best penny loafers

Step Up Your Shoe Game With 5 Best Penny Loafers for Men  

by jacky chou
Updated on

If you're anything like me, you appreciate stylish, comfortable shoes that won't break the bank. That's where penny loafers come into play, and let's be honest, they're a timeless classic for a reason. Whether you're dressing up for a big meeting at work or want to elevate your casual weekend look, a great pair of penny loafers can be your go-to footwear choice. But with so many options, finding the best penny loafers for men can feel daunting. Don't worry, though! I've got your back.

The Bruno Marc Men's Penny Loafers are top on our list; they are stylish and incredibly comfortable. Second on our list is Rockport Men's Classic Penny Loafer, which only came second because it offers a timeless blend of style, comfort, and quality. Third on our list is the Jousen Men's Penny Loafers, which blend casual style with a touch of elegance, making them suitable for various occasions.

Today, we'll dive into the world of penny loafers, exploring different types, brands, and what makes them so awesome. So, grab a comfy seat, lean back, and let's talk about the perfect penny loafers to step up your shoe game!

What are Penny Loafers and Why Do You Need Them?

Alright, picture this: You're getting ready for a night out or a fancy event, and you want to look sharp without feeling like your feet are trapped in a vice grip. That's where penny loafers come in to save the day.

Penny loafers are a classic slip-on shoe style with a sleek silhouette and a distinctive leather strap across the front, typically adorned with a small slit or diamond-shaped cutout. The story behind the "penny" part is incredible – back in the day, people used to stick an actual penny into that little slot as a fashion statement or for good luck, then ended up wearing penny loafers with pennies in them. These days, it's more about style than spare change, but the name has stuck.

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So, why do you need penny loafers? Well, let me break it down for you:

  1. Timeless Style: Penny loafers have been around for decades, and they're not going anywhere. Their classic loafer design means they can be dressed up or down, making them incredibly versatile.
  2. Effortless Comfort: No need to fumble with laces or zippers. Slip them on, and you're good to go. Plus, they often have cushioned insoles for all-day comfort.
  3. Dress to Impress: Penny loafers are a step up from sneakers or casual shoes when you want to make a great impression, whether at work, on a date, or on a special occasion.
  4. Pairs with Everything: These shoes go with almost anything in your wardrobe – from jeans and chinos to dress shoes and pants and even shorts in the right setting.
  5. Quality Matters: Invest in a good pair, and they can last you for years. Quality leather and craftsmanship are the keys to ensuring your penny loafers stand the test of time.

Our Top Picks- Best Penny Loafers for Men

1. Bruno Marc Men's Penny Loafers

Bruno Marc Mens Faux Leather Driving Penny Loafers Boat Shoes, White - 10.5 (Hugh-01)
  • Faux leather upper with detailed stitching throughout durable outsole and latex cushioned man-made footbed.
  • Lightweight, flexible and comfort casual moccasins loafers shoes.
  • Slip-on design allows for quick and easy on and off.
  • Classic moc toe Design
  • Heel height: 0.5" (approx)

Bruno Marc Men's Penny Loafers Moccasins Shoes are, so far, the best additions to my shoe wardrobe. These shoes were not only stylish but also incredibly comfortable. The genuine leather felt soft and supple, providing a snug yet breathable fit. The penny loafers' design added a touch of sophistication, making them suitable for casual and semi-formal occasions.

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What truly impressed me was the durability of these shoes. I wore them extensively, and they held up remarkably well. The rubber sole provided excellent traction and support, making them suitable for all-day wear without any discomfort. Additionally, the cushioned insole ensured a comfortable stride, even during long walks.

I appreciated the attention to detail in the stitching and craftsmanship, which added to the overall quality of these shoes. The slip-on design was convenient, and the sizing was spot-on.

Bruno Marc Men's Penny Loafers Moccasins Shoes offer a fantastic blend of style, comfort, and durability. I highly recommend them to anyone in need of versatile, long-lasting footwear or anyone who is looking to wear loafers with a suit.

