40 Stylish Men’s Pants That You'll Actually Want to Wear

best pants for men
The 40 Best Men's PantsCourtesy of Retailer

OF ALL the items in his closet, a good pair of men’s pants is the most important. It’s not because he’ll need a lot of them—many guys will wear some of the best pants for men until the crotch blows out or the knee rips through. They’re important because of how often they’re worn. The right pair of men’s pants is a frequent companion, a calling card, and an assistant. The wrong pair is a hindrance. Whether it’s a pair of jeans, khakis, workout pants, or even workwear pants, you’ll be spending a lot of time in them, relying on them to both endure and to make you look like you should.

The best men’s pants fall into categories. We’ve seen plenty, and we’ve assembled our favorites in each. Whether you’re looking for Japanese selvedge denim or high-tech joggers, we’ve got you covered. The hardest part is picking. Wearing them over the coming years is easy.

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Sweatpants

The original athleticwear, for years this was as tech as guys would get. They hit heavy bags and drank raw eggs. Times may have moved on, but this piece elicits those old days that bred hard men.

Read more: Best Sweatpants for Men

Joggers

At one point, joggers were supposedly for jogging. Now, they’re more athleisure: something you might work out in, but probably never do. They emote a sporty and youthful look, and they’re great for casual days, quick strolls to grab takeout and low-stakes errands.

Read more: Best Travel Pants for Men

Workout Pants

Just because the summer is gone doesn’t mean you have to start gaining weight like a bear preparing to hibernate. Workout pants allow you to sweat outdoors in the colder weather, while their slim fit stays out of the way. Let is snow—you’ll be ready.

Read more: Best Men's Compression Pants

Selvedge Denim

Cuts come in and out of vogue, but great denim is timeless. Every man should own one pair of selvedge denim, in a dark wash, purchased new and then worn until the wheels fall off. It will take weeks of uncomfortable sitting and odd creasing behind the knees. But like a butterfly wriggling out of its cocoon, on the other side of this will be the most comfortable pair of jeans you’ll ever own, since it’s worn in to your specific body. Don’t scrimp, since quality fabric and years of longevity shouldn’t come cheap.

Read more: Best Jeans for Men

Heritage Denim

An American original, blue jeans were once thought of as a valuable Cold War weapon. They’ve become iconic through Springsteen and Dean, emblematic of movements, and blamed for both society’s ills and strengths. The picks in this list pay homage to the style’s history, with a direct tie-in for the guy who sees himself as a continuation of a legacy.

Read more: Pants Style Guide for Men

Flex Denim

Hey, we get it: Sometimes you just want a jean to move with you. So forget about committing weeks of discomfort to a pair of pants before they release; these three jeans are comfy from first wear. With flex enough to run a marathon (it’s been done), they’ll more than get you through a big lunch or a long day with no complaints.

Cargo Pants

The cargo pant was born out of necessity: military men needed somewhere to stow their gear. While they style may have since transitioned to civilian life, its function remains, while its style borrows on the wartime bravery of the past. More casual than khakis, they carry their own history (as well as all your stuff).

Read more: Best Cargo Pants for Men

Khakis

In days past, it was hard to wow with khakis. They were a staple, and a boring one. Then makers incorporated flexible fabrics, brighter colors, and better fits. Suddenly, you can see yourself wearing khakis even if you didn’t have to. If you’ve been dragging your heels, they’re more affordable than ever before.

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Chinos

One of the maxims in menswear is that chinos are really just beat-up khakis. The implication is clear: Your favorite chinos are less tidy, more comfortable, and a tick or two more relaxed than what you might wear in a buttoned-up office.

Read more: Best Chinos for Men

Work Pants

Every guy needs a pair of pants reserved for dirty jobs. Maybe you’re rebuilding a transmission; maybe you’re just changing your oil or completing home improvement projects. Regardless of your expertise, a pair of work pants will save your nice pants for the night out.

Read more: Best Work Pants for Men

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