Penny Loafers A Comprehensive Guide to the Timeless and Versatile Shoe Style

Penny Loafer: A Comprehensive Guide to the Enduring Fashion Staple

Background of Penny Loafers

Penny loafers were originally introduced in the United States in the 1930s and were primarily favored among prep school and Ivy League learners. The timeless design of penny loafers includes a slip-on style with a leather upper, low heel, and a distinct strap across the top of the shoe. The name “penny loafer” derives from the tradition of putting a penny in the slit of the strap as a talisman. Nowadays, penny loafers are worn by people from a diverse range of backgrounds and remain an evergreen fashion staple.

Varieties of Penny Loafers

Penny loafers come in a range of styles to suit every preference and event. Here are some of the most in-demand types of penny loafers:

Classic Penny Loafers:

This conventional style features a smooth leather upper, a low heel, and a strap across the vamp with a diamond-shaped slit for a penny. They are appropriate for both informal and formal situations.

Tassel Penny Loafers:

This variation features two tassels on the vamp rather than a traditional strap. They are more formal than classic penny loafers and are frequently worn with suits.

Penny Loafer Moccasins:

This style features a softer, more flexible leather upper and a more significant sole than typical penny loafers. They are more casual and are often worn with jeans or shorts.

How to Wear Penny Loafers

Penny loafers are a multipurpose shoe that can be dressed up or down. Here are some tips on how to wear penny loafers:

  • For a casual look, pair penny loafers with jeans or chinos and a basic t-shirt or sweater.
  • For a dressier outfit, match penny loafers with a blazer and dress pants.
  • For a preppy look, match penny loafers with a button-down shirt, khakis, and a sweater tied around your shoulders.
See also  Top 6 western union quick collect walmart in 2022

Where to Purchase Penny Loafers

Penny loafers are an enduring shoe style that can be found at numerous stores. Here are some places to kick off your search:

  • Department stores: Many department stores offer a broad variety of penny loafers from different brands.
  • Online retailers: Online retailers like Amazon and Zappos often have a broad selection of penny loafers to choose from.
  • Specialty shoe stores: Stores that specialize in men’s shoes may have a more extensive selection of penny loafers and can offer expert advice on fit and style.


1. Are penny loafers cozy?

Yes! Penny loafers are noted for their comfort and ease of wear.

2. Do I require to break in my penny loafers?

Yes. Like any new shoe, penny loafers may need to be broken in before they feel comfortable. Wear them around the house for brief periods before wearing them outside.

3. Can penny loafers be worn with socks?

Yes! Penny loafers look fantastic with or without socks, depending on your personal style.

4. How do I take care of my penny loafers?

To keep your penny loafers looking great, wipe them down with a moist cloth after each wear, and polish them occasionally with a neutral shoe cream.

5. How do I determine what size penny loafers to buy?

Penny loafers should fit snugly without pinching or rubbing. It’s best to try them on in-store, or if buying online, measure your foot and refer to the retailer’s sizing guide.


If you’re searching for a timeless shoe style that is multipurpose, cozy, and chic, then look no further than the penny loafer. In this all-inclusive guide, we’ve covered everything you need to know about penny loafers, including their background, varieties, how to wear them, and where to purchase them. With their classic design and enduring popularity, penny loafers are a must-have for any fashion-conscious individual.

See also  Top 9 how to collect accounts receivable faster in 2022

Related Posts