1920s Mens Fashion: Classic Styles (2024)

1920s mens fashion is "classic" in the same way aAustin-Healey 3000 Mk III is classic. We won't ever see them roll off the line in the same way, but they remain iconic and beautiful for the aficionado.

The impact the 1920s had on modern men's style cannot be overlooked. From suits to sportswear, men wore well-made and well-tailored clothes that have stood the test of time.

Esquire Magazine chose a half dozen male 1920s icons for their Top 75 Best Dressed Men of All Time:

  • Al Capone - #3
  • Albert Einstein - #25
  • Humphrey Bogart - #35
  • F. Scott Fitzgerald - #45
  • William Faulkner - #65
  • Fred Astaire - #68

1920s Mens Fashion: Classic Styles (1)Douglas Fairbanks looks sharp in the classic men's fashion of the 1920s

Carey Grant just missed the list since his career didn't start until 1932. Michael Corleone from The Godfather Trilogy was born in 1920 and comes in at #21.

That is a lot of star power and great mens fashion.

The Rapid Change of Men's Fashion

1920s Mens Fashion: Classic Styles (2)

Mens fashion of the 1920s showed a a sharp and unique contrast to those of the previous decades.

At the end of WWI, men came home to find their closets full of clothes that were outdated. The soldiers returned to the "Edwardian" and Victorian wardrobes they had left before the war.

These clothes didn't reflect the progress of technology, marketing, and individualism that marks the 1920s as a unique decade in American history.

The Re-invention of Menswear

Look through the photographs of the 1920s and you will see the progress of menswear in the 1920s.

Men became "fashion conscious" due in part to the quickly developing marketing departments at retailers like Montgomery Wards and Sears, plus Hollywood movies displayed dashing leading men like Rudolph Valentino, Douglas Fairbanks, Al Jolson, and Charlie Chaplin.

1920s Mens Fashion: Classic Styles (3)

The Sacque Suit

Though during the early parts of the decade men still wore the very structured slim sacque suits that had been popular with gentlemen since the mid-1800's.

These suits were ill-fitted from uncomfortable fabrics, they weren't good at maximizing the shape of a man's body. The shoulders were narrow, the sleeves were often too short, the trousers also didn't lend themselves to comfort.

1920s Mens Fashion: Classic Styles (4)

An Era of Classic Style

1920s Mens Fashion: Classic Styles (5)Fred Astair, Dapper As Always

If you think of men's style in the 1920s you have to think of a very masculine look. Ernest Hemingway, Charles Lindbergh and F. Scott Fitzgerald were some of the most iconic men ever.

These men were defined by their amazingly well-tailored suits.

Defined shoulders, narrow hips, quality durable fabrics like leather, wool and cotton were typical of men's clothes. Classy ties and accessories brought the look together.

1920s Mens Fashion Trend: Loosen Up Those Tight Pants

Up until the 1920s, loose pants were considered no-nos for men, loose fitting pants were reserved for the ladies.

This was in large part to Valentino's role in the filmThe Four Horseman of the Apocalypse.

The 1920s are famous for the debauchery and the progress that was made during the decade.

1920s Mens Fashion: Classic Styles (6)Loose Fitting Trousers of 1920s mens fashion

Building a Gentleman's Aesthetic

1920s mens fashion wasn't the same in the Roaring Twenties as it is today, of course. Men wore top hats with tails for formal occasions like the theater or weddings.

Beneath their tailored suit, a white dress shirt and a starched removable white collar.

1920s Mens Fashion Trend: High Polish Shoes

Shoes were a big part of the style. Oxfords were typically worn with formal evening wear.

The classic black and white or black and tan wingtip show was also very popular for formal occasions.

1920s Mens Fashion: Classic Styles (7)Black and White WIngtips

Hats

For men in the Roaring '20s there were many popular hat styles to choose from.

