With winter in full swing, it’s time to bring out the wool toques and tweed jackets. As the year draws to a close, refine your winter wardrobe by borrowing sartorial inspiration from men globally spotted sporting classy street style men’s fashion looks.
Feigning an air of nonchalance, these men of all ages are prepared to face the elements in style. From a cashmere sweater casually tied over the shoulder to a statement jacket with flared sleeves, scroll through six stylish winter outfits for men to find your new favourite look.
Choose timeless fabrics like plaid & cashmere
Luxurious fabrics like plaid and cashmere exude an elegance that palatably lingers in the air. Take style notes from this fashion-forward man who wears a double-breasted plaid jacket in mahogany hues layered with a beige cashmere sweater casually tied over his shoulders. A tailored pair of dark brown trousers completes the look. For accessories, he’s picked a brown wool beanie, beige socks, and polished black loafers. This outfit wins brownie points for being so well-put-together with all pieces belonging to the same colour family. It creates a harmonious look.
Contrast B&W hues with a bold accent
Add drama to your outfit by meshing bold colours with subtle details for a look that ensures all eyes are on you. Take tips from this man who wears off-white trousers with a high-low hemline teamed with a statement black jacket featuring flared sleeves. A wool beanie, square sunglasses, and polished ankle boots—all in black—make for great winter accessories. A contrasting red cross-body bag adds the final accent, completing the look.
Go minimal with neutral tones
Another classic colour combination for men’s winter outfits is to mix minimal neutrals like white, grey, beige, and black. These soothing hues make an ideal pick for everyday wear. Case in point: a crisp white shirt layered with a grey crew neck sweater, teamed with a beige coat and black skinny jeans. The accessories—a grey wool beanie complements a grey wool scarf, offset with white ankle-length sneakers—lend equal panache. For days you’re on-the-go, simply add a black backpack to round off your look.
Invest in a luxurious longline coat
If there’s one quintessential piece in winter outfits for men, it’s the wear-with-everything longline coat. Whether it’s single-breasted or double-breasted, the knee-length style is an effortless layer for athleisure-rich and soft-tailored outfits alike. Bookmark this easy-to-put-together look for days when you’re in a hurry—throw on a beige turtleneck with black skinny jeans, and match your favourite sneakers with your toque to finish your look in style. A carry-all satchel makes a fine addition to the look. Know as well the difference between trench coat vs overcoat to see which is best for you.
When in doubt, pick black & tan
Black on black on black is a timeless trend approved season after season. Make sure you nail the look by carefully choosing your outfit pieces in the exact shade of black. Here, the man wears a comfy hoodie layered with a zip-up jacket, teamed with skinny jeans and topped off with a beanie. Tan ankle-length boots and a matching leather backpack add definition by breaking the monotone outfit. Visit Stride Wise for a review of Thursday Captain Boots before buying a pair of boots.
Play with textured knits
Yet another must-have in men’s winter clothes is textured knitwear. From cable-knit woven styles (as seen here) to Fair Isle patterns, a chunky textured knit sweater makes a versatile addition to your winter collection. This street style look will be favoured by men who enjoy long walks with headphones on: an off-white cable-knit sweater is layered with a beige single-breasted coat, while black chinos and pointed-toe boots complete the look.
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Try different hairstyles
Whether you’re trying for the classic crew cut haircuts, french crop, quiff, taper fade or manbun, remember that you can always test which hairstyle suits you. Don’t be afraid to go for something that is completely out of your norm, you never know what fits you until you try it.
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