15 Stylish Loafers for Men, According to a Celebrity Stylist

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High heels are to women what loafers are to men. As in, they’re a wardrobe staple. The demure style doubles as the perfect casual dress shoe for the office or everyday, low-key occasions, yet it still has an elevated look about it that makes it work as an evening or tuxedo shoe for fancier fetes.

"Loafers are inherently versatile as they can be paired with both formal- and casual-wear," Bailey Moon, a New York-based celebrity and personal stylist who counts The Gilded Age's Morgan Spector as his client, tells Town & Country. "It's the perfect transitional shoe from day to night, and also when sneakers feel too casual and dress shoes feel too stuffy."

"The slip on design and soft leather material are intended for maximum comfort and seasonless wear," adds Moon. "It's a mainstay shoe that is just as relevant now as it was decades ago, and a classic and sleek option that comes in a variety of soles, colors, and design."

Below, Moon advises on the best men's loafers to buy now and wear forever.

Camden Loafers

"I love what J.Crew has been doing with their menswear offerings," says Moon. "These loafers are a riff off the 1930s penny loafer that was popular with college students. The small slit at the front of the shoe allowed enough space for a penny in each shoe. The rubber sole adds extra comfort for extended work day-wear."

One reviewer says: "I have a review back in Summer for a brown pair of these loafers. Well, I loved that pair so much that I picked up another pair in black. My original Camden loafers are great and I still find that pair incredibly comfortable and versatile. So I got the black pair and am equally as pleased with those. They are sleek looking and can dress up any outfit."

Size Range: 7-13

Material: Leather

Colors: 3

Grayson Tassel Loafer

"Tassels on loafers were introduced in the 1950s as purely a decorative touch to the shoe," says Moon. "Their timeless design has maintained and become a great option for those who want a bit more playfulness with their loafer."

One reviewer says: "The fit and style of the Grayson make it an excellent choice. Whether you wear them with shorts and no socks, khakis or a suit, you can’t go wrong."

Size Range: 6-16

Material: Calfskin leather

Colors: 5

Brushed Leather Loafers

When in doubt, Moon says you can't go wrong with a classic Prada loafer: "It's a refined and chic option."

T&C's Fashion and Accessories Director Dania Lucero Ortiz agrees. "The notched effect of the welt gives off the appearance of a hand-crafted touch, while the distinct triangular logo gives a subtle nod to the luxury of the piece," she says, adding that shoe "will long reign as my tried and true."

Size Range: 5-13

Material: Leather

Men's Horsebit 1953 Loafer

Name a more classic loafer than the Gucci horsebit. Moon says the "signature horsebit detail is a nice elevated touch for a luxury shoe without logos."

Size Range: 6-13.5

Material: Leather

Colors: 2

Mario Velvet Loafers

Heading somewhere formal this season? "Velvet loafers have become a popular evening loafer and are perfectly paired with a tuxedo or dinner jacket," says Moon. The stylist is a fan of this navy pair from Manolo Blahnik and calls it "a good investment if you attend black tie events."

Size Range: 5-13

Material: Velvet

Colors: 3

Wilde Chestnut X White Penny Loafer

"For the more fashion conscious shopper, Duke + Dexter's two-toned loafers are a nod to the classics with a bit of an edge," says Moon.

One reviewer writes: "Absolutely in love, fit like a charm and with the amount of complements I’ve gotten has been great. Great work team!"

Size Range: 8-14

Material: Italian leather

Colors: 2

Mens Larson Easy Weejuns Loafer

If it's classic you want, it's classic you get with G.H. Bass, the brand behind the first-ever penny loafers.

One reviewer raves: "Hands down one of the best loafers you can find! Extremely soft, feeling like a glove on your feet, very easy to manage, and travel with. Became my go to shoe this fall!"

Size Range: 7-13

Material: Leather

Colors: 3

Adrian Leather Platform Tassel Loafers

"For a more contemporary approach to this very classic shoe, Dr Martens's loafer with a thick rubber platform gives some extra height," says Moon.

One reviewer says: "I absolutely love this pair!! It gives me such a boost in height in a conspicuous manner:) The leather is so smooth and durable! It is simply incredible!"

Size Range: 6-14

Material: Leather

Haddock Loafers

Bottega's signature Intrecciato weaving combined with a hint of height? What could be chicer?

Size Range: 40-45

Material: Leather

Pierce Leather Penny Loafers

A polished pair that can go from boardroom to a black-tie event with ease.

Size Range: 5-16

Material: Leather

Moccasin with Gancini Ornament

For a casual daytime pair, Moon recommends opting for suede. And who better to turn to for that than Ferragamo?

Size Range: 5-11

Material: Suede

Colors: 7

Nuovo Gommino Driving Loafers

For a comfortable loafer that doesn't scrimp on style, might we suggest the humble driving shoe? Tod's iconic Gommino features pebble outsoles for extra grip and a supple suede upper that exudes elegance.

Size Range: 4UK-12UK

Material: Suede

Colors: 3

Leather Penny Loafers

Thom Browne updates that classic penny loafer with textured grained leather, and we wouldn't expect anything less from the designer. It's subtle but certainly won't go unnoticed.

Size Range: 7-12

Material: Grained leather

Parham Leather Penny Loafers

Simple black penny loafers with discreet lug soles will surely be the pair he turns to again and again for years to come.

Size Range: 8UK-12UK

Material: Leather

Men's Modern Classics Penny Loafer

Cole Haan's take on the timeless penny loafer is a workhorse: wear to the office, wear to dinner, or dress it up with jeans and t-shirt.

One reviewer writes: "Classic style! Comfortable from the first wear. Looks great with suits, khakis or jeans."

Size Range: 7-13

Material: Leather

Colors: 3

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