1920s Men’s Fashion: Timeless Looks That Redefined Masculine Style

The Roaring Twenties wasn’t just a decade of jazz, speakeasies, and flapper dresses—it was also a golden age for men’s fashion. The 1920s brought a bold new vision of masculinity, where structure met comfort and elegance became accessible to more than just the upper class.

From sharply tailored suits and polished shoes to signature accessories and hairstyles, 1920s men’s fashion laid the foundation for modern menswear. In this guide, we dive deep into the standout styles, fabrics, trends, and cultural influences that defined the decade—and how you can bring this iconic era into your wardrobe today.

The Rise of the Modern Suit: 1920s Men’s Suit Styles

The three-piece suit became the cornerstone of 1920s men’s fashion. Looser and more relaxed than its Edwardian predecessor, it represented a fresh, youthful energy aligned with the post-war boom.

🔹 Key Suit Styles of the 1920s:

• Sack Suit: Relaxed fit with a boxy silhouette—perfect for day-to-day wear.

• Lounge Suit: More refined than the sack suit, worn for business or semi-formal occasions.

• Dinner Suit (Tuxedo): Worn at evening events; typically black or midnight blue with satin lapels.

🧵 Fabrics and Patterns

Wool, tweed, and flannel were go-to fabrics. Lighter materials like linen were used in summer. Common patterns included:

• Pinstripes

• Windowpane checks

• Herringbone tweed

Neutral tones like navy, charcoal, and tan dominated, though earthier and pastel hues emerged during warmer months.

Shirts of the 1920s: Classic Cuts with a Modern Twist

The 1920s dress shirt was all about versatility and elegance. Stiff, detachable collars (club, wingtip, or pointed) allowed men to mix and match.

• White remained the gold standard for formal wear.

• Stripes, pastel blues, and soft pinks gave casual flair.

• Shirts were paired with bold neckties or silk bowties to reflect personality.

High-Waisted Trousers & Knickerbockers: A Distinct Silhouette

Trousers were worn high on the waist, secured with suspenders (belts were uncommon). Key features included:

• Pleats and cuffs for structure

• Wider legs that tapered slightly at the ankle

• Knickerbockers, or plus-fours, were worn for golf, cycling, and leisure activities

This silhouette created a tall, lean appearance that was flattering and fashionable.

Iconic 1920s Outerwear: Function Meets Flair

Men of the ’20s took outerwear seriously—not just for warmth but as a symbol of status and style.

Top 1920s Men’s Coats:

• Chesterfield coat: Long, single-breasted, ideal for formal occasions

• Double-breasted wool overcoat: Often with broad lapels and fur collars

• Trench coat: Carried over from WWI, a timeless classic

• Macintosh raincoats: Lightweight and practical

The Birth of Men’s Sportswear

With increased leisure time and rising interest in athletics, casual menswear became more acceptable in public.

Men began wearing:

• Sweaters (V-necks, cardigans) over collared shirts

• Argyle patterns and Fair Isle knits

• Tennis-inspired white trousers

• Golf-style pullovers

This was the beginning of the sports-luxe trend—functionality without sacrificing style.

1920s Men’s Accessories: Small Details, Big Impact

🎩 Hats – The Finishing Touch

No outfit was complete without a hat:

• Fedora: The undisputed classic

• Boater hat: Straw, flat-brimmed—great for summer

• Newsboy cap: For casual wear

• Homburg: Formal and dignified

👞 Footwear – Stylish From the Ground Up

Popular styles included:

• Two-tone Oxfords – Black and white or brown and cream

• Leather Brogues – With decorative perforations

• Dress boots – Laced and polished

⌚ Classic Accessories:

• Pocket watches: Carried in the waistcoat pocket, often attached with a gold chain

• Suspenders (braces): A practical and stylish alternative to belts

• Cufflinks and tie pins: Personalized flair for every gentleman

Grooming and Hairstyles: The Polished 1920s Gentleman

A clean, well-groomed appearance was expected. Popular grooming choices included:

• Slicked-back hair: Styled with pomade or Brylcreem

• Side parts and short back & sides

• Clean-shaven faces or thin, refined mustaches

Barbershops became cultural hotspots for style and socializing.

How Pop Culture Shaped 1920s Men’s Fashion

From the big screen to underground jazz clubs, fashion in the 1920s was a reflection of rapid societal change. Key influences included:

• 🎬 Hollywood icons like Rudolph Valentino and Harold Lloyd

• 🎷 Jazz culture and the rebellious spirit of Prohibition

• 🕴️ Speakeasy style: Hidden bars became fashion laboratories for bold, daring ensembles

Fashion was not just about clothing—it was a way of expressing liberation, success, and personal flair.

1920s Men’s Fashion Today: Vintage Vibes Meet Modern Style

Thanks to shows like Peaky Blinders and movies like The Great Gatsby, the aesthetic of the Roaring Twenties is trending once again.

How to Wear 1920s Style Today:

• Opt for a well-fitted suit with wide lapels

• Add a pocket watch or vintage tie clip

• Choose two-tone shoes for a retro twist

• Top it off with a fedora or flat cap

• Don’t forget the pomade and side part for an authentic finish

Vintage doesn’t have to mean costume—it can be a subtle nod to the past with timeless appeal.

FAQs About 1920s Men’s Fashion

Q1. What fabrics defined 1920s suits?
A: Wool and tweed were top choices for their durability and warmth, with linen and cotton popular for warmer seasons.

Q2. Were belts commonly worn?
A: No. Suspenders (braces) were the standard way to hold up trousers, often hidden beneath the waistcoat.

Q3. What colors were most fashionable for men?
A: Neutral tones like navy, grey, tan, and black ruled, with occasional pastel shades for summer leisurewear.

Q4. What’s a simple way to channel 1920s style today?
A: Start with a classic three-piece suit, add a bowtie or tie with a bold pattern, and finish with a fedora or brogues.

Final Thoughts: The Lasting Legacy of 1920s Men’s Fashion

The 1920s revolutionized how men dressed, shifting from overly formal to sharply refined. The attention to fit, detail, and accessories created an enduring look that still feels fresh a century later. Whether you’re a vintage enthusiast or appreciate classic style, 1920s men’s fashion offers timeless inspiration that proves: elegance never goes out of style.

Let’s Hear From You

Have you ever rocked a 1920s-inspired outfit? What’s your favorite piece from that era? Drop a comment below and share your vintage vibe! And don’t forget to check out our other deep dives into historic men’s style trends.