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Loafers have a rich history, having been first created by the Spaulding family of New Hampshire in the early 1930s. Naming them loafers, a general term for the slip-on shoes, this name is still used to this day. Over the years, the loafer has evolved – with the introduction of the penny and tassel loafers in the mid-20th century and in the 1960s the Gucci loafer appeared with a metal strap across the front in the shape of a horse’s snaffle bit. At the start of the 21st century, a revival of penny loafers occurred, with the shoe appearing in a more rugged version, closer to the original concept, as either moccasins, or espadrilles, both of these styles being very low or flat without heels. 

Today, there is a wide offering of different takes on this classic style, making them ideal for wearing with anything from jeans to chinos and even a suit. With the absence of laces and the ability to slip on and off, and the use of a wide variety of materials, loafers are a perfect shoe for virtually any occasion. They combine versatility and comfort and are a must-have item for any wardrobe. Check out what our editors have chosen as their favorite loafers for fall.


Rothy’s The Driving Loafer

These washable (yes, washable!) driving loafers by Rothy’s were knit using the brand’s signature thread, which is spun from 21 single-use plastic bottles. Designed with flexible uppers and dual-density insoles, the loafers are incredibly comfortable whether worn with or without socks. The gum outsoles with matching raised nubs give these shoes extra grip and durability. Available in colors like Forest Camo and Sand Trap, among many others, you’ll be tempted to buy multiples of these driving loafers.

$185

Beckett Simonon Roy Loafers

Talk about versatility! Beckett Simonon’s Roy Loafers are a retro take on the penny loafer, coming off as equally casual and elegant. These loafers, with their rounded moccasin toe and inverted “U” shaped apron, can easily be slipped on and worn with cuffed jeans or dress pants. Available in brown and chestnut suede, they’re crafted in a tannery based in Italy.

$209

Jack Erwin Carmine Penny Loafer

If you’re looking for a classic loafer, look no further than the Jack Erwin Carmine Penny Loafer. Available in both full-grain, calfskin uppers from the renowned French Tanneries du Puy, or suede uppers from the noted Italian tannery Sciarada, the shoes are fully leather lined and come with a micro-foam insole for added comfort. Handcrafted in Portugal, the shoe has a hand-stitched rubber outsole and a reinforced stacked leather heel.

$220


Horatio London Beaufoy Loafer

Made in Italy, the Horatio London’s Beaufoy Loafer, with its elegant gold snaffle horse bit, is available in snuff brown and ecru suede and also black, moss, and brown grain leather uppers. They sport a moccasin toe and full leather sole with a leather inner and are Blake-stitched, ensuring an easy break-in period. These luxurious loafers make a statement no matter where you go.

$264

G.H. Bass & Co. Weejuns Heritage Larkin Glossed-Leather Tasseled Loafers

As far back as the late 1950s, the tassel loafer was a favorite slip-on shoe of the sophisticated set of New York and LA. Today, this style loafer has broad appeal and it’s been adapted to the demands of contemporary life. Based on the classic Weejuns Heritage Larkin loafer, these shoes are crafted from supple glossed- black leather and are hand-stitched with waxy thread to provide maximum comfort. Topped off with traditional tassels, these shoes can easily be worn with casual or dressy pants.

$220

Florsheim Berkley Moc Toe Penny Loafer

Crafted with genuine handsewn moccasin construction, Florsheim’s classic Berkley Penny Loafer is a must-have for your footwear collection. Its buffed leather has an eye-catching finish and the leather outsole lends refinement. For added durability and comfort, the loafer has a rubber-enforced heel that tames heel strikes. The loafer is available in black and burgundy.

$125


Beckett Simonon Bernard Tassel Loafers

The Bernard Tassel Loafers from Beckett Simonon are constructed with leather that is soft, durable and will develop a beautiful patina over time. The leather is conditioned with shea butter and carnauba wax for a deep color with a natural luster. The shoe has a Vachetta leather lining that regulates temperature and absorbs moisture allowing your feet to breathe. Available in five classic colorways.

$209

Crockett & Jones Boston Penny Loafers Dark Brown Suede

A timeless silhouette, the Boston Penny Loafer in suede is made from the finest dark brown repello suede leather and, during the tanning process, the shoe is fully treated with ScotchGuard to ensure a high level of moisture resistance. The loafer is produced with a straight last that has been in production by the brand for many years. It offers generous fitting qualities and superior comfort.

$590

Tom Ford Nicolas Leather Trimmed Tasseled Velvet Loafers

Tom Ford’s Nicolas loafers feel more like a slipper than a shoe due to their plush velvet construction. Perfect for formal attire, these loafers are accented with leather tassels and leather printed crocodile piping. Boasting a tapered silhouette with subtly elongated tongues, the shoe has a Macassar wood heel and a combination calf leather and rubber sole. The Nicolas velvet loafers are available in a rich black or blue.

$1,490
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