Autumn/Winter 2023 Menswear Trends

A stylish man in a gray overcoat, turtleneck, and sunglasses, walking through an autumnal landscape, representing classic menswear trends.

Autumn/Winter 2023 Menswear Trends

From grungecore to dude skirts and villain overcoats, this season’s menswear trends redefine masculinity and style.

The Season of Reinvention

Autumn is more than just falling leaves and pumpkin spice lattes—it’s a fashion renaissance. As temperatures drop, the layers pile on, and designers introduce bold trends that challenge the norm. From the runways of London, Paris, and Milan, menswear is embracing color, texture, and unconventional silhouettes.

Interestingly, this shift in menswear trends is also influencing other areas of fashion, including accessories like men’s wedding bands. As men become more experimental with their style, wedding bands are following suit with unique materials, intricate designs, and even bold colors. But more on that later—let’s first dive into the clothing trends shaping the season.

Table of Contents

The Season of Reinvention

Bold in Cadbury Purple

Grungecore: The Return of Rebel Aesthetics

Colossal Collars: The Bigger, The Better

The Tiny Beanie Trend

Anime Villain Overcoats

Classic Tailoring

The Deconstructed Suit

The Rise of Skirts for Men

The Bomber Jacket 2.0

Experimental Shapes

Conclusion

Three male models wearing oversized and structured suits in dark and neutral tones from Autumn/Winter 2023 collections.

Bold in Cadbury Purple

Purple has long been a tricky color in menswear, but this season it dominates. Designers like Fendi, JW Anderson, and Dries Van Noten brought deep, rich Cadbury purple to coats, trousers, and even accessories.

How to Wear It:

  • Outerwear Statement – A purple trench coat or bomber instantly levels up your look.

  • Monochrome Fit – Pair different shades of purple for a high-fashion aesthetic.

  • Subtle Touches – Sneakers, socks, or scarves in purple offer a low-commitment way to embrace the trend.

Fashion Meets Jewelry:

Just like this unexpected color trend, wedding bands are also moving away from tradition. Black titanium bands, meteorite inlays, and even wooden accents are becoming more popular, proving that men today are more open to experimenting with their style—even in something as symbolic as a wedding band.

A model in a bold, monochrome Cadbury purple suit with cargo-style trousers, embracing one of the standout colors of Autumn/Winter 2023.

Grungecore: The Return of Rebel Aesthetics

Nirvana vibes meet high fashion—grunge is back, but refined. Distressed denim, oversized knits, and plaid shirts ruled the runways at Gucci, Givenchy, and Egonlab.

Key Pieces:

  • Ripped Denim – Vintage-wash jeans with frayed hems.

  • Plaid Shirts – Layered over turtlenecks or worn open.

  • Slouchy Cardigans – Think Cobain-inspired, oversized, and moody.

A Cultural Shift:

And speaking of unexpected trends, there’s been a rise in single men wearing wedding bands. Some wear them as fashion statements, others as a symbol of commitment to themselves or their careers. Just like grungecore brings a rebellious touch to fashion, these men are redefining the meaning of accessories.

Two male models in distressed denim, layered jackets, and plaid accents, representing the grungecore trend for Autumn/Winter 2023.

Colossal Collars: The Bigger, The Better

Forget classic lapels—this season’s collars are dramatic, exaggerated, and statement-making. Seen at Dior, Prada, and Casablanca, oversized collars add flair and structure to outerwear.

Why It Works:

  • Elevates Simple Outfits – A colossal collar turns a basic coat into a high-fashion statement.

  • Versatile Appeal – Works on trench coats, aviator jackets, and blazers.

  • Timeless Yet Trendy – Adds vintage charm to modern silhouettes.

The Jewelry Connection:

If you think collars can make a statement, wait until you see what’s happening in men’s wedding bands. More grooms are choosing bold, wide bands with intricate textures—almost like the oversized collars of the jewelry world!

Models wearing oversized bomber jackets and trench coats with exaggerated collars, showcasing Autumn/Winter 2023 outerwear trends.

The Tiny Beanie Trend

Beanies have gone from practical to ultra-chic. This season’s micro-beanies sit high on the head, creating a sleek and fashion-forward look.

Best Ways to Style:

  • Contrast with Oversized Outerwear – Creates balance in your proportions.

  • Opt for Ribbed or Wool Textures – Adds depth and coziness.

  • Monochrome Matching – Match your beanie to your scarf or jacket.

