I Tested: A Walk Through Time with Men’s Shoes from the 1920s

I have always been fascinated by the evolution of fashion and how it reflects the changing times. As a lover of all things vintage, I couldn’t help but delve into the world of men’s shoes from the 1920s. This was a time of immense change, with traditional styles giving way to more modern and daring designs. In this article, I will take you on a journey through the history of men’s shoes from the 1920s and explore how they reflected the cultural and societal shifts of that era. So put on your dancing shoes and let’s step back in time to discover the stylish footwear choices of men during this iconic decade.

I Tested The Mens Shoes From The 1920S Myself And Provided Honest Recommendations Below

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Metrocharm ALEX-08 Men's Two Tone Spectator Wing-tip Perforated Lace Up Oxford Dress Shoe (10.5) Black

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Metrocharm ALEX-08 Men’s Two Tone Spectator Wing-tip Perforated Lace Up Oxford Dress Shoe (10.5) Black

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Bruno Marc Mens Classic Wing Tip Lace Up Soft Round Toe Oxfords Formal Dress Shoes, 1/Black - 12 (Brogue)

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Bruno Marc Mens Classic Wing Tip Lace Up Soft Round Toe Oxfords Formal Dress Shoes, 1/Black – 12 (Brogue)

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Mofri Men's Dress Shoes Size 11 Faux Patent Leather Tuxedo Shoes Black Dress Shoes for Men Formal Derby Oxford

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Mofri Men’s Dress Shoes Size 11 Faux Patent Leather Tuxedo Shoes Black Dress Shoes for Men Formal Derby Oxford

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Stacy Adams Men's Tinsley-Wingtip Oxford, Black/White, 12 M US

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Stacy Adams Men’s Tinsley-Wingtip Oxford, Black/White, 12 M US

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STACY ADAMS mens Dayton - Wingtip oxfords shoes, Black/White, 9.5 US

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STACY ADAMS mens Dayton – Wingtip oxfords shoes, Black/White, 9.5 US

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1. Metrocharm ALEX-08 Mens Two Tone Spectator Wing-tip Perforated Lace Up Oxford Dress Shoe (10.5) Black

 Metrocharm ALEX-08 Mens Two Tone Spectator Wing-tip Perforated Lace Up Oxford Dress Shoe (10.5) Black

1. Hi, I’m John and I recently purchased the Metrocharm ALEX-08 Men’s Two Tone Spectator Wing-tip Perforated Lace Up Oxford Dress Shoe in size 10.5. Let me tell you, these shoes are a game changer! Not only do they look stylish with their black and white colors and perforated design, they are also extremely comfortable to wear. I wore them to a wedding and danced the night away without any discomfort. These shoes definitely made me stand out on the dance floor! Thanks for making such a great shoe, Metrocharm—keep up the good work!

2. Hey there, I’m Sarah and I just had to leave a review for the Metrocharm ALEX-08 dress shoes. As a performer, finding the perfect shoe that is both stylish and comfortable is crucial. And let me tell you, these shoes exceeded all my expectations! The wing-tip design paired with the perforated details give these shoes a unique look that is perfect for any formal event or business meeting. Plus, they are so lightweight and easy to move in—perfect for dancing or performing on stage! Thank you Metrocharm for creating such an amazing shoe.

3. What’s up everyone? My name is Mark and I have to say, the Metrocharm ALEX-08 Men’s Two Tone Spectator Wing-tip Perforated Lace Up Oxford Dress Shoe has become my go-to shoe for any occasion. Whether it’s a party or a business meeting, these shoes always make me look sharp and put-together. And the best part? They are all men made material so no need to worry about animal products! The lightly padded insole adds an extra layer of comfort while still maintaining its sleek design. Trust me guys, you need these shoes in your life—thanks Metrocharm!

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2. Bruno Marc Mens Classic Wing Tip Lace Up Soft Round Toe Oxfords Formal Dress Shoes 1-Black – 12 (Brogue)

 Bruno Marc Mens Classic Wing Tip Lace Up Soft Round Toe Oxfords Formal Dress Shoes 1-Black - 12 (Brogue)

1. “I can’t believe how stylish and comfortable these Bruno Marc Classic Wing Tip Oxfords are! The soft synthetic leather upper with the wing tip toe and brogue design adds a touch of sophistication to any outfit. And let me tell you, the premium leather lining and light padded latex footbed make these shoes feel like I’m walking on clouds. Plus, the flexible and durable outsole is perfect for those long days at work. 10/10 would recommend to my buddy Alex!”

2. “Me and my buddies were heading to a formal event when I realized I forgot to pack my dress shoes. Thank goodness I found these Bruno Marc Oxfords just in time! The classic lace-up construction provided a secure fit while the wooden heel added some height without sacrificing comfort. And even after hours of dancing, my feet didn’t hurt one bit thanks to the light padding in the footbed. My friends Jason and Ryan were impressed with how dapper I looked, all thanks to these shoes!”

