Best Great Gatsby Outfits For Men 1920s Style • Gatsby Flapper Girl (2024)

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GATSBY ATTIRE FOR MEN

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A man dressed as the fabulously wealthy Great Gatsby is incredibly appealing. When searching for a man’s Great Gatsby costume, you only need to keep a few key things in mind.

Best Great Gatsby Outfits For Men 1920s Style • Gatsby Flapper Girl (1)Get the Suit

Most of the clothing is easy to find online, but make sure you pay attention to details because they will make or break the authenticity of your 1920’s Great Gatsby look.

A great way to understand the Great Gatsby “look” is by looking at photos from the movies. Leonardo DiCaprio shows you exactly how the wealthy Jay Gatsby looked. Even Tobey Maguire is a great look to emulate although his character is not as wealthy as the Great Gatsby.

GREAT GATSBY SUITS & ROARING 20S MENS CLOTHING

The style of the Great Gatsby himself is best showcased in the suits he wore. Epitomizing the wealth and opulence of the era, the dress suit is the quintessential Great Gatsby outfit.

Choose a three-piece suit in lighter colors like gray, light blue, or a medium brown with a 4 to 6 button coat and notched or peak lapel. Plaids, cross-hatching, window panes, and checks were very popular. Tweeds are another great choice.

Best Great Gatsby Outfits For Men 1920s Style • Gatsby Flapper Girl (2)Best Great Gatsby Outfits For Men 1920s Style • Gatsby Flapper Girl (3)Get the Suit

For more of a mobster look, choose a dark suit with vertical stripes in a light color. Suits should fit snug to the body.

Best Great Gatsby Outfits For Men 1920s Style • Gatsby Flapper Girl (4)Get the Suit

Looking for a Great Gatsby Dress? Check out my full article on Great Gatsby Dresses

GREAT GATSBY PANTS

If you purchase a three-piece suit, the pants will be included, but should you purchase pants separately, you will want to choose a flat front pant with a single crease down the leg. Choose a suit pant in a classic cut with a higher waist or golf pants. Do not wear a belt. Men in the 1920’s used suspenders. You want to match the pants color to the jacket color or go one shade darker than the jacket. Pants should have a 2-inch folded cuff.

Best Great Gatsby Outfits For Men 1920s Style • Gatsby Flapper Girl (5)Get the Pants

GREAT GATSBY SHIRTS

The best look for the 1920’s men’s shirt is the French Cuff Shirt worn with cuff links. You can go with a pointed or rounded collar. One of the best looks is a medium blue shirt with a white collar and white cuffs. If you are wearing a full suit, a solid color shirt in pastels or white looks great. Vertical stripes and subtle checked patterns were also in style.

Best Great Gatsby Outfits For Men 1920s Style • Gatsby Flapper Girl (6)Best Great Gatsby Outfits For Men 1920s Style • Gatsby Flapper Girl (7)Get the Shirt

GREAT GATSBY 1920s MENS FASHION VESTS

One of the great things about having wealth in the 1920s was that the Great Gatsby could afford coordinated outfits ( see Leonardo Dicaprio Great Gatsby Outfits ). Nothing shows this better than the vest worn either with the suit jacket or without. A single or double-breasted V vest works great. It should have no less than 5 buttons and should be in the same hues as the pants or suit. Patterned vests were often worn with plaids, checks, and window panes being the top choices. A nice sweater vest in a cream or white color paired with golf pants is a great look if you’re wanting to go more casual.

Best Great Gatsby Outfits For Men 1920s Style • Gatsby Flapper Girl (8)
Best Great Gatsby Outfits For Men 1920s Style • Gatsby Flapper Girl (9)Best Great Gatsby Outfits For Men 1920s Style • Gatsby Flapper Girl (10)Best Great Gatsby Outfits For Men 1920s Style • Gatsby Flapper Girl (11)

Best Great Gatsby Outfits For Men 1920s Style • Gatsby Flapper Girl (12)Best Great Gatsby Outfits For Men 1920s Style • Gatsby Flapper Girl (13)
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GREAT GATSBY SHOES

The Great Gatsby himself was quite fond of the newest styles, so his two-tone wingtip oxfords are a great choice in footwear. Depending on your suit color, you should choose either a gray and white wingtip oxford or a brown and white wingtip oxford shoe.

