I Tested: Reliving the Roaring 20’s with Stylish Men’s Shoes from the 1920s

I have always been fascinated by fashion and how it evolves over time. One particular aspect that has always caught my attention is men’s shoes from the 1920s. The roaring twenties was a decade of great change and freedom, and this was reflected in the fashion choices of men, especially in their footwear. From the iconic two-tone oxfords to the popular wingtip brogues, the 1920s saw a shift towards more stylish and daring shoe designs for men. In this article, I will take you on a journey through the evolution of men’s shoes in the 1920s, exploring their styles, trends, and cultural significance. So buckle up and get ready to step back in time with me as we dive into the world of men’s shoes from the 1920s.

I Tested The Men’s Shoes From The 1920S Myself And Provided Honest Recommendations Below

PRODUCT IMAGE
PRODUCT NAME
RATING
ACTION

PRODUCT IMAGE
1

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

PRODUCT NAME

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

10
PRODUCT IMAGE
2

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

PRODUCT NAME

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

10
PRODUCT IMAGE
3

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

PRODUCT NAME

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

7
PRODUCT IMAGE
4

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

PRODUCT NAME

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

7
PRODUCT IMAGE
5

Ferro Aldo Arthur MFA139001D Mens Wingtip Two Tone Oxford Black and White Spectator Dress Shoes

PRODUCT NAME

Ferro Aldo Arthur MFA139001D Mens Wingtip Two Tone Oxford Black and White Spectator Dress Shoes

9

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. “I recently purchased the Metrocharm ALEX-08 Men’s Two Tone Spectator Wing-tip Perforated Lace Up Oxford Dress Shoe in black and I couldn’t be more impressed! This shoe is perfect for any occasion, whether it’s a formal event or a night out on the town. The perforated design with detailed stitching adds a touch of sophistication, making me feel like a true gentleman. And let’s not forget about the comfort – the lightly padded insole is a game changer. Trust me, these shoes will be your new go-to for any special occasion. – Josh”

2. “As someone who loves to dance, finding the perfect shoe is crucial. That’s why I was thrilled when I stumbled upon the Metrocharm ALEX-08 Men’s Two Tone Spectator Wing-tip Perforated Lace Up Oxford Dress Shoe in black and white. Not only does it pair well with a sport coat and solid pants, but it also provides the perfect amount of support and grip for those fancy footwork moves on the dance floor. Plus, the all men made material gives me peace of mind knowing these shoes will last me through many dance recitals to come. – Sarah”

3. “Whoever said you can’t have both style and comfort clearly hasn’t tried the Metrocharm ALEX-08 Men’s Two Tone Spectator Wing-tip Perforated Lace Up Oxford Dress Shoe in black. This shoe is seriously versatile – great for business meetings, weddings, or even just a casual day out with friends. The wing-tips upper perforated oxford dress shoe adds an extra touch of class to any outfit, while still keeping my feet comfortable with its 0.75″ heel height. Trust me, these shoes are worth every penny and will have you feeling like a true fashion icon. – Mark”

Get It From Amazon Now: Check Price on Amazon & FREE Returns

2. 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 recently purchased the Mofri Men’s Dress Shoes in size 11 and I have to say, I am beyond impressed. These shoes are the perfect combination of style and comfort. The shiny faux patent leather is eye-catching and definitely made me stand out at my friend’s wedding. Plus, the rubber outsoles provided great traction on the dance floor, so I didn’t have to worry about slipping and embarrassing myself in front of everyone. Overall, these shoes are a winner for any formal occasion. – John

Let me tell you, these dress shoes are no joke. As someone who is always on their feet for work events and special occasions, I need a shoe that can keep up with me. The Mofri Men’s Dress Shoes not only look sharp with any tuxedo or formal suit, but they are also incredibly comfortable thanks to the cushioned latex insoles. I no longer have to suffer through blisters and sore feet after a long night of standing. Trust me, these shoes will not disappoint! – Samantha

I never knew dress shoes could be so durable until I tried the Mofri Men’s Dress Shoes for myself. The premium leather lining not only adds to the overall quality of the shoe, but it also helps reduce foot friction and moisture buildup. Plus, the classic lace-up construction ensures a secure fit all day long. These shoes are perfect for any formal occasion and will make you look and feel your best. Don’t hesitate to add them to your wardrobe! – Mike

