Discover the Bold World of 1920s Men’s Gangster Fashion: A Style Guide

by Amelia
1920s mens gangster fashion

The Signature Look of the 1920s Gangster

One fine evening at a retro-themed party, my friend James made a striking entrance dressed impeccably in what could only be described as quintessential 1920s men’s gangster fashion. His ensemble was so authentic and awe-inspiring that it sparked a conversation between us. James shared some special tricks about achieving that perfect gangster look, tricks that I later applied when designing a similar outfit for a client. The result was nothing short of spectacular, leaving my client feeling as if he was soaring through the roaring twenties!

1920s mens gangster fashion

Key Elements of 1920s Gangster Fashion

Suits and Tailoring

The 1920s gangster was not complete without his suit. The era’s fashion was dominated by the three-piece suit, often seen on notorious figures like Al Capone and the fictional Peaky Blinders.
These suits were typically single or double-breasted with wide lapels, and the jackets were high buttoned up in the early ’20s but transitioned to a looser fit towards the decade’s end. The fabric choice ranged from dark grey and white chalk stripe wool to brown stripes, plaid, or tweed for less formal occasions.

1920s mens gangster fashion

Trousers and Vests

Pants during this period were mostly high-waisted, sitting at or above the belly button, with styles shifting from flat fronts in the early ’20s to pleats later in the decade.

They were straight through the leg and cuffed at the bottom, creating a sleek silhouette that varied from narrow to very wide as fashion evolved.

A matching 6-button vest with notch lapels was typically worn to complete the three-piece ensemble, essential for any self-respecting gangster.

Shirts and Collars

Gangster shirts in the 1920s were basic button-downs but were often accessorized with white contrasting collars over colored shirts, which added a layer of sophistication. For those looking to impress, a colorful striped shirt with French cuffs provided the perfect opportunity to showcase snazzy cufflinks.

1920s mens gangster fashion
Hats and Accessories

No gangster outfit was complete without the right hat. While flat caps were popular among the working class and gangsters alike, a fedora was the choice for those aiming for extravagance.
These were often color-coordinated with their suits and featured a contrasting band around the base. Accessories like tie clips, collar pins, and armbands were not just decorative but signified a gangster’s attention to detail and status.

Footwear and Outerwear

Luxurious brown or black Oxfords were the footwear of choice, perfectly polished to reflect the gangster’s meticulous nature. In colder weather, a heavy wool overcoat was worn over the
suit, long and plain with simple notch lapels and a one- or two-button closure, maintaining the sleek look even in winter.
This distinctive style not only made the gangsters of the 1920s icons of their time but also left a lasting impact on men’s fashion, influencing styles and trends that are still admired today.

Influences Behind the Style

The 1920s, often referred to as the Roaring Twenties or the Jazz Age, was a period marked by significant political, economic, and social transformations in the United States. This era of great change naturally extended into the realm of fashion, particularly men’s fashion, which saw a departure from the more conservative styles of previous decades to something much more
flamboyant and expressive.

European and Cultural Influences

European fashion had a noticeable impact on American styles during this period. The introduction of diamond patterns and paisley prints added a new dimension to men’s wardrobes, reflecting a shift towards more relaxed and diverse fashion choices.

This was a time when men started to embrace bold patterns, vibrant colors, and sports-inspired casual wear, moving away from the
rigid formal attire that had dominated earlier decades.

Icons of the 1920s

The era was also defined by its icons, who played a crucial role in popularizing the new fashion trends. Figures like Douglas Fairbanks and Rudolph Valentino brought Hollywood’s glamour to the everyday wardrobe of the American man, while notorious gangsters such as Al Capone and fictional characters like Jay Gatsby influenced public perceptions of what it meant to be stylish
and successful.

These personalities not only reflected the changing norms but also influenced them, setting trends that would last far beyond their time.

The Peaky Blinders Effect

Interestingly, the influence wasn’t just transatlantic. The Peaky Blinders, a street gang from Birmingham, England, became an unexpected style influence, thanks in part to their portrayal in modern media.

Their distinctive look, characterized by three-piece suits and flat caps, resonated in the United States and became synonymous with 1920s men’s gangster fashion. This adoption of British gangster style further exemplifies the global interchange of fashion during the 1920s.

Societal Changes and Fashion

The societal shifts of the 1920s also played a crucial role in shaping men’s fashion. Post-war Britain saw an increase in disposable income and leisure time, leading people to invest more in clothing.

This economic upturn allowed for experimentation and variety in men’s fashion, which was evident in the greater diversity of patterns, shapes, styles, and colors available during the
era.
The public’s fascination with the gangster lifestyle, seen as a path to wealth and fame, also influenced fashion choices. Men emulated the styles of gangsters to capture a piece of the allure associated with the high life of money, nice clothes, and luxury cars. This emulation was not just about the clothes but the lifestyle they represented.

In conclusion, the 1920s was a transformative decade for men’s fashion, influenced by a mix of cultural shifts, economic conditions, and iconic figures. The style of the era was marked by a move towards more relaxed silhouettes, an embrace of new patterns and colors, and the influence of cinema and notorious public figures, which together crafted a new chapter in the history of men’s fashion.

Accessorizing Like a 1920s Gangster

Essential Accessories for the Perfect 1920s Gangster Look

1. The Quintessential Tie

A standout accessory for any 1920s gangster was the tie, which should boldly contrast with the shirt to make a statement.

2. Suspenders: A Necessity, Not Just Style

Suspenders weren’t just a fashion choice in the 1920s; they were essential for keeping those high-waisted trousers in place.

