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Roaring Twenties Men's Fashion: Bringing Back 1920s Style

Remembered for technology, creativity, great fashion, and wild parties are the Roaring Twenties Men's Fashion, often known as the Jazz Age. Many say this decade marks the beginning of the "Golden Age of Menswear." Some even contend that the modern suit began flowering in the 20s. Though The Great Gatsby and the fashions inside spring to mind, was 1920s fashion really all flash and glam.

Fashion is a mirror of the times; during the Roaring 20s, the United States changed rapidly as significant socioeconomic change swept over the nation. More money to spend on the newest versions of fashion invading the huge melting pot of a metropolis came from greater liberties and more affluence. The timeless designs produced in this age determined the first fashion rules still followed today.

Step Back in Time: Embracing Roaring Twenties Men's Fashion in Modern America

1920s Men's Fashion: A Quick Background

The 1920s seemed as a lighthouse of fresh starts after the dust of World War I fell. The design choices of the era represented the collective sigh of relief in the US and the yearning to live life to the utmost when the war ended.

Men's fashion of the 1920s dropped its militaristic rigidity and functional necessities for styles that provided freedom, color, and flare. This decade was about honoring success and advancement; fashion evolved as a means of expression of hope and uniqueness.

Men's Fashion In The 1920s: Main Stylistic Elements


Roaring Twenties Men's Fashion: Bringing Back 1920s Style

The suit was the pièce de résistance for the age, a representation of a man's position but rebuilt for comfort and fashion. Reflecting the decade's tendency toward flexibility of movement and away from the confinement of past years, suits in 20s men's fashion promised a looser fit.

Beyond conventional black and grey textiles, rich browns, blue, and even modest checkered, pinstripe, and herringbone fabrics for the higher classes, materials toyed with texture and color.

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Roaring Twenties Men's Fashion: Bringing Back 1920s Style

From the rounder club collar that gave a softer aspect to the more conventional pointed collars, collar designs ranged greatly. Men in their 20s also started wearing connected collars instead of the hard white collars of past years. The collars that were attached were mostly deemed to be unpleasant, and the version that was attached which resembles a current suit shirt was far softer for daily use. For ready-made goods, however, sleeve garters bands of cloth that could be tightened were still very popular as men could readily personalize a shirt and maintain its alignment. Reflecting the decade's pragmatic attitude to fashion, the development of removable collars and cuffs allowed for more adaptability and simpler laundry.


Roaring Twenties Men's Fashion: Bringing Back 1920s Style

Emphasizing comfort without losing style, men's pants in the 1920s experienced a notable change toward broader legs and higher waists. This was the time for the Oxford bag, a type of pants that perfectly embodied the laid-back attitude to menswear and provided enough of capacity.

Belts were more popular as an indication of a change from suspenders and a laid-back yet sophisticated manner to fastener for pants. Additionally since ready-to-wear products were gaining popularity, a big pant leg cuff was also considered as in-style. Still worn for sports and events, knickerbockers were usually matched with vibrant printed knee-high socks.

Swearers & Knitwear

Roaring Twenties Men's Fashion: Bringing Back 1920s Style

knitwear evolved in the modern man's wardrobe as leisure time was increasingly prized.

With its unique V-neck and striped accent, the cricket sweater came to represent casual elegance. Layered over collared shirts, cardigans and sleeveless sweaters offered a laid-back yet put-together style fit for the office and the golf course.

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Jackets and Outerwear

Men's fashion 20s included outerwear from the utilitarian to the luxurious. Inspired by aviators and their bold exploits, leather flying jackets developed; long, over-the-knee wool overcoats with fur collars provided luxury and warmth in the cooler months. Often in tweed, the sports jacket let men easily combine formal and informal wear.


Roaring Twenties Men's Fashion: Bringing Back 1920s Style

Men's shoes in the 1920s fit the variety of fashion scene of that time. Patent leather Oxfords gleamed for formal events, while two-tone brogues gave less formal clothing a whimsical but sophisticated touch. Boots, with their dependability and flair, were a mainstay for outdoor pursuits.


Roaring Twenties Men's Fashion: Bringing Back 1920s Style

Men's dress codes changed in the 20s when waistcoats and vests were no more required. While some men of the period chose not to wear them at all, those who did wore those with a lower cut and either notch lapels or no lapels.

With single-breasted waistcoats and vests pockets in the front, slim and fitting waistcoats became the trend of day. Men from lower socioeconomic origins in the era might combine matching slacks with a good tweed or knitted waistcoat in basic hues like black, blue, or gray.

Then, as it is today, the addition of a vest was seen as a raised casual style that provided greater wardrobe flexibility for a guy.

Men's Accessories Emerged In The 1920s.


Roaring Twenties Men's Fashion: Bringing Back 1920s Style

If any aspect of menswear enjoyed a real rebirth, it was hats, which were worn by all kinds of men in a variety of ways. While the upper class liked top hats, middle-class men of the day chose trilby and fedora hats. During this time, a man's wardrobe included hats suitable for both formal and casual occasions.

