With the summer months comes a necessary adaptation in our wardrobes. Thick knits and outerwear get filed into the back of the closet, while t–shirts, lightweight men's shirts, and shorts take center stage.
While it’s true that higher temperatures tend to loosen dress codes across the board (think of the unstructured linen tailoring found at beach weddings), dressing with taste and intentionality is a priority in every season, and to a lot of guys, shorts can seem too casual, or even a little childish. This misinterpretation of shorts’ versatility and stylistic capabilities can lead to summers spent sweating it out in jeans and chinos–a fate we wouldn’t wish on anyone.
So whether you’re already an advocate for shorts or still view them with some sartorial suspicion, this in–depth guide will help you find a new appreciation for this timeless and practical garment and make the most of your shorts for many summers to come.
Types Of Men’s Shorts
When it comes to shorts, versatility is key. The right pair depends on where you’re headed and what the day has in store. Classic cotton shorts—such as a chino short—offer a balance of durability and comfort, breaking in over time for a fit that feels personal.
Linen shorts or hemp shorts are the go-to for warm weather, offering a lightweight, breathable feel to keep you cool when the heat sets in. For a more function-forward option, canvas shorts—like our rugged Camp Short—bring extra durability to the mix, built for easy movement with materials that hold up to wear. Whether you’re after an easygoing drawstring pair, a tailored chino, or something built for the outdoors, the right short can help you make the most of any warm-weather occasion.
How Should Your Shorts Fit?
To preface our answer, if you like the way your shorts look and feel on you, then wear them that way. Clothing is meant to (on top of being durable and useful) help us look and feel our best. If short and tight or long and baggy shorts make you feel confident, then do you, man.
For the guys who want some pointers, here’s how we define the perfect fit.
Your shorts should fit well around the waist and, in most cases, sit right at the hip. A higher rise is acceptable for some styles of chino shorts, and a slouchier fit around the waist is fine for casual drawstring shorts, but exercise both extremes with caution.
As for length, your shorts should hit somewhere between your mid–thigh and your knee. What length looks best on you will depend on your specific leg shape and size, but generally speaking, refrain from any shorts that hang past your knees (these shorten the look of the leg and give off a generally messy vibe) or options that are revealingly short. We don’t want to be worrying about possible “wardrobe malfunctions” every time we sit down.
As far as how snug shorts should be, we follow the same rules as we do with pants. Opt for something with room for comfort without being too shapeless and baggy. While fuller–fit styles are en vogue right now, part of what makes a style timeless is its silhouette. A short that is either skin–tight or excessively roomy will result in an unbalanced silhouette and an unflattering accentuation of your legs, making them look like stuffed sausages in the former case and twigs in the latter.
How To Style Shorts
While shorts are generally more casual, with a little creativity, they can accommodate a wide range of styles to match just about any warm–weather occasion.
The Go–To Combo
Sometimes, the most effective solution is the simplest one. The timeless combination of shorts and a tee shirt is a consistently comfortable option for casual, everyday wear. While this recipe goes great with any kind of shorts, the textured finish of linen or hemp shorts will contrast well with your cotton t–shirt, resulting in a more interesting (though still simple) outfit. Pair with sneakers, sandals, or mules. Flip–flops are acceptable if you plan on being near a body of water, otherwise leave them in the beach bag, brother.
Sharp Summer Style
For a cleaner look that works well on a night out or even in some offices, we recommend pairing chino shorts with a collared shirt. You can go for a short–sleeve button–up, a classic Oxford shirt (preferably with the sleeves rakishly rolled), or even a polo, but we recommend leaving all of them untucked to avoid looking stuffy. Finish this look off with some loafers and your favorite timepiece–done and dusted.
Vacation Vibes
You don’t need to actually travel anywhere to dress like you’re on vacation. The laid–back, texture–rich style of cabana bars and white sand beaches is a great look for everything from night on the town or a weekend coffee run. Better yet, the recipe is as easy as can be.
Start with linen or hemp shorts, add a camp shirt, and finish with your favorite pair of shades. The open collar and natural, airy fabrics offer a perfect balance of casual and collected, giving off that je ne sais quoi that snakes people ask themselves, “Does he have a place in the Caymans?”
Adventure–Ready
Summer isn’t all beach loungers and pool noodles; it’s also a prime season for adventure in the great outdoors. Be it hikes, bikes, kayaks, or climbs, a trusty pair of cargo shorts will take you far. We like to pair ours with a t–shirt or collared work shirt and a light piece of outerwear over top (preferably something rain–resistant). If you’re feeling bold, go for the “shorts and boots” look, or play it safe with some hiking shoes or trail runners.
Mixing Seasons
This look is geared toward cooler summer days, brisk evenings, or as a go–to during those tricky transition months. It’s a straightforward, comfortable combo that any guy can pull off. Just match up your favorite shorts (in this instance, almost any shorts will work) and pair it up with either a sweater or sweatshirt. The heavier knit top creates an interesting contrast with the shorts, resulting in an effortless yet intentional appearance. We like to wear this outfit with sneakers, but loafers work as well if you want to snazz it up a bit.
Explore Our Offerings
Offering a wide range of styles and fabrications, our roster of shorts is fully outfitted to get you through whatever the season has in store. Explore our purpose–built assortment, snag your favorites, and love them for many summers to come. Cheers.