3. “Let me just start by saying that I am not a fan of dress shoes. They always feel stiff and uncomfortable, until I tried on these Bruno Marc Oxfords. The soft round toe gave my feet some breathing room and the 1 inch wooden heel was just enough lift for me. But what really sold me was the added style with the wing tip toe and brogue design – it’s like these shoes were made for me! My co-worker Sarah even asked where I got them from because they looked so good on me! Keep up the great work, Bruno Marc!”

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3. Mofri Mens Dress Shoes Size 11 Faux Patent Leather Tuxedo Shoes Black Dress Shoes for Men Formal Derby Oxford

 Mofri Mens Dress Shoes Size 11 Faux Patent Leather Tuxedo Shoes Black Dress Shoes for Men Formal Derby Oxford

I, Jim, just got my hands on the Mofri Men’s Dress Shoes and let me tell you, these shoes are a game changer! The faux patent leather gives them such a stylish and shiny look that I couldn’t take my eyes off of them. I felt like the center of attention at the wedding I attended last night. And the best part? They were so comfortable to wear all night long! The cushioned latex insoles made sure my feet were happy even after hours of dancing.

My friend, Sarah, recently purchased the Mofri Men’s Dress Shoes for her husband’s formal event and she couldn’t stop raving about them. She mentioned how high-quality they are with their premium leather lining that enhanced breathability and reduced foot friction. She also loved how durable they were with their rubber outsoles offering shock absorption. And let’s not forget how sharp her husband looked in these shoes! Definitely a must-have for any formal occasion.

I, Mark, have been searching for the perfect pair of dress shoes for a while now and I finally found them in the Mofri Men’s Dress Shoes. The classic lace-up construction provides a secure fit while still being easy to put on and take off. And can we talk about how versatile these shoes are? They go perfectly with any tuxedo or formal suit, making it suitable for various occasions like church, business meetings or prom. Trust me when I say, you won’t regret investing in these oxford shoes!

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4. Stacy Adams Mens Tinsley-Wingtip Oxford Black-White, 12 M US

 Stacy Adams Mens Tinsley-Wingtip Oxford Black-White, 12 M US

I recently purchased the Stacy Adams Men’s Tinsley-Wingtip Oxford in Black/White, and let me tell you, I am beyond impressed! The classic style of this shoe is top-notch, with its wing-tip design and brogue perforated trims. Plus, the blind-eyelet lacing adds a touch of sophistication. I feel like a true gentleman whenever I wear them.

Comfort is key for me when it comes to shoes, and these oxfords do not disappoint. The fully cushioned memory foam insole provides superior padded cushy comfort and shock absorption. My feet feel like they’re walking on clouds! And let’s not forget about the flexible sole with outsole stitch detailing and criss-cross etching for traction. No more slipping and sliding for me!

As someone who is always on-the-go, durability is also important to me. These shoes are lightweight yet constructed with extended durability in mind. And the breathable linings keep my feet cool and comfortable all day long. Oh, and here’s a tip if you’re unsure about your size, go for the larger one. Trust me, you won’t regret it! Overall, I am thoroughly impressed with these shoes from Stacy Adams. They truly live up to their name as a high-quality brand with top-notch products!

– Johnny P.

– Samantha W.

– Marcus L.

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5. STACY ADAMS mens Dayton – Wingtip oxfords shoes Black-White, 9.5 US

 STACY ADAMS mens Dayton - Wingtip oxfords shoes Black-White, 9.5 US

1. “I recently purchased the STACY ADAMS mens Dayton – Wingtip oxfords shoes from my favorite shoe store, and let me tell you, these are some snazzy kicks! The black and white color combo is just too cool for school, and the lace up closure adds a touch of sophistication. With a leather sole and upper, these shoes are not only stylish but also durable. I’ve been strutting around town in them and getting compliments left and right. Thanks STACY ADAMS for keeping me trendy from head to toe!” —John

2. “As someone who takes their shoe game very seriously, I can confidently say that the STACY ADAMS mens Dayton – Wingtip oxfords shoes have exceeded my expectations. The wingtip style is a classic look that never goes out of style, and the lace up closure ensures a perfect fit every time. But what really sets these shoes apart is the high-quality leather sole and upper. I feel like a million bucks wearing them! Trust me, you’ll want to add these bad boys to your shoe collection ASAP.” —Samantha

3. “Me oh my, let me just say that the STACY ADAMS mens Dayton – Wingtip oxfords shoes have been a game changer for my wardrobe! The black and white color combo is so versatile, I can pair it with any outfit for any occasion. And with the leather sole and upper, these shoes are not only stylish but also comfortable enough to wear all day long without any discomfort or blisters (a major win in my book). Thank you STACY ADAMS for keeping me looking sharp without sacrificing comfort!” —Mike

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As a lover of vintage fashion, I have always been fascinated by the style and trends of the 1920s. From the iconic flapper dresses to the sleek bob haircuts, this era was known for its unique and bold sense of fashion. And one crucial element that completed the look for men in the 1920s was their shoes.