  • The Fedora
  • The Trilby
  • The Porkpie
  • Classic Top Hat
  • The Bowler
  • Newsboy Cap

1920s Mens Fashion: Classic Styles (8)

Al Capone in a Fedora and Tie: The #3 Best Dressed Man In History

Of course, the Fedora and Trilby are still worn by stylish men with the attitude and guts to pull it off. After all you can't wear a hat well if you don't have confidence in it.

Men's Accessories of the 20's

From the classic bowtie to the classic standard length tie, men accessorized well in the 1920s.

Pocket watches, ascots, scarves, were all popular items for 1920s mens fashion depending on climate and culture.

Plus Fours and Knickerbockers

Plus-Fours, sixes, eights, etc. all referred to how many inches below a young mans knee his trousers hung.

This look was popularized by professional 1920s golfers like Walter Hagen and Bobby Jones.

The craze developed in England, at Oxford University, and evolved into a style worn by men for much longer than you'd expect. Amazingly, they were worn until the 1950s.

1920s Mens Hairstyles

1920s Mens Fashion: Classic Styles (9)Typical Men's Hairstyle of the 1920s

Simple is the word to describe men's hair in the 1920s. Cut short and fading up to a longer top that could be styled neatly using hair tonic or grease and a comb.

Men still style their hair very much in the same way. Leonardo Dicaprio, George Clooney, and many others famously wear hair that could be straight out of the 1920s

1920s Mens Fashion: Classic Styles (2024)

FAQs

What styles did men wear in the 1920s? ›

Form-fitting suit jackets, three-piece suits, and cuffed pants with creases created a strong silhouette for men of the era. Casual wear became even more casual, with sportswear making its debut to include sweaters, baggy pants, jumpers, and caps paired with an abundance of accessories to express themselves.

What was the main way men's fashions changed in the 1920s? ›

While traditional black and gray remained classic choices, the 1920s introduced bolder patterns and colors into men's fashion. Pinstripes, checks, and plaids in earthy tones and muted pastels became increasingly popular. These patterns added a touch of personality and individuality to the classic suit.

Which fabrics became popular for men's clothing in the 20s? ›

1920S MEN'S FASHION: WORKING CLASS

Thick, made-to-last fabrics were a popular choice, like tweed, Donegal and herringbone. They were heavy and warm, often worn with a long overcoat in winter.

What did upper class men wear in the 1920s? ›

Two-tone shoes or brogues were the popular choice of shoe during the decade. Eveningwear for upper class men consisted of slim-fitting trousers, a waistcoat, a white shirt with an attached winged collar, a white bow tie and white gloves.

Which style of hats could you see most men of the 20s wearing? ›

It includes iconic 1920s hats like the cloche, the fedora, bowler and boater hat- among the most worn during that era. All were symbolic of an age that brought such dramatic change to our nation. These hats not only became the eras most popular but became a symbol of the decade.

What was the fashion style in 1920? ›

The flapper style is the style most people think of when they think of 1920s fashion. Flapper women chopped off their hair into a short, almost masculine style. They wore short, loose fitting dresses. Big, fancy, straw hats gave way to smaller hats such as cloches, a simple hat shaped like the bell of a flowerpot.

What style was the 1920s? ›

The most memorable fashion trend of the Roaring Twenties was undoubtedly "the flapper" look. The flapper dress was functional and flattened the bust line rather than accentuating it. The straight-line chemise topped by the close-fitting cloche hat became the uniform of the day.

How to dress like a man in his 20s? ›

Below, check out 6 men's wardrobe essentials for your 20s:
  1. White Oxford Cloth Shirt. When you're first starting to build a wardrobe, look for pieces that can be dressed up or down. ...
  2. flat-front chinos. A good pair of flat-front chinos is a guys' wardrobe essentials. ...
  3. Navy Blazer. ...
  4. Lace-Up Boots. ...
  5. Slim Sweats. ...
  6. A leather wallet.

Did men wear jeans in the 20s? ›

A working-class man in the 1920s might be spotted in a shirt and tie with jeans held up by suspenders. Paired with a jacket, the look was finished with a flat cap.

