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How To Style Dress Shoes Day To Night

6/2/2023

Alright gents, winter is here and so is your menswear style guide to get you through the cold weather. This season, we’re putting our favourite men’s dress shoes to the test to show you just how versatile they are during the cold snaps.

Our number one tip for winter dressing is to choose comfy footwear. That’s where we come in, every single shoe is fitted with our biomechanical footbed to give you cushioned comfort and long-lasting support. This little bed of goodness was carefully designed to prevent foot pain and encourage lower leg alignment.

Day To Night: The Style Guide

There’s nothing better than getting the most wear from your favourite shoes. Whether you’re into monks, brogues or loafers, there is a bunch of ways to style your dress shoes during the colder months. Style your dress shoes from day to night with our carefully curated style guide.


The Monk

Day: COS Wool-Blend Blazer / COS Wool-Knit Crew Neck Jumper / COS Tapered-Leg Jeans / FRANCESCO MAGLIA Wood-Handle Umbrella / TOM FORD Cashmere Scarf
Night: SM.J. BALE Vigaro Jacke / FRANKLY White Shirt / BRUNELLO CUCINELLI Leaher Briefcase / M.J. BALE Vaccaro Trouser

The Monk

Double up in double monks. The Vanadium Tobacco Suede Double Monks feature two straps that go over the front of the shoe and are fastened with a buckle. This simple detail can be both edgy and casual or smart-formal. Make your way from the office to drinks with ease in these comfy double monks.

Day

Style with woolly layers and darker tones. Wear the Vanadium monks with navy jeans and a dark brown jumper with a wool-blend coat on top. Finish the look with a navy scarf and you’re ready to take on those frosty mornings.

Night

Spruce up your double monks and pair them with tailored trousers, a white shirt and a plaid blazer. Grab a leather briefcase and you’ve nailed a sophisticated menswear look. Date night has never looked so good.

The Loafer

Day: COS Gradient Mohair-Blend Jumper / COS Zip-Up Wool Jacket / COS Straight-Leg Twill Chinos / RAY-BAN Erika Sunglasses / LORO PIANA Checked Cashmere Scarf
Night: M.J. BALE Wilhelm Jacket / M.J. BALE Rhys Shirt / M.J. BALE Brunswick Jean / JAEGER-LECOULTRE Leather Watch

The Loafer

The epitome of clean and contemporary, we give you the Electrum 2 Chocolate Loafers. Retro yet timeless, a classic penny loafer will see you through all your wintery looks.

Day

Take your street style to a new level. Wear your penny loafers with a straight-leg chino and a cosy jumper with a woolly jacket. Tie it all together with sunglasses and a cashmere scarf.

Night

Elevate your casual look with a structured ensemble. We love how well chocolate loafers pair with a collared shirt and navy blazer over denim jeans. This outfit is date-night approved.

The Brogue

Day: M.J. BALE Ombrone Trench Carcoat / BLEU DE CHAUFFE Cotton-Canvas Weekend Bag / M.J. BALE McQueen Chino / M.J. BALE Newcombe Cable Knit Crew
Night: M.J. BALE Nolan Shirt / M.J. BALE Toscanini Trouser / M.J. BALE Toscanini Jacket / ETON Navy Blue Silk Tie

The Brogue

Go brogue this winter with the Barium Tobacco Suede Lace Ups. Defined by its decorative perforations and traditional wing tip, this brogue will see you through the workweek and the weekend.

Day

Keep it casual but cool with a pair of brogues for your next off-duty look. We’re wearing the Barium with light-coloured chinos, a cable knit crew top and a khaki trench outside of office hours.

Night

Nothing says dapper like a pair of brogues with a well-tailored suit. Perfect for business or formal occasions, exude elegance in the Barium with navy slacks, striped shirt and matching blazer. Complete the look with a tie and you’re ready to debut this look.

Made By Artisans

Our men’s dress shoes are handcrafted at our factory in Portugal which is well known for their timeless techniques and high-quality materials. We’re working hard to increase the bio content in our materials so our shoes are less harmful to the earth during manufacturing and end-of-life. Our made-in-Portugal range is crafted with LWG-certified leathers, biodegradable leather lining and biodegradable polymers for the heel counter and toe puff. Not to mention, our Portugal manufacturer utilises Blake stitching for a more durable, flexible and lighter shoe so you can walk all day long in ultimate comfort.

Choose Your Style

From brogues to monks, we’ve got you covered when it comes to menswear styling in the colder months. Explore our range of men’s dress shoes and the many ways you can wear them this winter.

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