THE ULTIMATE GUIDE TO

MEN'S DRESS SHOES

STYLE, PAIRING AND ESSENTIAL SHOES TYPES EXPLAINED

Shoes are more than just an accessory - they define your entire outfit. The wrong pair can ruin even the finest tailoring, while the right choice elevates your style instantly.

The Classics Endure

Oxfords and Derbies are the bona fide godfathers of smart footwear, and no man should be without at least one pair of each in his wardrobe.

Derby

Derby

A pair of brown Derby shoes (a handsome workhorse of the footwear arena, versatile enough to be worn to work or a wedding)

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Oxford

Oxford

A pair of black Oxfords (elegant, svelte and the perfect partner to a classic dinner suit)

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These will stand you in good stead for whatever your calendar throws at you.

The Shoes To Wear With Every Trouser Colour

What Color Shoes To Wear With Black Trousers?

Black Oxfords as the first port of call (especially for formal events), followed by Derbies, monk straps and Chelsea boots.

What Colour Shoes To Wear With Neutral Trousers?

The trick to accessorising a neutral trousers is finding shoes in a colour that is both different enough to contrast with it, yet similar enough to complement its earthiness.
What’s that exactly? Any shade of brown.

What Colour Shoes To Wear With A Charcoal Trousers?

Like a light, slate or mid-grey number, a charcoal trousers looks sharp with shoes in black, burgundy and oxblood. Unlike trousers in lighter shades of grey, however, a charcoal one won’t play well with navy or light brown footwear.

What Colour Shoes To Wear With Navy Trousers?

As one of the most versatile colours in the wheel, it’s hard to go wrong with a navy trousers. Not only does this particular shade of blue complement pretty much every skin tone, but it’s the perfect balance of smart and casual that’ll serve you just as well in the office as at dressier affairs.
Brown leather or suede styles are your best bet here.

What Colour Shoes To Wear With Grey Trousers?

Grey tends to team best with warmer, richer shades that pop when paired with either a light or dark grey.
Dark shades of brown, burgundy, oxblood and navy all inject enough colour for a clear point of difference

What Colour Shoes To Wear With A Blue Trousers?

As with navy, brown shoes work well with lighter shades of blue, but while dark browns complement navy’s depth, you’re better off sticking to lighter brown hues with blue tailoring. Tan Derbies, brogues and monk straps work well, as do slightly richer shades of brown – think milk rather than dark chocolate.

The Essential Five

A curated guide to building a timeless footwear rotation.

Derby

These you can still sometimes pull off with a suit, but they're going to look better with occasionally dark-colored jeans at the probably the most Read more...

Oxford

Whole Cut Shoes Now, this is a wholecut dress shoe. It's pretty much got the elegant simple look. Balmoral Toe Cap Oxfords Here it's going Read more...

Slip Ons (Loafers & Monk Straps)

The reason I love slip-ons is that they're casual, they're comfortable. Guys, when you are traveling you're going to the airport very easy to take Read more...

Dress boots

The fourth shoe style that I'm going to talk about, gentlemen is the dress boot. Chukka It has an open lacing system, so that right Read more...

Repeat

All right, gents, so you're wondering what is the fifth dress shoe that I'm going to recommend. Guys, I want you to go back and Read more...