Gangster Shoes: A Stylish Throwback to the 1920s and 1930s

Jul 10, 2024

Gangster Shoes: A Stylish Throwback to the 1920s and 1930s

Gangster Shoes: A Stylish Throwback to the 1920s and 1930s

Gangster shoes, often recognized as the quintessential menswear of the 1920s and 1930s, have made a stylish comeback. These shoes, traditionally dress shoes for men, are distinct for their two-tone color scheme, usually black and white. In this article, we'll explore the history of gangster shoes, their stylish appeal, and how ContempoSuits.com offers them for modern-day events like costume parties and 1920s theme parties. We'll also look at celebrity trends, how to get the best price, and the perfect outfit pairings. They cannot be ignored if you are going to wear them with our 1920s Mens suits.

A Glimpse into History

Back in the 1920s and 1930s, gangster style shoes were synonymous with style and elegance. Men of the era, especially those involved in the jazz and gangster subcultures, wore these shoes to make a statement. The two-tone design, primarily black and white, was not only fashionable but also a symbol of sophistication. Stacy Adams was a well-known brand that sold them. The Black and White Dayton Wingtip was a best seller. The shoes were meticulously crafted to exude a sense of authority and class. They were often paired with bold stripe suits, which added to their striking appearance.

Black and white patent leather wingtip oxford dress shoe with brogue detailing and black laces.

ContempoSuits.com: Bringing Gangster Shoes to Modern Day

ContempoSuits.com is a go-to destination for men looking to channel the dapper style of the 1920s and 1930s. They offer a variety of gangster suits and fedoras, perfect for costume parties and 1920s theme parties. The modern renditions of these classic shoes maintain their traditional two-tone design, ensuring that wearers can achieve an authentic look.

Celebrity Endorsements

In recent years, gangster type dress shoes have made their way back into the spotlight, thanks to various celebrities who have embraced this vintage style. Celebrities like Bruno Mars and Leonardo DiCaprio have been seen sporting these shoes, often at high-profile events. Their influence has played a significant role in reviving the popularity of gangster shoes, proving that this timeless fashion statement still holds appeal in the modern era.

How to Get the Best Price

When looking to purchase gangster dress shoes, getting the best price is essential. Here are some tips to help you find a great deal:

  • Shop Sales and Discounts: Keep an eye out for sales events and discounts at ContempoSuits.com and other retailers.
  • Subscribe to Newsletters: Sign up for newsletters from fashion retailers to receive exclusive offers and promotions.
  • Compare Prices: Check multiple websites to compare prices and find the best deal.
  • Consider Second-Hand Options: Sometimes, you can find gently used gangster shoes at a fraction of the price.

Pairing Gangster Shoes with Bold Stripe Suits

They pair exceptionally well with bold stripe suits. The combination of two-tone shoes and a striking suit creates a look that is both eye-catching and sophisticated. Bold stripe suits, with their distinct vertical lines, complement the classic design of gangster shoes, making them a perfect match for anyone looking to make a stylish statement.

Ideal Occasions for Wearing Gangster Shoes

Gangster style shoes are not just for costume parties and 1920s theme parties. They are versatile and can be worn on various occasions, such as:

  • Formal Events: Black and white wingtip shoes can add a touch of vintage elegance to formal events like weddings and galas.
  • Themed Parties: Whether it's a Great Gatsby party or a 1920s-themed event, Black and white dress shoes are a must-have.
  • Costume Parties: Perfect for creating an authentic gangster look, these shoes are a popular choice for Halloween and other costume parties.
  • Dance Events: Their stylish design makes them suitable for swing dance events and jazz nights.

Conclusion

Gangster shoes are a timeless piece of men's fashion that continues to captivate with their unique style and historical significance. From their roots in the 1920s and 1930s to their resurgence in modern fashion, these shoes offer a blend of sophistication and boldness. ContempoSuits.com provides an excellent selection of gangster inspired shoes for those looking to embrace this vintage style for costume parties and themed events. With the right outfit and a few savvy shopping tips, you can rock the gangster shoe look with confidence and flair.

Suggested Blog Posts

Dec 12, 2025

ContempoSuits.com vs. MossBros.com — Fit, Style, Selection & Value Compared

Choosing the right retailer for men’s suits affects fit, style, and the complete outfit you can crea

Read More : ContempoSuits.com vs. MossBros.com — Fit, Style, Selection & Value Compared
Dec 12, 2025

The 5 Best Men's Blazers for Holiday Parties

Men’s Blazers You Want to Wear for Holiday Parties Key Takeaways Velvet blazers give you rich color

Read More : The 5 Best Men's Blazers for Holiday Parties
Dec 05, 2025

7 Best Men's Fashion Hats for Cold Weather

Winter hits hard in many parts of the U.S., and when the temperature drops fast, the right gear beco

Read More : 7 Best Men's Fashion Hats for Cold Weather
Dec 05, 2025

The Definitive Look: White Suits for Men Done Right

Ever wondered why some guys can walk into a room and instantly look pulled together,white suits for

Read More : The Definitive Look: White Suits for Men Done Right
Dec 05, 2025

Quick Tips for Wearing Your Men's High Collar Shirts

Haven’t tried high collar shirts yet, you are missing out on a simple upgrade that can pull your ent

Read More : Quick Tips for Wearing Your Men's High Collar Shirts
Nov 30, 2025

ContempoSuits.com vs. SuitShop.com | A Complete Comparison

ContempoSuits.com vs. SuitShop.com: Which Is the Better Choice? When shopping for a suit, choosing t

Read More : ContempoSuits.com vs. SuitShop.com | A Complete Comparison
Nov 18, 2025

The 5 Best Men’s Suit Colors for Parties

When it comes to party style, nothing separates the bold from the average like the right suit color.

Read More : The 5 Best Men’s Suit Colors for Parties
Nov 17, 2025

SuitShop.com Competitors: There are Better Alternatives for Suits

SuitShop.com Competitors: There are Better Choices Available When choosing where to buy your next su

Read More : SuitShop.com Competitors: There are Better Alternatives for Suits
Nov 05, 2025

Modern Ways to Wear Mens Sharkskin Suits

Sharkskin suits add character, subtle shine and understated boldness to the wardrobe. In contrast to

Read More : Modern Ways to Wear Mens Sharkskin Suits