15 of the Most Comfortable Loafers That Don't Sacrifice Style

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The ballet flat and its many iterations (Mary-Janes, driving shoes, espadrille flats, etc.) may be having their moment in the sun this spring, but the humble loafer is a seasonless staple that will never go out of style. As a life-long loafer wearer, I say that with absolute certainty because A) they're infinitely versatile (the outfit options are endless), B) they're preppy aesthetic adds instant polish without the effort, and C) their flat soles make them oh-so-wearable. None of that pinching of the toes, tearing up of the heels, or painful blister nonsense you might experience with other styles of footwear.

To help streamline your research journey, I am sharing some of my and my fellow T&C colleagues' go-to pairs, along with internet favorites, that require zero breaking in. Ahead, the most comfortable loafers guaranteed to be in heavy rotation year after year.

Jordaan Leather Loafer

There are loafers, and then there are Gucci's horsebit-accented loafers, which are in a class of their own. The epitome of a
"buy now and wear forever" pair.

Material: Leather

Size Range: 34-42

Colors: 5

Chocolate Brushed Leather Loafers

T&C's Fashion & Accessories Director Dania Lucero Ortiz is obsessed with Prada's Brushed Leather Loafers, which feature a walkable lug-sole platform, an elevated notched effect, and the maison's distinct triangular logo front and center.

"From school halls to the streets of New York City, Prada’s take on the classic design has allowed me to revisit my youth, and there's duality of then and now reflected in the loafers design," she previously wrote. "What was once sharp and slim has taken on a fuller figure with a more plush and modern appearance

Material: Leather

Size Range: 34-42

Colors: 2

The Andie Loafer

Not to sound like a broken record, but I love every shoe Margaux makes—especially its take on the penny loafer, which skips the signature slot in favor a minimal, puffed band detail. Style aside, the pair's plush footbed is insanely comfortable and akin to walking on clouds. Never have I experienced blisters or achey soles, and nor will you thanks to Margaux's array of sizes and width selections.

One reviewer writes: "My first Margaux shoes and I never felt like I was even wearing shoes! It’s so soft the to feet and it feels really custom made. The leather is smooth and the seams don’t rub in. I don’t feel tight pressure on the sides and it slides on perfectly. The cushion for the soles feel like slippers and the color is just how it is in the photo."

Material: Nappa leather

Size Range: 33-45 with Narrow, Medium, and Wide widths

Colors: 5

The Penny

A sister style to the Andie, Margaux's suede penny loafers count T&C's Deputy Digital Lifestyle Director Roxanne Adamiyatt as a fan.

"These come with a signature Margaux padded sole, so my feet are thanking me to say the least," she previously wrote. "But what is also notable is that because the suede is unlined, the shoe fits like a glove—and moves with you—so your arches (or lack-thereof) feel ultra supported."

One shopper says: "I love these shoes so much; I have them in FOUR colors. They are sophisticated and very comfortable."

Material: Suede

Size Range: 33-45 with Narrow, Medium, and Wide widths

Colors: 9

Driving Penny Loafer

Driving loafers are not only stylish, but they're also functional thanks to their signature nubby soles that offer extra grip.

One shopper says: "This shoe is the best, all-purpose, all-season go-to for everything from running errands to date night out... These are soft, pebbled leather, lovely."

Material: Leather

Size Range: 5-11.5

Colors: Variety

Whitney Leather Loafer

If it's a timeless penny loafer you want, it's a timeless penny loafer you get with the G.H. Bass Weejuns. (After all, its founder is the one who created style in the first place.) I recommend this two-tone tan and white version. Just imagine how good they'll look with jeans and denim skirts.

One shopper says: "Fit comfortably right out the box. I was surprised no breaking in required. I ordered my usual size in shoes. They are of course looser when I wear thin no-show socks, but still feel great. Definitely can tell it's a good quality shoe. Very cute classic look!"

