The Most Comfortable Loafers for Men

What to Look for in a Comfortable Loafer

There are as many different types of loafers for men as there are styles with which to wear them. Styles have changed dramatically over the last several years, but the loafer has managed to stay relevant thanks to its classy yet functional uses. Choosing the right loafer for you can often vary based on how and where you plan to wear them though there are a few other key considerations. Let’s take a look at some of the characteristics of the most comfortable loafers for men.

The most important of these considerations is the fit of the loafer. Because they are so functional, you are as likely to slip on a pair of loafers for a semi-formal event as you are for a Saturday afternoon visit to your in-laws. Ensuring that your loafers minimize rub is very important especially with the current style of going sock-less or wearing a sock which exposes most of your ankle

Additionally, it’s important to remember that loafers often come with a heel. If you’re already on the tall side or you just don’t prefer an additional ½ inch or ¾ inch heel, factor this in when making your buying decision.

Where Can You Wear Loafers?

Besides being a great looking pair of shoes, the best thing about loafers is their versatility. Socks with loafers has become increasingly difficult to pull off though that is slightly less true for formal or semi-formal events. However, even in situations such as these, think weddings or a job interview, going sockless can still be appropriate with the right pair of pants. This assumes that your loafers are leather and a classic color, like brown or black.

The reality is that a loafer could be appropriate for nearly any occasion if worn properly. Even if going for a casual look, perhaps that which might suit an afternoon walk through the city or brunch, loafers are up to the task. Whether paired with a blazer or t-shirt, loafers will always be a smart choice.

Giorgio Brutini Men’s 17603 Slip-On Loafer

These slip-on loafers are actually defined as smoking loafers due to the lack of a moccasin-like upper stitch and a couple of other subtle features. Though not as formal as other loafers, these Giorgio Brutini’s smoking slip-on loafers are not short on class nor comfort. The upper velvet portion of the shoe and the embroidered design screams old-world style. They find themselves on a list of the most comfortable loafers for men thanks to a quilted interior which provides a place for your feet so pleasant, you might not want to take them off. The only downside to these loafers is that you might have trouble pairing them with a suit.

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Florsheim Men’s Jenson Bit Ornament Slip-On Loafer

These leather slip-on loafers come with an increased number of options for wearing them placing them firmly in the list of the best loafers for men. Furthermore, despite the insistence of some, these loafers are designed be worn without socks, if the wearer preferred. They feature a metal “horse bit” on top for design. Despite the stylish design and sleek appearance, these are less than ideal for walking or wearing for extended periods of time. This is due to the fact that the flexible sole offers little protection from whatever you might be stepping on and perhaps less than adequate padding from a hard ground.

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Calvin Klein Men’s Menton Casual Loafer

Calvin Klein’s Menton Loafers come in three colors including the really stylish White Tumbled Leather with brown sole. The white version is a true white rather than a less stylish cream color. The matching possibilities are limitless with these loafers. The Menton Loafers are prime examples of leather loafers for casual occasions that can also work for formal situations. The stitch detail and man-made outsole and lining add a classy yet personal touch. However, be prepared to buy a half size up, these run small and slim.

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IZOD Men’s Edmund Penny Loafer

These penny loafers are definitely one of the most comfortable loafers for men thanks to an incredibly soft memory foam cushioned insole that makes it a breeze to spend all day in these great looking shoes. As you might expect, considering that these loafers are available at a reasonable price, the leather is synthetic. But don’t worry, the design is still a step up from some other designs which means they’re a great pairing for a formal occasion. Like most penny loafers, they’re a little more dressy than other styles of loafers.

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Tommy Hilfiger Men’s Davey Penny Loafer

Tommy Hilfiger’s Davey Penny Loafers accomplish that perfect balance of functionality, style and class. They are, in essence, a casual penny loafer that can be dressed down and yet they are still appropriate for formal situations. A loafer like this is definitely one of the best loafers for men and a staple of the closet of today’s man. Sizing is often the only drawback for great shoes and that is the case here. They run a bit large. This is especially important to remember if you are ordering online.

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Crocs Men’s Santa Cruz 2 Luxe Loafer

If you’re surprised to see a shoe from Crocs in a list of the most comfortable loafers for men, you’re not alone. However, overlooking these loafers would be a mistake. Clearly far from ideal for the most formal of situations, they are perhaps the best shoes on the list for casual situations that might require you to be on your feet for extended periods of time or in less than ideal conditions. This is due to Crocs proprietary Crosslite material which makes them soft and lightweight yet durable.

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Sperry Top-Sider Men’s Navigator Penny

Loafers with a heel seem to be a bit more formal and Sperry’s Navigator Penny Loafers have a minimal, rubber, heel-less outsole that while durable, does diminish some of the dressiness of the loafers. However, it would seem that Sperry’s aim is less to make a dressy shoe and more to make one of the most comfortable loafers for men while remaining fashionable. Sperry accomplishes this with a foam footbed that not only provides a more than adequate cushion but also allows for breathability. Furthermore, the hand sewn stitching adds to the styling.

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Conclusion

Choosing leather loafers for casual occasions can be tricky and accessorizing them can be even trickier. Check out our wrap up of the coolest back packs and our selection of awesome satchels in order to mix and match your bag with your loafers.