From bowler and trilby hats for formal occasions to newsboy and tweed caps for sports activities, men had a variety of colors and designs to complement their outfits.

To highlight them even more, some fashionable headpieces included ribbons or feathers to offer a sense of refinement and class to an ensemble. Men now have a far greater selection of alternatives for headwear.

Pocket Squares.

Roaring Twenties Men's Fashion: Bringing Back 1920s Style

Pocket squares made of silk or linen add color and elegance to men's suits. Pocket squares are neatly folded and a must-have for smart attire. They were created to match the color of the tie, hat band, or shirt.

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During the 1920s, glasses were seen as an expensive fashion item. with round spectacles and horn-rimmed glasses worn on the bridge of the nose becoming fashionable.

During this period, eyewear makers expanded their portfolios to include circular and octagonal spectacles. as well as sportier models with larger frames and subdued or tortoiseshell hues.

Men's Right To Shoes In The 1920s

Men's shoe wear changed dramatically in the 1920s, when the Oxford shoe became popular in the United States, supplanting earlier designs such as tasseled loafers, wingtip shoes, patent leather shoes, labor boots, sports shoes, and winter boots.

The majority of shoes at the period were made of leather or a combination of leather and canvas. Although black, brown, and white were popular, the 20s added a touch of flare by introducing two-tone hues, and wingtips provided an alternative to typical leather shoes.

Men's Formal Dress In The 1920s

Roaring Twenties Men's Fashion: Bringing Back 1920s Style

Menswear throughout the decade, affectionately known as The Roaring 20s, began a dramatic shift towards less conservative styling and a less formal look that was directly impacted by various things, most notably the World War, jazz, and the melting pot that was emerging across America.

This was a time when the majority of men, regardless of class, wore suits all day and into the night, with more strict variants worn on special occasions.

Men's Casual Wear In The 1920s

If formalwear was the 1920s' hymn to the night, casualwear was its homage to the sun-soaked days of leisure and sport. During the decade, there was a surge in interest in outdoor sports such as golf, tennis, motor racing, and sailing. Men's casualwear changed to reflect this excitement while maintaining style and usefulness.

The polo shirt revolutionized casual clothing, providing a comfortable and fashionable alternative that went beyond sports. Leisure uniforms include knit polo shirts, linen pants, and unstructured blazers that provide both comfort and informal elegance.

The emergence of the sport jacket, frequently in tweed or flannel, allowed men to easily transition between informal and formal, its adaptability reflecting the changing dynamics of men's lifestyles. Footwear, too, eased into the decade, with two-tone brogues and soft leather loafers finishing the informal look.

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Men's Grooming Trends in the 1920s

The 1920s man recognized that grooming was more than just looking nice; it was also about presenting oneself as a man of taste, refinement, and appreciation for the better things in life.

1920s Men's Hairstyles

The 1920s saw a trend away from buttoned-up fashions and towards sleek, shining, and well-groomed haircuts for males.

The decade's trademark appearance was slicked-back hair styled with brilliantine or pomade for a glossy finish that complemented the polished aesthetics. Hair was maintained short on the sides and longer on top, resulting in a clean, combed-back look that projected refinement and control.

This was the age of the dapper gentleman, with every strand of hair in its proper place, demonstrating the fastidious attention to detail that the 1920s man gave to all aspects of his life. Barbershops evolved into temples of style, where men gathered not just for a haircut but also for the ritual of grooming to achieve that precise parting line that indicated.


The 1920s were a watershed moment in roaring twenties men's fashion, bringing designs and ideals that continue to influence contemporary menswear. Its history demonstrates the power of fashion as a means of expression, reflecting the cultural, social, and economic currents of the day.

FAQ's Roaring Twenties Men's Fashion

What did men wear in the Roaring 20s?

Men's formal evening attire, for instance, sometimes consisted in a tuxedo, top hat, and leather oxford shoes. Men would often dress in navy blue, gray, or brown in formal and semi-formal settings using tweed, herringbone, or pinstripe suits.

What to wear to a roaring 20s party for men?

A long-sleeved shirt (white, striped, or light colored) with removable collar and cuffs, a tie, a suit jacket, fairly wide golf trousers, high socks, and, of course, shoes (richelieu, derby, lace-up shoes, occasionally two-tone) are all required pieces of a suit.

How can I incorporate 1920s men's fashion into my modern wardrobe?

Adding 1920s-inspired pieces to your wardrobe may be a creative and enjoyable way to showcase your individual style. Start by include essential components like a wide-brimmed hat, a three-piece suit, or accessories with a jazz theme. Combine contemporary and historical elements to create a distinctive and fashionable style.

Where can I find authentic or reproduction 1920s men's clothing?

Vintage apparel stores: Authentic 1920s men's apparel is frequently available in local and online vintage stores. A wide range of vintage goods are available at shops including Beyond Retro, Ragstock, and What Goes Around Comes Around.