Material: Leather

Size Range: 5-11

Colors: 6

The Vernon Loafer

You get it all with the Vernon: a polished penny silhouette, mini heel for a smidge of height, and Madewell's signature Cloudlift Lite padding for extra comfort.

One shopper says: "These loafers are great! They fit true to size and required no break-in time at all. I can wear them with socks, or just with little no-show liners. They don't gape or slide when I step/walk in them, and they don't squeeze my toes too tightly. They look great with pants and dresses."

Material: Leather

Size Range: 5-11

Brera

Koio's take on the loafer, featuring a classic penny slot across the vamp and stacked heel, is more than just a looker. It has a tech-foam insole that provides an ultra-plush feel.

One reviewer writes: "The loafer has an amazing profile. One of the most comfortable footwear I’ve experienced in a while. I will definitely purchase other products in the near future."

Material: Leather

Size Range: 5-11

Colors: 10

Bon Bon

Somewhere in between a moccasin and loafer, this supple pair can be worn two ways: the traditional way as modeled here or by converting them into slippers by pushing down the fully-collapsible heel cap. Plus, the beige is just as versatile as black, perhaps even more suitable for these warmer days ahead.

One reviewer writes: "The most comfiest loafers I have ever purchased! The material is soft, the fit is spot on and you can dress this up or down. It goes with everything. Very happy with these shoes."

Material: Leather

Size Range: 35-42

Colors: 2

Parker Lift Loafer

The lug-sole trend isn't going away anytime soon. Take the chunky style for a spin with these Stuart Weitzman's, which are lightweight, durable, and a breeze to walk around in.

One shopper says: "Stylish and so comfy right out of the box, Super soft leather. Love!"

Material: Leather

Size Range: 3.5-13

Colors: 2

The Alessia Loafer

With a higher vamp that covers the whole foot, Khaite's Alessia loafer is minimalist style that makes a major impact. Wear with barrel leg jeans, white wide leg jeans, dresses—basically everything you own.

Material: Leather

Size Range: 36-41

Colors: 2

Danielle Loafers

Want to zhuzh up your look without missing out on the comfort? Emme Parsons's artisanally-made croc-embossed loafers are your answer.

Material: Leather

Size Range: 35-42

Loraine Bit Loafer

Sam Edelman's Lorraine loafers have over 1000 reviews on Amazon with a 4.6 star rating. But if that's not enough to convince you, I can vouch for them too: They're wearable right out of the box, the leather is soft and supple, they come in endless colors, and the shoes are built to last. I've had mine for seven years and they still look good as new.

One reviewer raves: "I wore this to work and didn’t need to break them in. No pain, no rubbing, no injuries! In fact, I wore them for three days in a row just to make sure it wasn’t a fluke. I also appreciate that it is slightly cushy on the inside and not completely flat that I feel the ground with each step. The style is slightly tapered in the front, but are not considered pointy shoes. It’s modern and will go with any outfit easily. I have two pairs now and am thinking of adding more. Shoes that are stylish and don’t hurt me are hard to find."

Material: Leather

Size Range: 4-14

Colors: 20+

Sarafyna Iris

Want to know how dreamy the Sarafynas are to wear? They were literally inspired by the feeling of being barefoot. And the fact their designed to feel weightless with each and every step is nothing to scoff at either.

One reviewer writes: "The most comfortable shoes I’ve bought in a long time. I usually take a wide fit however the D fitting fits perfectly. The leather is so soft. The buckle is a strong feature and I’ve had lots of compliments about these shoes."

Material: Leather

Size Range: 5-11

Colors: 6

The Loafer

Rothy's sustainably-knitted loafers are super flexible, unbelievably comfortable to wear (shoutout to the plush insoles!), and even machine washable. It's no wonder the internet is obsessed with the brand.

One shopper raves: "Comfortable, the colour goes with everything, easy to maintain. What's not to like?"

Material: Knitted from recycled water bottles

Size Range: 5-13

Colors: 6

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