The 5 Best Men’s Shoes You Can Wear Comfortably All Day Long

Let’s face it: as great as they may look, traditional men’s shoes aren’t always the most comfortable choice for prolonged wear. Stiff soles can cause foot pain within hours, and certain leathers and materials can be unforgiving during the break-in process.

The good news is that you don’t have to settle for discomfort. There are a number of great looking options available today with characteristics that make the shoes ideally suited for all-day use.

Below, FN has done the let work for you, curating a wardrobe of looks that will take you from weekday to weekend and day into night.

1. Cole Haan 2.ZeroGrand Laser Wingtip Oxford


Far from your ordinary wingtip, Cole Haan’s 2.ZeroGrand Laser Wingtip Oxford is cushioned with the brand’s signature Grand.OS midsole, which requires little to no break-in period.

Cole Haan 2.ZeroGrand Laser Wingtip Oxford
Cole Haan 2.ZeroGrand Laser Wingtip Oxford
CREDIT: Cole Haan

2. Brandblack Future Legend Boot


If you’re seeking a style that will both stand out and stay comfortable, check out Brandblack’s Future Legend Boot. Its unique construction will turn heads, while a midsole derived from the brand’s basketball shoes ensures long-lasting comfort.

Brandblack Future Legend Boot
Brandblack Future Legend Boot
CREDIT: Nordstrom

3. Danner Feather Light 917


Danner’s Feather Light 917 offers the protection of a boot without the cumbersome weight you’ve come to expect from winter footwear.

Danner Feather Light 917
Danner Feather Light 917
CREDIT: Danner

4. Clarks Tunsil Mid


Part sneaker, part lace-up boot, the Clarks Tunsil Mid is as versatile as it is comfortable, thanks to the brand’s Cloudsteppers technology.

Clarks Tunsil Mid
Clarks Tunsil Mid
CREDIT: Clarks

5. Rockport DresSports Lite 2 Oxford


Part of Rockport’s comfort-focused DresSports line, this oxford features the brand’s truTech shock absorbing insoles and an EVA outsole for enhanced comfort.

Rockport Dressports Lite 2 Oxford
Rockport DresSports Lite 2 Oxford
CREDIT: Rockport


All products featured have been independently selected and curated by our editorial team. If you buy something through the links included on our site, FN may earn a commission.  

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