Small but Significant:

This effortless “small but mighty” approach also applies to men’s wedding bands. Some men prefer thin, subtle bands that still make an impact—just like how a tiny beanie can elevate an entire outfit.

Justin Timberlake in a beanie, denim shearling jacket, and hoodie, embracing a rugged, winter-ready style.

Anime Villain Overcoats

Oversized, powerful, and sleek—these coats scream mystery and dominance. Saint Laurent, Dolce & Gabbana, and Ami Paris delivered floor-length, sharp-shouldered, anime-villain-inspired overcoats.

How to Pull It Off:

  • Go Monochrome – All-black looks heighten the mystique.

  • Layer with Tailoring – A sharp suit under a long overcoat adds instant luxury.

  • Play with Fabrics – Wool, cashmere, and structured leather elevate the vibe.

The Statement Band:

Much like how a dramatic overcoat exudes power, the right wedding band can be a bold reflection of your personality. Some men opt for chunky, textured bands to make a strong statement—just like a towering coat does in fashion.

Classic Tailoring

Classic suits are making a strong comeback. After years of casual, oversized styles, designers are refocusing on sharp, well-fitted tailoring.

  • Timeless Appeal – A well-made suit never goes out of style.

  • Wearable for Any Occasion – Perfect for work, weddings, or formal events.

  • Smart Investment – A quality suit lasts for years.

How to Wear It in 2023:

Pair a double-breasted blazer with jeans for a modern touch.

Stick to neutral colors like navy, charcoal, or beige.

Choose textured fabrics (tweed, herringbone) for added style.

The Deconstructed Suit

A fresh take on tailoring, the deconstructed suit is all about clean lines and simplicity. Designers like Kenzo and Louis Vuitton are stripping suits down to their basics.

  • No Lapels or Minimal Details – Creates a sleek, modern look.

  • Crisp, Clean Lines – No extra fabric or bulk.

  • Futuristic Vibe – Think sci-fi minimalism meets high fashion.

How to Wear It:

Stick to monochrome colors like black or gray.

Pair with sleek sneakers or loafers for a contemporary feel.

Keep accessories simple—less is more.

The Rise of Skirts for Men

Skirts are no longer just for women. Designers like Martine Rose and Etro are making them a bold, stylish option for men.

  • With an Oversized Blazer – Balances the proportions.

  • Over Trousers or Shorts – A great way to ease into the trend.

  • Stick to Dark Colors – Black or navy makes it look more refined.

How to Style It for Everyday Wear:

Start with a kilt-style skirt over pants.

Wear with chunky boots for a masculine edge.

Keep it simple on top to let the skirt stand out.

The Bomber Jacket 2.0

Bomber jackets are getting a makeover this season, with bigger fits, luxe fabrics, and bold details. Seen at Prada and Dolce & Gabbana, this upgrade makes the classic bomber more stylish than ever.

  • Oversized Fits – Forget slim bombers; bigger is better.

  • Premium Fabrics – Leather, shearling, and heavy-duty cotton.

  • Exaggerated Sleeves – Adds volume and a bold statement.

How to Wear It:

Layer over a hoodie for a casual streetwear look.

Pair with tailored trousers for a stylish contrast.

Go all-black for a sleek, modern outfit.

Experimental Shapes

Menswear is getting playful and bold with oversized, sculptural pieces and exaggerated shapes. Designers like JW Anderson and Loewe are pushing the limits.

  • Sculptural Coats – Big shoulders, exaggerated lapels.

  • Cartoonish Proportions – Puffy, oversized jackets.

  • Warped Tailoring – Boxy, asymmetrical suits.

How to Wear It Without Looking Over-the-Top:

Stick to neutral colors to balance the bold shapes.

Wear one statement piece at a time (like a dramatic coat).

Keep accessories and footwear simple.

The Future of Menswear is Fearless

AW23 is a season of bold choices. Whether it’s purple power suits, villainous coats, or dude skirts, the key is confidence.

Interestingly, the shift toward self-expression in menswear isn’t just about clothing—it’s also about accessories, including wedding bands

Whether you’re rocking grungecore layers, colossal collars, or even a wedding band as a single man, one thing is clear: fashion in 2023 is all about personal storytelling.

So, which trend (or wedding band) are you embracing this season?.

Discover the top Autumn/Winter 2023 menswear trends, from bold colors and oversized fits to classic tailoring and statement pieces. Stay stylish this season!

Scott Zimmerman
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