What Are Penny Loafers? (And How To Wear Them Right)


Penny loafers are a classic staple in the world of fashion and have a long and interesting history.

From the original Norwegian design to the modern day styles, penny loafers remain a popular choice for casual yet stylish shoes.

In this article, we’ll explore the different types of penny loafers, materials used, and explore how to wear them right.

We’ll also give some styling tips for the perfect penny loafer look and where to buy them.

So grab your penny loafers and get ready to learn all about them!

Short Answer

Penny loafers are a type of slip-on shoe, typically made of leather and featuring a decorative strap across the top of the foot with a diamond-shaped cutout.

The name comes from the habit of American college students in the 1930s of inserting a penny into the diamond-shaped slit.

They are popular in both casual and formal settings, ranging from relaxed jeans to suits.

What Are Penny Loafers?

Penny loafers are a type of slip-on shoe that has been around since the early 20th century.

Characterized by a low heel and a decorative piece of leather across the upper in the shape of a penny, these shoes are typically made of leather or suede and come in a range of colors and styles.

The classic penny loafer is usually a dark brown or black leather shoe, with a simple, rounded silhouette, a low heel, and a leather penny piece across the tongue.

However, there are now many variations of the style available, such as brightly colored suede loafers, loafers with tassels, and loafers with more elaborate designs.

The penny loafer is a versatile shoe that can be worn for both casual and formal occasions.

It is often associated with preppy, classic fashion, but can also be dressed up with a suit for a more formal look.

The shoe is also popular among men and women, so it can be a great option for both genders when deciding what to wear.

The History of Penny Loafers

Penny loafers have a rich and storied history, dating back to the 1930s.

The style was originally created by Norwegian shoemaker Nils Gregoriusson Tveranger, who wanted to create something that was both comfortable and stylish.

He added a decorative penny slot to his shoes, which quickly became a popular style among the wealthy and elite.

In the 1950s, penny loafers became a popular style among college students.

The style was seen as a sign of preppiness and sophistication, and it was often seen at universities and colleges across the United States.

Soon, the style became popular among the younger generations and began to be seen in other parts of the world.

Today, penny loafers are still a popular style of footwear.

Theyre often seen on celebrities, influencers, and everyday fashionistas alike.

They can be dressed up for a formal occasion or dressed down for a casual day out.

The versatility and timelessness of penny loafers make them a great option for any wardrobe.

Popular Materials for Penny Loafers

Penny loafers are often made of leather and suede, but can also come in a variety of other materials.

Leather penny loafers are a classic choice, as they are durable, polished and long-lasting.

Suede penny loafers have a softer and more casual look, making them a great option for weekend wear.

Other materials that are commonly found in penny loafers include canvas, linen, and even velvet.

Whichever material you choose, make sure you take care of your penny loafers to keep them looking their best.

Leather shoes should be polished and conditioned regularly, and suede shoes should be treated with a suede spray to repel water and stains.

Different Types of Penny Loafers

When it comes to penny loafers, there are many different types to choose from.

The classic penny loafer features a low heel and a decorative piece of leather across the upper in the shape of a penny, often made from leather or suede.

However, there are variations on this style, such as the tassel loafer, which has a strip of leather with tassels attached, the moccasin loafer, which has a flat sole and a seam across the toe, and the kiltie loafer, which has a tongue of leather with decorative fringe.

Penny loafers are also available in a variety of colors and materials, including patent leather, velvet, and even canvas.

Some penny loafers come with additional features such as a rubber sole for extra grip, or a cushioned footbed for added comfort.

There are also penny loafers available with playful patterns or embellishments, such as embroidery or applique.

No matter what style you choose, penny loafers can add a stylish and timeless touch to any outfit.

How To Wear Penny Loafers

Penny loafers are a versatile shoe that can be dressed up or down, depending on the occasion.

To dress them up, pair them with a tailored suit, crisp white shirt, and a tie for a classic, preppy look.

For a more casual look, try pairing them with dark denim jeans, a printed shirt, and a sport coat.

Penny loafers can also be worn with shorts and a polo in the summer months.

To keep it preppy, wear a pastel-colored polo with a pair of navy shorts.

This look can be taken to the next level with a pair of brightly colored socks or a pocket square.

When it comes to colors, classic penny loafers come in shades of brown, tan, or black.

However, they are also available in more bold colors such as red, green, and blue.

For a modern twist, try a pair of penny loafers in a bright color with a printed shirt and tailored shorts.

For a timeless look, keep the colors of your penny loafers and the rest of your outfit in the same color family.

For example, pair a pair of brown penny loafers with a brown belt, a brown shirt, and brown trousers.

Alternatively, you can also choose to mix colors and textures for a bolder look.

No matter how you choose to wear your penny loafers, remember that comfort is key.

Opt for a pair of penny loafers with a cushiony sole and a comfortable fit.

This will ensure that you look and feel your best all day long.

Styling Tips for Penny Loafers

When it comes to styling penny loafers, the key is to keep it classic and timeless.

These shoes are a great way to add an air of sophistication to any outfit and are incredibly versatile.

Depending on the color and material of the shoe, you can dress them up or down to suit any occasion.

For a formal look, try pairing your penny loafers with a tailored suit or even a pair of dress pants.

For a more casual look, opt for a pair of jeans or chinos and a crisp white shirt.

Finish off your look with a blazer or cardigan for a smart, pulled-together look.

If youre feeling adventurous, you can also try pairing your penny loafers with a pair of shorts.

This look works best with shorts in neutral colors such as navy, khaki, or beige.

Add a polo shirt and a blazer for a preppy, yet polished look.

For a more modern look, try pairing your penny loafers with a pair of skinny jeans and a t-shirt.

Add a blazer or a vest for a stylish, yet relaxed look.

No matter how you choose to style your penny loafers, make sure to keep the rest of your look classic and timeless.

This will ensure that your shoes always look their best.

Where To Buy Penny Loafers

Penny loafers are a timeless fashion staple and can be found in a variety of stores.

For those looking for a classic pair of penny loafers, its worth checking out department stores and luxury brands, such as Brooks Brothers, J.

Crew, and Gucci.

They are also widely available in shoe stores like Nordstrom and DSW.

For those looking for a more affordable option, there are plenty of options available online at stores like Amazon and Zappos.

Many of these retailers feature a wide range of styles and colors, perfect for finding the right penny loafer to fit ones individual style.

For those looking for something unique, vintage stores and flea markets often feature an interesting selection of pre-worn or vintage penny loafers.

Final Thoughts

Penny loafers have been a timeless style staple since the 1950s and can be worn with both casual and formal attire.

With their unique design, these slip-on shoes come in a variety of materials, colors, and styles.

Whether you choose a classic leather penny loafer or a more modern suede style, you can make any look more stylish and preppy.

Now that you know what penny loafers are, how to wear them, and where to buy them, it’s time to make a statement with this timeless classic.

James Dylan

James is a journalist who specializes in sports journalism. In addition to his passion for writing, he also loves running. He knows which shoes are best for running and which are ideal for sports. He is happy to offer valuable advice on shoe-related matters.

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