How to Wear Shorts (and How Men's Shorts Should Fit)

Wearing shorts is one of the best ways to stay cool and casual when it’s hot outside. Here’s how to wear shorts properly (and how your shorts should fit).

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Shorts are perfect for weekend shenanigans, dog walks, the beach, the pool, barbecues, picnics, romantic walks in the park…you get the point.

Shorts are inherently casual, but that doesn’t mean they have to look adolescent and sloppy. So why do most men look so bad wearing shorts?

Well, they’re just not wearing them correctly. Their shorts don’t fit properly, and they’re not wearing the right styles.

This guide teaches you how to avoid these mistakes so you look amazing wearing shorts, just like the laid back, stylish gent you really are!

How Men’s Shorts Should Fit

To make sure your shorts flatter your body type, you need to pay attention to the length AND the width (the leg opening).

Let’s start with the length…

Shorts Length: How Long Should Men’s Shorts Be?

Just like with swim trunks, it’s crucial that your shorts don’t go past your knees.

They should stop at the top of your kneecaps (at the longest).

I like my shorts a little shorter, so most of my short stop 2-3 inches above my knees. This is a matter of personal preference, but I don’t think any man looks good with shorts that go past his knees.

Just like pants, the length of your shorts is measured along the inseam. The best length for men under 5’9″ is 7″.

Anything longer than that will most likely be too long, although you can get away with 9″ shorts if you like them a little longer.

If you’re under 5’5″ or just want to show a little more thigh (highly recommended) you might want to wear 5″ shorts instead.

Shorts Width (Leg Opening)

After wearing shorts that are too long, the second most common mistake that guys make is wearing shorts that are too wide.

Just like pants, many mass-manufactured shorts will be too wide through the leg. Unless you have thick legs, you’ll need to look for “slim fit” shorts or get your shorts tailored.

You want to avoid the trapezoid silhouette – where your shorts are wider at the bottom than the top. This happens when the leg opening (or circumference) or your shorts is a lot wider than the circumference of your leg.

It creates a bottom heavy silhouette, just like when women wear loose skirts. Great for them, bad for us.

Plus it makes your legs look thin and weak because they’re being swallowed up by your shorts.

Instead, try to achieve a nice gentle taper that follows the line of your body:

Your shorts don’t have to be skin tight. They should be fitted and comfortable, and you should be able to move around.

Make sure you there’s a little wiggle room between the fabric and your skin, but not more than a couple of inches.

Slim Fit vs. Classic Fit Shorts

One easy way to ensure your shorts aren’t too wide is by looking for “slim fit” on the label. This difference in cut seems subtle, but it makes all the difference.

Unless you have big thighs and hamstrings, slim fit shorts will probably be your best option. Remember, most U.S. brands are making shorts for the average American guy (who’s about 5’9″ and slightly overweight).

On top of that, most American men like looser fitting clothes, so “classic fit” (or straight leg) shorts are going to have plenty of room through the leg and a wider leg opening.

Slim fit shorts will have a slimmer thigh and a bit more taper down to the leg opening.

Remember: not all slim fit shorts are created equal. There’s no universal definition of slim fit, so different brands offer different silhouettes.

The best way to figure out which brands work for you is to try them on. Most brands, like Amazon and Bonobos, offer free shipping and returns, so it’s easy to try on a few pairs at home, then only keep the ones you like.

Make Your Shorts Fit Better

Just like pants, shorts can be hemmed. Or, if you don’t want to pay the tailor tax, you can also just roll your shorts up.

When trying on shorts, it’s most important that they fit in the seat and crotch. Everything else can be fixed (including the waist).

You can also get them tapered for $15-25 and have the waist adjusted by 1-2″ either way.

Men’s Shorts Styles & Aesthetic

You can wear whatever you like, but if you’re going for a somewhat mature and timeless look, here’s a quick list of what to avoid:

• Cargo pockets
• Large, bold patterns
• Bright, saturated colors
• Obvious branding/logos
• Distressing (tears, rips, holes, stains)

Stick with solid colors and small scale patterns or prints. For example, if you like polka dots or floral prints, that’s totally fine. Just make sure they’re small in scale (small dots or flowers).

Solid colors like tan, khaki, black, navy, grey and olive are always a safe and classy choice. If you’re not sure which colors work best, check out our guide to neutral menswear colors.

When in doubt, a pair of khaki chino shorts is a solid option that will go with almost any shirt.