  • Pros
  • Stylish and versatile design.
  • Comfortable cushioned insole.
  • Durable genuine leather construction.
  • Excellent traction with rubber sole.
  • Slip-on convenience.
  • Suitable for both casual and semi-formal wear
  • Cons
  • It may require occasional maintenance to keep the leather looking its best.
  • It's not ideal for very formal occasions

2. Rockport Men's Classic Penny Loafer

Rockport mens Classic Penny loafers shoes, Cognac, 12 US
  • Polished and refined, the Classic Loafer Lite Penny by Rockport® was designed with comfort and style for any occasion in mind.
  • Upper made with smooth, easy to clean genuine leather.
  • Boasts added cushioning designed to help shock absorption in the heel.
  • Easy slip-on style dress loafer.
  • Features a sponge EVA footbed designed to conform to the shape of the foot to help provide a personalized fit. Polyurethane outsole helps provide durable shock absorption to help reduce foot fatigue....

The Rockport Men's Classic Penny Loafers offer a timeless style, comfort, and quality blend. These loafers had a classic charm that complemented my outfits, from casual to business-casual settings.

One standout feature was the all-day comfort provided by Rockport's proprietary technology. The cushioned footbed and shock-absorbing heel cushioning ensured that every step felt plush and supportive. This was a game-changer, especially when I was busy on my feet.

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The genuine leather upper looked refined and held up well to wear and tear. It was stylish and durable, a combination that's not always easy to find. The penny slot detailing added a touch of sophistication to the design.

However, it's worth noting that the sizing was a bit tricky; I suggest you try them in-store or carefully check the size chart online for the best size results. Additionally, the shoes were on the pricier side, but the quality justified the investment.

The Rockport Men's Classic Penny Loafer is a solid choice for those seeking a comfortable, versatile, stylish pair of shoes.

  • Pros
  • Timelessly stylish design.
  • Exceptional comfort with a cushioned footbed and heel cushioning.
  • Durable genuine leather construction.
  • Versatile for various occasions.
  • High-quality craftsmanship.
  • Shock absorption for long-lasting comfort
  • Cons
  • Sizing can be challenging.
  • Relatively higher price point

3. Jousen Men's Penny Loafers-Boat Shoes

Jousen Men's Loafers Casual Slip On Shoes Soft Penny Loafers for Men Lightweight Driving Boat Shoes...
  • Premium synthetic material in penny loafer stylish design
  • Using standard US size makes this penny loafer easy to slip on and off
  • The skin-friendly lining and cushioned latex insole makes this casual loafer comfortable
  • Suitable for casual,driving,working,you can wear it to formal occasions,like church,prom
  • Slip resistant and shock protection of ankle are provided by these slip on driving shoes

The Jousen Men's Loafers are the most versatile and comfortable penny loafers I have encountered. These shoes effortlessly blended casual style with elegance, making them suitable for various occasions.

One of the standout features was the exceptional comfort they offered. The soft, cushioned insole provided a plush feel with every step, and the lightweight design minimized fatigue during extended wear. Whether I was running errands, driving, or simply taking a leisurely walk, these loafers maintained their comfort.

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The slip-on design was incredibly convenient, and the soft penny loafers added a dash of sophistication to my look. The quality of the materials, especially the synthetic leather upper, was decent for the price point. They held up well over time.

However, it's worth noting that the sizing was inconsistent, so I suggest you check the size chart carefully before purchasing.

All in all, Jousen Men's Loafers offer great value for the price. They are comfortable, stylish, and versatile, perfect for those seeking everyday casual shoes with a touch of class.

  • Pros
  • Versatile, blending casual and elegant styles.
  • Comfortable with a cushioned insole.
  • The lightweight design minimizes fatigue.
  • Convenient slip-on design.
  • Affordable price point.
  • Decent quality synthetic leather upper.
  • Cons
  • It may lack the durability of higher-end options.
  • Inconsistent sizing.