Best Great Gatsby Outfits For Men 1920s Style • Gatsby Flapper Girl (14) Get the 1920s Shoes

Another good choice is the more classic look of the cap-toe lace-up oxford boot. A nice orange-brown color was in vogue during the 1920s. Another classic is the brown fancy wingtip brogue. Shoes were worn with a tall argyle, stripe, or dark-colored solid sock. For extremely formal events, spats were worn with tuxedos.

Best Great Gatsby Outfits For Men 1920s Style • Gatsby Flapper Girl (15)Best Great Gatsby Outfits For Men 1920s Style • Gatsby Flapper Girl (16)Best Great Gatsby Outfits For Men 1920s Style • Gatsby Flapper Girl (17)Best Great Gatsby Outfits For Men 1920s Style • Gatsby Flapper Girl (18)

Best Great Gatsby Outfits For Men 1920s Style • Gatsby Flapper Girl (19)

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GREAT GATSBY TIES

Dressing as the Great Gatsby, you always want to keep “coordination” in mind. Match your tie to the outfit. Bow ties, as well as neckties, were popular during this era. Wide diagonal stripes, deco patterns, polka dots, and paisley were all popular choices.

Best Great Gatsby Outfits For Men 1920s Style • Gatsby Flapper Girl (20)Best Great Gatsby Outfits For Men 1920s Style • Gatsby Flapper Girl (21)Get the Tie

GREAT GATSBY HATS

Hats were essential to men’s outfits in the 1920s, so the Great Gatsby himself definitely would have been spotted in a hat. The fedora or bowler hat was the typical hat worn by businessmen. A straw fedora in the summer months or a felt fedora or bowler in the winter would have been standard attire for Jay Gatsby. For the tuxedo formal look, a top hat was worn. The casual outfit of pants and shirt with suspenders or the golf pants and sweater vest look would look best when topped off with the newest trend, the linen newsboy cap. Another casual choice would be a straw boater.

1920s Straw Boater HatBest Great Gatsby Outfits For Men 1920s Style • Gatsby Flapper Girl (22)
Best Great Gatsby Outfits For Men 1920s Style • Gatsby Flapper Girl (23)Best Great Gatsby Outfits For Men 1920s Style • Gatsby Flapper Girl (24)Get the Hat

GREAT GATSBY ACCESSORIES

When dressing like the Great Gatsby, you want to make sure to pay as much attention to details as the Great Gatsby would have done. The accessories are the fine details that authenticate your costume as a true 1920’s wealthy man.

Best Great Gatsby Outfits For Men 1920s Style • Gatsby Flapper Girl (25)Best Great Gatsby Outfits For Men 1920s Style • Gatsby Flapper Girl (26)Get the Accessories

The suit would never be worn without having a matching pocket square. The pocket square should match or coordinate with the tie. Choose a silk pocket square to show off the wealth of the Great Gatsby!

Suspenders

Suspenders, not belts were used in the 1920s to hold pants up. When choosing suspenders, avoid ones that are overly stretchy because they will move too much and destroy the look you are trying to achieve. Leather or striped suspenders were popular.

Best Great Gatsby Outfits For Men 1920s Style • Gatsby Flapper Girl (27)Best Great Gatsby Outfits For Men 1920s Style • Gatsby Flapper Girl (28)

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Cuff Links

Cuff links are another tiny detail that can easily be overlooked, but when worn, it just shows that extra bit of excess that was so prevalent in the 1920s. The Great Gatsby would have had cuff links that flashed just enough to show off. Mother of Pearl or round gold monogram cuff links is perfect.

Best Great Gatsby Outfits For Men 1920s Style • Gatsby Flapper Girl (29)Best Great Gatsby Outfits For Men 1920s Style • Gatsby Flapper Girl (30)

Collars on shirts were changing during the 1920s to make them more comfortable, but that also meant that they would roll, so another overlooked detail was vital. The collar bar or collar pin would have been worn by the Great Gatsby on his shirt collar.

Spats

Spats, in white or gray wool, were worn by gangsters and by men in formal attire like tuxedos.