Men’s Shorts Outfit Ideas

Need some stylish inspiration? Here are some examples of guys looking great in shorts:

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Now you know how shorts should fit and how to wear shorts, you might be thinking, “Hmm, I could use a new pair of shorts…or three.”

I’ve got you covered!

Where to Buy Men’s Shorts

There are so many great places to buy men’s shorts – especially chino shorts and tech shorts – it’s hard to list them all. Here are a few of TMM’s current favorite brands:

If you’re looking to revamp your shorts collection and find a new brand that’s perfect for you, I recommend ordering a few pairs off this list.

Once you find something that fits, order a couple of different styles and colors, then you’ll be set for a while!

What’s your favorite pair of shorts? Leave a comment below!

Essential summer style simplified.

Summer is here, and that means it’s time for shorts, that piece of clothing that you’ve struggled to get just right since you were in high school. Men’s shorts have seen some serious changes in the past two decades in terms of appropriate length and width, but there are some timeless dos and don’ts that every man should know.

Yes, you can look good in a pair of shorts no matter your build or height. And as always, you don’t have to go broke to look smooth this season. If you’re on a budget, three pairs of shorts can get you through the summer. Read on to find out which shorts to snatch up and which ones to leave on the rack.

How Men’s Shorts Should Fit

What is an inseam, and why should I care?

One of the most important factors when shopping for summer shorts is the inseam. The inseam of a pair of shorts is the length of the seam between the bottom of the crotch and the bottom of the shorts. Unlike pants which come in a wide range of fits like slim, skinny, relaxed, and so forth, shorts are primarily offered only by inseam length.

A good rule of thumb is to have the bottom of your shorts rest one to three inches above your knee, and this typically means you’ll be between a 7-9” inseam.

How to Measure the Inseam on Shorts

However, don’t get stuck on specific numbers: A lot of this comes down to the length of your legs. I’m 5’9”, and I have a long torso and short legs, so I find that a 7” inseam suits me because it’s proportionate to my body. For a taller guy with longer legs, the 9” inseam might be the better bet. Anything under 7” and you’re risking showing more than just your legs. Anything longer than 9” and you’re risking looking like a skateboarder from 1996.

The bottom line here: There is no one-size-fits-all, so try them on. Start with a 7” or 9” inseam and figure out what looks right on you.

The inseam length of your shorts should be based on your body and shape, to achieve a look similar to:

How slim should my shorts be cut?

How slim or loose your shorts should be comes down to the shape of your body and specifically your legs. If you have slim legs, you probably need a slim pair of shorts. If skipping leg day is anathema to you, and your quads are epic, then you may need shorts that are cut a bit wider.

To be clear, don’t go to the extreme either way: if your shorts are so tight that onlookers can see the outline of your package, then they aren’t fitted; they’re too tight. Grab a bigger size or find something wider cut. If your shorts are so loose that they don’t move with your legs, then they’re probably too baggy.

A quick litmus test is the pinch the excess fabric on the outside of your leg. If there’s more than 1.5” of slack, the shorts are probably too big for you.

Since shorts aren’t offered in different fits, other than inseam, the only other variable you can alter is the waist size. If the shorts feel too baggy, confirm that the waist is as fitted as possible. Similarly, if you’re wearing the right size but the shorts feel too tight, you can size up in the waist to get more room everywhere else.

More of a watcher than a reader? Watch our animated guide! Subscribe to Primer on Youtube – 

Essential Colors, Fabrics, and Patterns for Men’s Shorts

Because summer is a time of sartorial simplicity, it’s important that each item you wear has intentionality behind it. Fall and winter are great times for style because layers and thicker fabrics are easier to create sharp looks with. In the summer, often times we’re limited to a shirt, a pair of shorts, and shoes. There’s no room for frivolity, so in the case of shorts, that means considering your best options for colors, fabrics, and patterns.

What color shorts should I buy?

Your best bet for a versatile smart casual summer wardrobe is to pick colors that are easily matched, which means nothing overly bright or saturated. The colors below are all excellent choices, but if you’re on a budget, you can’t go wrong with navy, British khaki, and charcoal. These three can easily carry you through a summer. Take a look at our graphic to see how just the color of your shorts can alter the whole look of an outfit.

When your outfit is comprised of only a few items, the color of shorts can completely alter the look:

What’s the best fabric for shorts?

Cotton is classic: it breathes well, and it’s just comfortable. But if you’re seeking better air flow and a more eye-catching drape, consider a pair of linen shorts. Linen is lightweight, cool against the skin, and it wrinkles in a way that looks outstanding (Wrinkled cotton: sloppy. Wrinkled linen: chic).

