What comes to mind when you think of stylish shorts? Well-fitting. Slightly above the knee length. Classic fabric and design.

The best men’s shorts should be as well-cut and well-made as your favorite pair of trousers — it’s 2019 after all, and that’s within the realm of possibility.

Consider the alternative. You’ve seen it. Baggy, sloppy cargo shorts that we’ve all worn (some — myself included! — for far too long).

But the rules of wearing shorts are a bit different nowadays. Shorts are no longer the last resort, throw-it-on-and-hit-the-road move they might have been in the past.

No sir, the best men’s shorts for summer have just enough personality and style to work for any guy. Even if you don’t consider yourself a “shorts guy,” we’re here to change your mind. In fact, the best men’s shorts have a tailored fit to rival that of your favorite chinos, not to mention construction that is every bit as high-quality.

We wouldn’t go swapping in shorts for chinos in every outfit… but we would definitely recommend you wear these shorts with classic summer style staples, from a navy polo and white sneakers to a grey slub tee and leather moccasins. Your shorts just got a serious upgrade, gentlemen.

American Trench Linen Drawstring Shorts

American Trench Shorts

There’s more to the best men’s shorts for summer than meets the eye. Take these linen shorts from American Trench — they’re as easy-going and laid back as a long summer day. Yet the vertical stripes and the washed European linen fabric add a little something else to the mix.

These are the shorts you wear with a navy camp-collar shirt and brown leather shoes to kick back at a summer cocktail party. $75

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Bridge And Burn Parker Shorts

Bridge and Burn Shorts

Our favorite Pacific Northwest brand comes through with a pair of durable, adventure-ready shorts primed to be worn on your next hike – the Bridge and Burn Parker Shorts.

Outdoor exploration not your jam? In a neutral color and tailored fit, you can easily wear these with a white slub polo and navy low-top sneakers to grab a beer at your favorite bar. $88

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Flint and Tinder Weekend Shorts

Flint and Tinder Shorts

Where and when do you wear the best men’s shorts for summer? Casual style situations on the weekend… correct? If so, here’s your favorite new pair.

Kick back on your patio with the American-made Flint and Tinder Weekend Shorts? Swap out your leather belt for… no belt at all. It’s the weekend. $78

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Faherty Brand Malibu Shorts

Faherty Shorts

We turn to Faherty Brand for breezy summer shirts, perfectly garment-washed pocket tees, and now … a heck of a pair of stylish men’s summer shorts. Channel a bit of SoCal energy with coconut buttons, a reliably tailored fit, and premium chambray detailing.

These are nothing like the khaki cargo shorts you wore back in the day — they’ve got the chance to be your new favorite shorts, in fact. $98

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Relwen Flex Field Shorts

Relwen Shorts

Perhaps you know Relwen for the brand’s handsome military-inspired outerwear and shirt jackets. But take a pair of the Relwen Flex Field Shorts for a spin this summer and you’ll likely meet your new favorite all-year brand.

We like the classic “Lawn Green” color and the breathable fabric. They’re easy to wear with high-top sneakers and a white tee for a serious dose of classic summer style. $158

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Corridor Rinsed Indigo Herringbone Shorts

Corridor Shorts

Is it worth it to splurge on a pair of summer shorts? Absolutely — if they’re made by hand in a beautiful fabric like these Corridor Rinsed Indigo Herringbone Shorts.

These are statement-making shorts that are still subtle, made to pair with a white linen short-sleeve shirt and leather moc shoes for a breezy summer cookout or park stroll. You can be sure that you’ll be the best-dressed guy around. $148

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What’s your favorite pair from the above list? How do you style your go-to summer shorts?

Got a question? Hit me up!

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