What did older boys wear in the 1920s? ›

Little boys wore short pants with matching jackets or short overalls and shirts. Older boys' clothing more closely matched that of men: knickers, long pants, and button-down shirts.

Did men wear fedoras in the 1920s? ›

Inching its way to the top spot in men's casual and formal wardrobes, the fedora hat is well on its way to claim the bowler hat's throne. In the 1920s, many men adopted the wide brim fedora as the new symbol of the respectable, modern gentleman.

How did people dress in the 1920s as male? ›

The 1920s were also a time for casual dress. As menswear became less regimented, leisure clothes and sportswear made their debut. This meant sweaters, plus-fours, and other wide or baggy pants, workwear pants, jumpers, caps, and an array of accessories people could wear to express themselves.

What did white men wear in the 1920s? ›

Men used to wear tuxedos, well-tailored pinstripe suits, raccoon fur coats, silk shirts, handkerchiefs, black patent shoes made of leather, spats, and bow ties in the 1920s.

What did poor men wear in the 1920s? ›

Working-class men often wore sturdy trousers, button-up shirts, overalls, or workwear in practical fabrics.

What would rich people wear in the 1920s? ›

Pinstripe suits were often worn as part of formal or business attire and were considered a symbol of wealth and success. As a result, the suit was popularized by businessperson and bankers, and became associated with the booming economy of the 1920s.

What shoes were popular in the 1920s? ›

In response, shoe designers produced a plethora of creatively styled and gorgeous pairs. BEADS! Also from the collection at the V&A Museum. Oxfords, Mary Janes, and T-straps were the most popular styles in the 1920s, the latter two in particular for 1920s eveningwear.

What did the average man wear in the 1920s? ›

The typical 1920s businessman wore a three-piece suit with a hat to match. Unless you were a tradesman, athlete, or student, your suit would constitute your everyday attire. Men's suits were typically made from heavy materials like wool, tweed, flannel, or corduroy.

What hat did Al Capone wear? ›

The classic and unmistakable Fedora

Over time, it became associated with the typical dress of detectives and gangsters, as was the case with Al Capone. But another iconic figure who brought the Fedora to the top was Michael Jackson and his distinctive style.

Did men wear boots in the 1920s? ›

These boots were typically made from leather and featured a high ankle and a low heel. Dress boots were a popular choice for formal occasions and were often worn with suits or tuxedos. They provided a sleek and polished look that was perfect for the fashionable man of the 1920s.

What were the colors of fashion in the 1920s? ›

Cotton was a staple in the 1920s just as it had been for centuries, but during the 1920s bright colors became all the rage. Greens, yellows, reds, and vibrant blues reflected the bold style of the time. Subdued pastels were also popular. Fashion during the 1920s was heavily influenced by what we call Art Deco.

What was the design style in 1920? ›

The 1920s was a decade defined by glamour and luxury, and was undeniably the birth of modern culture and interior design. Modernism, Bauhaus and Art Deco styles began to dominate design in all aspects, where geometric shapes, rich colour schemes, luxurious fabrics, and stylised imagery soared in popularity.

What was the fashion trend in 1926? ›

By the summer of 1926 the “look” we associate with the 1920s – short skirts, no waists, and a horizontal line across the hips – was truly the dominant fashion. These dresses for Misses – i.e., women aged 15 to 20 – look fresh and youthful, especially in contrast to the long, tubular fashions of 1924.

What did men wear in The Great Gatsby? ›

Stiff collar styles. Fully belted suits (not specifically Norfolk/hunting suits) were common. Novelty suits with weird designs and silhouettes were common in the early 20s, Gatsby's era.

What were men like in the 1920s? ›

Men had no limitations, as did women. Men were encouraged to be traditional or modern, in that they were allowed to live in an “obscure” manner. They were allowed to drink, smoke, gamble, and cuss in public- whereas, if women wanted to do so they were shunned.

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