for weddings, galas, or black-tie events.
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Brogued or decorative versions: elegant yet slightly more casual.
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Example: Crockett & Jones Alex
Derby
A classic shoe, more relaxed than the Oxford. Laces are attached to the quarters, offering comfort for wider feet. Ideal with suits, sport jackets, or smart-casual outfits.
Loafer
Laceless and versatile, the men’s leather loafer is both practical and refined.
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Dress or casual, depending on the leather and design.
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Perfect for office wear or stylish weekends.
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Example: Crockett & Jones Boston
Monk Strap
Between a Derby and a loafer, monk strap shoes are elegant and distinctive.
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Chic yet relaxed, suitable with suits or dress trousers.
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Example: Crockett & Jones Lowndes
Men’s Boots
Chukka
Low-cut and timeless, Chukka boots combine comfort with understated elegance. Available in smooth or suede leather, dressy or casual.
Brogue Boot (Balmoral / Brodequin)
Elegant boots built like a Derby or Oxford, often with reinforced lacing or higher construction. A sophisticated option for daily wear or formal occasions.
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Example: Crockett & Jones Islay (Brogue), Balmoral for rare elegance
Chelsea Boots
Recognizable by elastic panels, easy to slip on, and perpetually stylish. A staple in any refined gentleman’s wardrobe, made famous by icons like The Beatles.
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Example: Crockett & Jones Chelsea 8
Practical Tips for Choosing Shoes
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Formal or casual? Match the shoe to the occasion.
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Prioritize comfort: a new shoe may feel stiff, but it shouldn’t be painful. Ensure the right size, including width.
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Invest in classics: well-maintained shoes last a lifetime.
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Maintain your shoes: shoe trees, polishing, and cleaning extend durability.
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Vary your styles: rotate low shoes and boots to enrich your wardrobe. Avoid wearing the same pair two days in a row—let them rest at least 24 hours.
In summary, a gentleman’s wardrobe is full of style options. Visit our boutique to discover, touch, and try the perfect Crockett & Jones pair that elevates your elegance.