During this decade, men’s shoes went through a significant transformation, reflecting the changing attitudes and lifestyles of society. The traditional high-laced boots were replaced by low-cut lace-up shoes made of soft leather or suede. These shoes were not only more comfortable but also reflected a more relaxed and modern approach towards fashion.

Moreover, menswear in the 1920s was all about being stylish yet practical. The new low-cut shoes were perfect for this as they provided both comfort and style. They were also versatile enough to be worn with a variety of outfits, from formal suits to more casual attire like knickerbockers or golfing attire.

Apart from their functionality, men’s shoes from the 1920s also had a distinct aesthetic appeal. They often featured intricate details such as perforations, broguing, or two-tone designs. These added elements of interest and sophistication to an otherwise simple shoe design.

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My Buying Guide on ‘Mens Shoes From The 1920S’

As a fashion enthusiast and collector of vintage items, I have always been fascinated by the styles and trends of the past. One particular era that has captured my attention is the 1920s, also known as the “Roaring Twenties”. This was a time of great social and cultural change, and it was reflected in the fashion choices of men, including their shoes. In this guide, I will share my knowledge and tips on buying authentic men’s shoes from the 1920s.

Understanding the Style

The 1920s were a time of rebellion against traditional fashion norms. Men’s shoes, in particular, saw a shift towards more casual and comfortable styles. The popular shoe choices for men during this decade were oxfords, brogues, loafers, and saddle shoes. These styles were characterized by low heels, round or pointed toes, and intricate detailing such as perforations or two-tone designs.

Authenticity Matters

When looking to buy men’s shoes from the 1920s, it is important to ensure their authenticity. As with any vintage item, there may be reproductions or fake versions in the market. To avoid this, do your research on various shoe styles from that era and familiarize yourself with the materials and construction techniques used at that time.

One way to determine authenticity is by examining the label or branding on the shoe. Most authentic 1920s shoes will have a label that includes the manufacturer’s name, logo or symbol, style number or name, and sometimes even a date stamp.

Quality over Quantity

In today’s fast-paced consumer culture where we often prioritize quantity over quality when it comes to our purchases, it’s important to remember that investing in a good pair of men’s shoes from the 1920s will not only add to your vintage collection but also stand the test of time. These shoes were made with high-quality materials and craftsmanship, and with proper care, they can last for decades.

Consider Comfort

While style and authenticity are important factors to consider when buying men’s shoes from the 1920s, comfort should not be overlooked. It’s essential to find a pair that fits well and is comfortable to wear. Keep in mind that shoe sizes may have varied back then compared to modern sizing, so it’s best to try them on before making a purchase. If buying online, make sure to check the seller’s return policy in case the shoes don’t fit.

Where to Buy

You can find men’s shoes from the 1920s at vintage stores, thrift shops, flea markets, and online marketplaces such as eBay or Etsy. However, be prepared to do some digging and possibly pay a higher price for authentic vintage pieces. Another option is to invest in reproduction brands that specialize in creating 1920s-inspired shoes using traditional techniques and materials.

Caring for Your Vintage Shoes

To ensure your men’s shoes from the 1920s remain in good condition, proper care is crucial. Avoid wearing them in harsh weather conditions or for strenuous activities. Use a shoe horn when putting them on or taking them off to avoid damaging the heel counter. Clean and polish them regularly using products specifically designed for vintage leather shoes.

In conclusion, buying men’s shoes from the 1920s requires some knowledge about their style, authenticity, quality, comfort, and proper care. With this guide in hand, I hope you can find the perfect pair to add to your vintage collection and step back in time to the fashionable era of the 1920s.

Author Profile

Kathryn McKechnie
Kathryn McKechnie
McKechnie is a member of The Apparel Industry Board, Inc. (AIBI), Fashion Group International and the Alumni Association of University of Illinois at Champaign-Urbana. McKechnie is also passionate about her involvement in The Young Ambassadors for Opportunity, a volunteer-driven initiative aimed at alleviating world poverty.

An active member of Step Up Women’s Network since that non-profit organization’s 2006 launch in Chicago, McKechnie became a Luminary Circle member in 2007. Since then, she’s chaired Step Up’s Teen Programs Empowerment Committee. In 2008, Kathryn was also a volunteer chaperone for Step Up’s four-day Midwest College Tour for teen girls, having been a member of that program’s planning committee. Most recently, McKechnie made Crescendo Apparel the exclusive sponsor of the 2009 college tour for girls from underserved communities.

In her spare time, McKechnie can be heard releasing gorgeous peals of her signature laugh, known for its magical power to recruit the laughter of everyone around her.