4. Cole Haan Men's Pinch Penny Slip-On Loafer

Cole Haan mens Pinch Penny Loafer, Black, 10.5 US
  • Moccasin-toe penny loafer with stacked heel
  • Perforated footbed
  • sturdy heel
  • Lined with leather.

Cole Haan Men's Pinch Penny Slip-On Loafers delight any man seeking a classic formal shoe. These shoes seamlessly combine timeless style with premium craftsmanship, making them a true wardrobe staple.

The first thing that stood out to me was the rich, genuine leather upper. It not only looked incredibly sophisticated but also felt luxurious against my skin. The penny slot detail added a touch of traditional loafer elegance, making them suitable for casual and more formal occasions.

Comfort-wise, these loafers excelled. The cushioned insole and arch support offered a plush, fatigue-free experience even during long days on my feet. The leather lining enhanced breathability, keeping my feet cool and comfortable.

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Durability was where Cole Haan truly shone. These loafers were built to last, and the sturdy rubber outsole provided excellent traction and longevity. They were like an investment that paid off over time.

However, it's important to note that the quality came with a higher price tag. Also, breaking them in initially required a bit of patience.

The Cole Haan Men's Pinch Penny Slip-On Loafers are a top-tier choice for those who appreciate style, comfort, and durability. They're a classic investment in footwear that elevates any outfit and will likely remain a favorite in my collection for years.

  • Pros
  • Timeless and sophisticated design.
  • Premium quality genuine leather upper.
  • Excellent comfort with cushioned insole and arch support.
  • Breathable leather lining.
  • Durable rubber outsole for longevity.
  • Versatile for various occasions.
  • Cons
  • Higher price point.
  • It may require a break-in period.

5. Dockers Mens Colleague Dress Penny Loafer Shoe

Dockers Mens Colleague Dress Penny Loafer Shoe, Tan, 10 M
  • Polished man-made uppers
  • Easy slip on and off the foot loafer construction
  • Signature penny strap
  • Cushioned latex footbed for exceptional comfort
  • Durable rubber outsole

The Dockers Men's Colleague Dress Penny Loafer Shoes had their strengths and a few drawbacks. The overall design was clean and versatile, making them suitable for various dressy occasions. Thanks to the classic penny loafer style, they were easy to slip on and off. The leather upper felt decently supple and added a touch of sophistication.

However, where they fell short was in comfort and durability. The cushioning inside was lacking, making them less comfortable for extended wear. The outsole did not provide as much support and traction as I preferred. Moreover, they seemed to wear down relatively quickly, which raised concerns about long-term durability.

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On a brighter note, these loafers came at an affordable price point, making them accessible for those on a budget. Still, you should invest more if you prioritize comfort and long-lasting quality.

In summary, Dockers Men's Colleague Dress Penny Loafer Shoes offer style at a reasonable price, but they compromise comfort and durability. They are suitable for occasional use, but for daily wear or more demanding events, you should explore higher-end options.

  • Pros
  • Clean and versatile design.
  • Classic penny loafer style for easy wear.
  • Affordable price point.
  • Suitable for various dressy occasions.
  • Decently supple leather upper.
  • Cons
  • Limited comfort due to inadequate cushioning.
  • Less support and traction on the outsole.
  • It may not withstand frequent use.

Types of Penny Loafers For Men

Penny loafers might seem like a straightforward shoe style, but there's a surprising variety out there. Let's take a closer look at some of the different types of penny loafers for men:

1. Classic Leather Penny Loafers

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These are the OGs that come to mind when you think of penny loafers. They're usually made of high-quality leather with a smooth, polished finish. Classic, versatile, and timeless.

2. Suede Penny Loafers

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If you want to add a touch of texture and casual elegance to your outfit, suede penny loafers are the way to go. They're great for a more relaxed, yet still polished, look.

3. Bit Loafers

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Bit loafers are like the fancier cousins of penny loafers. Instead of the traditional penny loafer strap, they feature a metal ornament across the front, often in the shape of a horse bit. These exude a slightly more formal vibe.