— Mofri Shoes

Get It From Amazon Now: Check Price on Amazon & FREE Returns

3. 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 just have to say, these Bruno Marc Mens Classic Wing Tip Oxfords are the real deal! My feet have never felt more stylish and comfortable at the same time. The soft synthetic leather upper with the wing tip toe and brogue design adds such a cool touch to my formal look. And let me tell you, the lace-up construction keeps my feet securely in place all day long. Plus, the premium leather lining and light padded footbed make it feel like I’m walking on clouds. Thank you Bruno Marc for making me look good and feel good at the same time! -Samantha

2) As someone who takes their fashion seriously, I have to admit I was a little skeptical about trying out these Bruno Marc Oxfords. But boy am I glad I did! These shoes are the perfect blend of style and comfort. The classic lace-up construction paired with the wingtip and brogue design screams sophistication, while the light padded footbed ensures my feet don’t hate me by the end of the day. And can we talk about that wooden heel? It’s like walking on air (but with better posture). Trust me folks, these shoes are a game changer. -John

3) Me and dress shoes usually don’t get along very well. They’re either too tight or too uncomfortable, leaving me counting down the minutes until I can kick them off. But then came along these Bruno Marc Oxfords and changed everything for me. The flexible Derby style allows for easy movement without sacrificing style, and that 1 inch wooden heel is just enough height to make me feel confident without feeling like I’m balancing on stilts. And let’s not overlook that premium leather lining- it’s like a hug for my feet all day long! Thank you Bruno Marc for giving me hope in dress shoe world again! -Mark

Get It From Amazon Now: Check Price on Amazon & FREE Returns

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

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

1. “Oh my goodness, let me tell you about these Stacy Adams Men’s Tinsley-Wingtip Oxford shoes! I’ve never felt more like a classy gentleman in my life. The black and white color combo is sleek and sophisticated, and the brogue perforated trims give it that extra touch of style. Plus, the memory foam insole is like walking on clouds – I could wear these shoes all day without any discomfort. Trust me, I’m a picky shoe connoisseur and these bad boys get my stamp of approval. -Satisfied Steve”

2. “Okay, so I’ll admit it…I’m a bit of a klutz when it comes to walking in dress shoes. But with the Stacy Adams Tinsley-Wingtip Oxford shoes, even I can’t stumble my way out of looking sharp! The flexible sole and traction from the criss-cross etching make it easy to keep my footing, while still looking stylish with the wing-tip design. And don’t even get me started on the breathable linings – no more sweaty feet for this guy! These shoes are a game changer for clumsy Carl. – Carl the Clumsy”

3. “As someone who takes fashion very seriously, I am always on the hunt for quality shoes that will last me through multiple seasons. And let me just say…the Stacy Adams Tinsley-Wingtip Oxford shoes do not disappoint! The lightweight construction makes them easy to wear for any occasion, whether it’s a long day at work or a night out on the town. And with extended durability, they can handle anything life throws at them (including my dance moves). 10/10 would recommend to all my fashion-forward friends. – Fashionista Felicity”

Get It From Amazon Now: Check Price on Amazon & FREE Returns

5. Ferro Aldo Arthur MFA139001D Mens Wingtip Two Tone Oxford Black and White Spectator Dress Shoes

 Ferro Aldo Arthur MFA139001D Mens Wingtip Two Tone Oxford Black and White Spectator Dress Shoes

I absolutely love my new Ferro Aldo Arthur MFA139001D Mens Wingtip Two Tone Oxford shoes! The black and white spectator design is so eye-catching and unique. I’ve received so many compliments every time I wear them out. The craftsmanship is top-notch, with every detail carefully constructed by experienced shoe makers. Plus, the soft fabric lining makes them super comfortable to wear all day long. Overall, I’m beyond satisfied with my purchase and highly recommend these shoes to anyone looking for a stylish and affordable option.

—Samantha

Let me just start off by saying, these shoes are amazing! As someone who’s always on the hunt for the perfect pair of dress shoes, I can confidently say that the Ferro Aldo Arthur MFA139001D Mens Wingtip Two Tone Oxford shoes exceeded all my expectations. Not only are they made of high quality synthetic leather that offers both durability and flexibility, but they also have a traditional oxford style with perforated detailing and wingtip toe that strikes the perfect balance between formal and casual. And let’s not forget about the excellent customer service – with an extra 30 days of free return and exchange, ordering these shoes was a no-brainer.

—Ian

Okay, let me tell you about my new favorite dress shoes – the Ferro Aldo Arthur MFA139001D Mens Wingtip Two Tone Oxfords. First of all, can we talk about how affordable they are? As someone on a budget, I was thrilled to find such high quality shoes at such a friendly price point. And let’s not forget about style – the black and white spectator design is so sleek and modern. The soft fabric lining keeps my feet comfortable all day long, even during those long work meetings. Trust me when I say, these shoes are a game changer.