Roaring 20’s Gangster Spats

Best Great Gatsby Outfits For Men 1920s Style • Gatsby Flapper Girl (31)Best Great Gatsby Outfits For Men 1920s Style • Gatsby Flapper Girl (32)

Walking Canes and Gloves

Walking canes, especially ones that showcased precious metals like gold or silver were quite popular at more formal events.

Best Great Gatsby Outfits For Men 1920s Style • Gatsby Flapper Girl (33)Best Great Gatsby Outfits For Men 1920s Style • Gatsby Flapper Girl (34) Get the 1920s Cane

Gloves are another detail that can make your Great Gatsby look come together. White gloves for formal events were almost always worn. Colored cotton or leather gloves were common for day use.

The Great Gatsby and his guests would likely have been seen sporting a pocket watch with a chain. It’s another great accessory to showcase his wealth.

It’s not difficult to dress the part of the Great Gatsby. With a little attention to detail, you too can be as impressive as the Great Jay Gatsby!

Kerry Wisby

Written by Kerry Wisby – GatsbyFlapperGirl.com
Owner & Founder of GatsbyFlapperGirl.com

Kerry Wisby, a former teacher with a BA in English, is the founder of GatsbyFlapperGirl.com. With a passion for all things 1920s, including The Great Gatsby novel, her website is the ultimate source for Roaring Twenties fashion, history, and party ideas. Read more about Kerry here.

Best Great Gatsby Outfits For Men 1920s Style • Gatsby Flapper Girl (36)

Great Gatsby Outfits For Men • 1920s Great Gatsby Outfits

Great Gatsby Outfits for Men. The latest 1920s Great Gatsby Outfits: Roaring 20s Suits, 1920s High Waisted Men's trousers, hats, shoes & accessories.

Kerry Wisby

Gatsby Flapper Girl

As a passionate enthusiast with a deep understanding of 1920s fashion, particularly the iconic Great Gatsby attire, I'd like to share my expertise on the concepts mentioned in the article. The Great Gatsby era is characterized by its lavish style, and capturing the essence of Jay Gatsby's look involves meticulous attention to detail. Here's a breakdown of the key concepts discussed in the article:

Gatsby Attire for Men

1. The Suit:

  • Three-piece suits in lighter colors like gray, light blue, or medium brown.
  • 4 to 6 button coat with notched or peak lapel.
  • Patterns such as plaids, cross-hatching, window panes, and checks were popular.

2. Pants:

  • Flat front pants with a single crease down the leg.
  • Classic cut with a higher waist or golf pants.
  • No belt; suspenders were commonly used.
  • Pants color should match or be one shade darker than the jacket.

3. Shirts:

  • French cuff shirts with cuff links.
  • Pointed or rounded collars.
  • Medium blue shirt with a white collar and cuffs is a classic look.
  • Solid colors, pastels, and subtle patterns were in style.

4. Vests:

  • Coordinated vests with the suit jacket or standalone.
  • Single or double-breasted V vests with at least 5 buttons.
  • Patterned vests with plaids, checks, and window panes.

5. Shoes:

  • Two-tone wingtip oxfords or cap-toe lace-up oxford boots.
  • Gray and white or brown and white wingtip oxfords.
  • Tall argyle, stripe, or dark-colored solid socks.

6. Ties:

  • Coordination is key; match tie to the outfit.
  • Bow ties and neckties were popular.
  • Wide diagonal stripes, deco patterns, polka dots, and paisley were trendy.

7. Hats:

  • Fedora or bowler hats for a formal look.
  • Straw fedora in summer, felt fedora or bowler in winter.
  • Linen newsboy cap or straw boater for a casual outfit.

8. Accessories:

  • Matching pocket square, preferably silk.
  • Suspenders instead of belts; leather or striped suspenders.
  • Cuff links, preferably Mother of Pearl or round gold monogram.
  • Collar bar or collar pin for shirt collars.
  • Spats for formal attire; walking canes with precious metals.
  • Gloves, preferably white for formal events.
  • Pocket watch with a chain to showcase wealth.

In summary, recreating the Great Gatsby's look involves a combination of specific clothing items, attention to patterns and colors, and careful selection of accessories. Each element contributes to the authenticity of the Roaring Twenties fashion, making it a timeless and appealing style. If you have any specific questions or need further details on any aspect, feel free to ask!

Best Great Gatsby Outfits For Men 1920s Style • Gatsby Flapper Girl (2024)
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