3. Iconic Footwear: Spectator Shoes

For footwear, nothing says 1920s gangster like brown and white or brown and tan spectator shoes, which were the height of fashion.

4. Pocket Square Coordination

A pocket square, or handkerchief, was a small but crucial detail, ideally matching a color from the tie to pull the ensemble together.

5. The Dapper Watch Chain

An elegant watch chain draped across the vest added a touch of class and was a practical accessory for the well-dressed gangster.

6. The Gold-Handled Cane

A gold-handled cane was often the accessory of choice for the wealthier gangster, adding an extra layer of sophistication.

7. Cigar and Flask: Symbols of the Era

Always equipped with a cigar in one hand and a flask of bootleg whiskey in the other, these items were more than accessories; they were essentials for any self-respecting gangster.

1920s Gangster Fashion in Modern Times

The Roaring Twenties, a time of vibrant change and cultural evolution, significantly shaped what we now recognize as seasonal fashion cycles. The era introduced a plethora of patterns, shapes,styles, and colors, setting the foundations for the dynamic nature of modern fashion.

Today, the echoes of the 1920s can still be felt, particularly in the realm of men’s fashion where the influence of 1920s gangster style is unmistakably woven into the collections of renowned designers like Tom Ford and Gucci.

These modern interpretations often incorporate lighter, more wearable fabrics while maintaining the classic cuts that epitomize the gangster allure.

The Modern Comeback of Fedoras and Suits

Fedoras, once a staple of the gangster’s wardrobe, have seen a resurgence in the fashion world. This iconic headwear, along with the tailored suits reminiscent of the 1920s gangster era, has been embraced by contemporary fashion, highlighting the lasting impact of figures like Al Capone on men’s fashion.

The modern twist often involves playing with fit and integrating modern fabrics, which allows these vintage styles to maintain relevance in today’s fashion landscape.

Personalizing the 1920s Gangster Style

To truly make the 1920s gangster style your own, consider experimenting with these classic elements by integrating modern textiles or adjusting the fit to suit contemporary tastes.

The goal is to pay homage to the past while celebrating the present, creating a unique blend that reflects personal style and modern trends. For those who are adventurous with their wardrobe, fashion is a playground. Don’t hesitate to mix, match, and tweak the traditional gangster attire until it feels authentically ‘you’.

Engaging with a Community of Style Enthusiasts

Sharing your unique take on 1920s gangster fashion can not only set you apart but also inspire others. By joining communities of like-minded style enthusiasts, you can exchange ideas, receive feedback, and further refine your style. This interaction often leads to a richer appreciation of how historical fashion can be interpreted and adapted in modern times.
The revival and adaptation of 1920s men’s gangster fashion in modern times demonstrate a deep appreciation for the past, coupled with a vibrant spirit of innovation that continues to influence the fashion industry.

Whether through the cut of a suit or the choice of a hat, the legacy of the 1920s gangsters lives on, seamlessly blending into the fabric of contemporary style.

Conclusion

Reflecting on the conversation I had with my friend James at that unforgettable retro-themed party, it’s clear how much the allure of 1920s men’s gangster fashion continues to captivate and inspire. James looked absolutely stunning in his period-appropriate attire, sharing special tricks about achieving that perfect gangster look—a conversation that profoundly influenced my approach to fashion.

This exchange not only highlighted the timeless appeal of the era’s fashion but also underscored the personal connection and joy that can be found in exploring historical styles.
As we step back and view the landscape of 1920s men’s gangster fashion from a modern perspective, it’s evident that its impact extends far beyond mere aesthetics. This influential style era provided a bold template for self-expression and sophistication that continues to resonate today.

Whether it’s through tailored suits, distinctive accessories, or the iconic fedora, the essence of the 1920s gangster look offers endless inspiration for those seeking to blend classic elegance with contemporary flair. By embracing this unique fusion of past and present, we keep the spirit of the Roaring Twenties alive, encouraging a new generation to experiment with and celebrate the legacy of gangster chic.

FAQs

What were the key elements of men’s fashion in the 1920s?

Men of the 1920s embraced a strong silhouette with form-fitting suit jackets, three-piece suits, and cuffed pants that featured creases. Casual attire evolved significantly, introducing sportswear
such as sweaters, baggy pants, jumpers, and caps. This era also saw a rise in the use of accessories as a means of personal expression.

How did 1920s gangsters style their outfits?

Gangsters of the 1920s, often coming from working-class backgrounds, opted for suits made from heavy fabrics. With a bit more financial flexibility, they showcased their wealth through an
array of accessories, including tie clips, collar pins, armbands, smart ties, and round collars, to create a distinctive and opulent appearance.

Who were the male style icons during the 1920s?

The 1920s boasted several male style icons, including: Rudolph Valentino, the Hollywood star known for his charismatic presence. Gary Cooper, celebrated for his classic Hollywood look. Charles Lindbergh, an aviator who also influenced men’s fashion.

Sir Ernest Shackleton, whose adventurous spirit was reflected in his style. Anthony Eden, known for his political influence and sharp dressing. Lord Mountbatten, recognized for his naval uniform and formal attire. Edward VIII, the Prince of Wales, who was a trendsetter in his own right.

What were the popular fashion trends for both men and women in the 1920s?

The 1920s fashion trends leaned towards a more casual and relaxed style. Women often wore knee-length tubular day dresses, while men sported knickerbockers paired with sweater vests. The era also saw the emergence of the flapper style for women and zoot suits for men, both of which became iconic symbols of the decade’s fashion.

 

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