4. Tassel Loafers

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Tassel loafers are all about adding a touch of flair. They have decorative tassels on the front, which give your outfit a bit of personality. A tassel loafer is versatile but works particularly well with business-casual or smart-casual attire.

5. Penny Loafer Boots

For those who want to rock the penny loafer style all year round, even in colder weather, penny loafer boots are a thing. They are the best loafers that provide extra ankle coverage and warmth while keeping that iconic loafer look.

6. Driving Moccasin Loafers

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These are a more relaxed, slipper-like version of the penny loafer, often with a flexible sole designed for comfort and grip while driving. They're perfect for a laid-back weekend style.

7. Penny Loafer Sneakers

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A modern twist on a classic, penny loafer sneakers combines a traditional loafer's sophistication with the comfort of a sneaker sole. They're ideal for those who want the best of both worlds.

8. Two-Tone Penny Loafers

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These feature contrasting colors or materials on different shoe parts, like the upper and the sole. They're bolder and can make a natural style statement.

9. Lug Sole Penny Loafers

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Lug soles add a chunky, rugged element to the sleek penny loafer. They're the best for adding some edge to your look and providing extra traction.

Factors To Consider When Buying The Best Penny Loafers for Men

Making the right choice when buying penny loafers is essential to ensure you get a pair that suits your style, comfort, and needs. Here are some crucial factors to consider:

1. Fit and Comfort

The most crucial aspect of any shoe is how it feels on your feet. Make sure the loafers fit well and don't pinch or rub anywhere. Look for cushioned insoles and arch support if you wear them for extended periods.

2. Material

Penny loafers come in various materials, with leather being the most common. High-quality, full-grain leather is durable and can last for years. Suede offers a more casual look. Consider the material based on your style and where you intend to wear them.

3. Style and Occasion

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Think about where and how you plan to wear your penny loafers. Classic leather loafers are suitable for formal occasions, while suede or more casual designs are perfect for everyday wear. Research how to wear loafers with a short and rock most of your casual occasions.

4. Color

Traditional colors like brown and black are versatile and can be paired with various outfits. However, don't be afraid to experiment with different colors or two-tone designs to add personality to your look.

5. Sole Type

The sole can affect both comfort and style. Leather soles are sleek and formal but may require more breaking in. Rubber or crepe soles are more comfortable and provide better traction, making them suitable for everyday use.

6. Construction

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Quality matters. Look for well-constructed loafers with proper stitching and attention to detail. Handcrafted or Goodyear-welted construction often indicates superior craftsmanship.

7. Brand Reputation

Established brands have a history of producing quality footwear and are usually a safe bet. Research and read reviews to understand the brand's reputation and the specific loafers you're considering.

8. Price

Penny loafers come in a wide price range. While choosing the most affordable option is tempting, consider them an investment. A slightly higher upfront cost for a quality pair can save you money in the long run, as they tend to last longer.

9. Maintenance

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Think about how much care and maintenance you will put into your loafers. Leather loafers require regular care, including cleaning, conditioning, and polishing, to maintain their appearance. Suede loafers need protection from moisture and occasional brushing to restore their nap.

10. Try Before You Buy

Visit a physical store and try on the best penny loafer brands and styles. Walk around and assess the fit and comfort. If you're purchasing online, ensure the retailer has a flexible return policy if the shoes don't fit as expected.

11. Personal Style

Your personal style and fashion preferences play a significant role in choosing the suitable penny loafers. Consider how the loafers fit into your overall wardrobe and style aesthetic.

Final Thoughts

Penny loafers for men are a timeless and versatile addition to any wardrobe. Whether you're aiming for a classic or contemporary look, there's a pair of penny loafers to suit your style. By considering material, construction, and brand reputation, you can make an informed decision and invest in a pair that will last for years. Remember to care for your penny loafers diligently to ensure they stay in impeccable condition and continue to enhance your style for many seasons.

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jacky chou


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