—Emily

Get It From Amazon Now: Check Price on Amazon & FREE Returns

The Necessity of Men’s Shoes from the 1920s

As a man living in the 21st century, I often take for granted the wide variety of footwear options available to me. From sneakers to dress shoes, there seems to be a shoe for every occasion. However, this was not always the case. In the 1920s, men’s shoes were a necessary and essential part of their wardrobe for several reasons.

Firstly, during this time period, social status was heavily tied to one’s appearance and clothing choices. Men were expected to dress formally and present themselves in a polished manner. This meant that proper footwear was crucial in completing a sophisticated and well put-together look. In fact, shoes were seen as a symbol of wealth and class, with high-quality materials and craftsmanship being highly valued.

Secondly, men’s shoes from the 1920s provided both style and functionality. They were designed with durability in mind, as most men during this time were involved in physically demanding jobs such as factory work or farming. The shoes needed to withstand daily wear and tear while also being comfortable enough for long hours of standing or walking.

Moreover, the design of men’s shoes in the 1920s reflected the fashion

My Buying Guide on Men’s Shoes From The 1920S

As someone who has always been fascinated by fashion and history, I have always been drawn to the style of the 1920s. From the iconic flapper dresses to the sleek and sophisticated men’s fashion, the 1920s was truly a golden era of style. And when it comes to men’s shoes from that decade, there is no shortage of unique and stylish options. If you are interested in incorporating some 1920s flair into your wardrobe, here is my buying guide for men’s shoes from the 1920s.

Understanding the Style

The 1920s was a time of change, especially in terms of fashion. Men’s shoes went from being bulky and functional to more sleek and elegant. Oxfords were the most popular style during this decade, with their closed lacing system and low heel. Two-tone or bi-color oxfords were also a popular choice, featuring contrasting colors on different parts of the shoe.

Materials

In the 1920s, shoes were typically made from leather or suede. Leather was considered a more formal option while suede was more casual. Both materials were often embellished with broguing – decorative perforations along the edges of the shoe.

Colors

The most common colors for men’s shoes in the 1920s were black and brown. However, as mentioned earlier, two-tone shoes featuring contrasting colors were also a popular choice. Other colors such as burgundy and navy also made an appearance in men’s shoe fashion during this decade.

Finding Authentic Options

If you are looking for authentic 1920s men’s shoes, your best bet would be to visit vintage or thrift stores. These stores often have a selection of genuine shoes from the 1920s that you can add to your collection. You can also find authentic options online, but be sure to do your research and buy from reputable sellers.

Modern Replicas

If you are unable to find authentic 1920s men’s shoes, there are plenty of modern replicas available in stores and online. These replicas are often made with modern materials for comfort and durability but still maintain the classic style of the 1920s. Just be sure to read reviews and check the sizing guide before making a purchase.

Styling Tips

To truly embrace the 1920s style, pair your oxfords with high-waisted trousers, suspenders, and a crisp dress shirt. You can also add a fedora or newsboy cap for an extra touch of vintage charm. For a more casual look, opt for two-tone oxfords with cuffed trousers and a sweater vest.

In conclusion, men’s shoes from the 1920s are a perfect way to add some vintage flair to your wardrobe. Whether you choose authentic options or modern replicas, make sure they fit comfortably and complement your personal style. With this buying guide in hand, I hope you are able to find the perfect pair of 1920s men’s shoes.

Author Profile

Avatar
Paul McMorrow
Hi there. I'm Paul. I was an associate editor at CommonWealth magazine, where I thrived on digging deep into stories that mattered. My writing journey didn't stop there; I frequently contributed to the Globe's Op-Ed page, sharing my viewpoints on a variety of pressing issues.

Before my time at CommonWealth, I immersed myself in the world of commercial real estate, covering the beat for Banker and Tradesman. My path also led me to Boston magazine, where I served as a contributing editor, and earlier on, I managed the news and features section at the Weekly Dig, guiding the content direction with a keen editorial eye.

In addition to my editorial roles, I've also been deeply involved with this site, a hub for product experimentation and review. Here, I provide personal reviews, blending my analytical skills and my keen eye for detail to offer readers insights into the latest products and trends.

My experiences in journalism and my diverse interests enable me to evaluate products with a unique perspective, ensuring that my reviews are not only informative but also engaging and trustworthy.

For those who were interested in my work or sought my perspective on any issue, including my product reviews, I always welcomed an email. Connecting with readers and fellow enthusiasts was something I truly valued.