Linen shorts are the perfect vacation choice because the last thing you need to worry about is busting out the iron; give them a five-minute fluff in the dryer and then let the wrinkles form where they may. Seersucker, ripstop, performance fabrics, and different fabric blends (think lightweight golf shorts) are also great options to add some texture to your outfit. It's a big reason they're one of our 15 men's summer style essentials.

Patterned Shorts or Solid Colors?

Start with at least one pair of solid shorts: navy or gray/charcoal should be your top choices. If you want to introduce a pattern, keep it subtle. Light stripes (like a subtle seersucker) are a great pattern for shorts because they can add a little flavor to a solid t-shirt or polo. And while there is nothing wrong with a fun pattern (like little whales or flamingos) don’t make it your go-to pair. You want a fun pattern to be a once-in-a-while piece.

Should I Tuck My Shirt In When Wearing Shorts?

The short answer is no. The long answer is that tucking your shirt into your shorts really comes down to the length and type of your shirt as well as how dressy you need your outfit to be. Tucking your shirt into your pants is pretty common; hence, no one really pays attention to it either way. But when you tuck your shirt into your shorts, it intentionally changes the tone of your outfit, especially when it’s sweltering outside.

The Shirt Tucking Rules for Shorts:

T-Shirt

In general, it’s just a bad idea to tuck in your t-shirt regardless of whether you’re wearing shorts or pants. T-shirts are casual, so the very idea of tucking them in goes against their intended purpose. As trends go, the tucked-in t-shirt is increasingly showing up on the runway and with social media fashion influencers, but that’s fashion, so unless you’re physically on a runway or going for a more advanced fashion-y look, just leave it untucked.

If you just read that and were completely disconnected from the idea of “fashion” then that’s even more reason you don’t want to tuck in your t-shirt. The only people besides the fashion forward who tuck in their t-shirts? Old dads. So either way, tucking in your t-shirt is not the way to go.

Polo

Polos are designed for an athletic aesthetic, so tucking them in really doesn’t make a lot of sense unless you’re on the golf course or old enough to say you watched the moon landing in real time. Of course this can pose a challenge for guys with shorter torsos. If you don’t like the look of tennis tail of untucked pique polos, an alternative would be to choose a jersey polo with a flat (t-shirt-like) bottom, or knit polo that has a band on the bottom, which would remain untucked but offers a neater, more put together appearance

Read more: 4 Tricks for Wearing Polos If They Make You Feel Like a Dork

Button Up

As for tucking in a button up, we could go either way. And this really comes down to the length of the shirt and the occasion to which you’re wearing it. If it’s a shirt you’d ordinarily wear to work (meaning you’d wear it with pants), then it’s probably been cut long in the body; hence, untucked would look unkempt or baggy. If the shirt has been cut on the shorter side (which many companies are doing now for the sake of versatility), then leave it out.

If you’re going to a bbq, roll up the sleeves and leave the shirt untucked. If you’re going to lunch meeting, roll up the sleeves and tuck it in. Notice in both of those scenarios we told you to roll up the sleeves. Yes, you can wear a long-sleeved shirt with shorts, but it’s hot outside…roll em’ up.

What Shoes to Wear with Shorts

Shoes are the rudder of your outfit: they determine which direction the outfit is pointing on the spectrum of casual to dressy, and you probably already have quite a few of these options sitting in your closet. Keep in mind that regardless of which shoes you’re wearing, your feet are probably going to get sweaty. A pair of no-show socks or a quick sprinkle of Gold Bond can go a long way to keeping you dry.

Types of Men's Shoes to Wear with Shorts

Super Casual Shoes with Shorts

For the most casual look, stick with a nice pair of sandals (“nice” meaning they’re intended to be stylish, not for hiking) or sneakers (said sneakers should be made of canvas; your basketball or running shoes are for playing basketball or running).

Smart Casual Shoes with Shorts

If you want to step up the dressiness of the outfit a bit, then a pair of espadrilles (or Toms) are a good-looking and economical option. A pair of white leather sneakers or boat shoes (especially if you’ll be…on a boat) are also appropriate choices.

Read Primer's full guide to the summer sneakers we're wearing now.

Business Casual Shoes with Shorts

For a more formal occasion (a work event or a first date), your shoes need to set a dressier tone. Nisolos, driving mocs, suede venetians, or penny loafers are all excellent choices. Personally I prefer driving mocs: they’re insanely comfortable; they look elegant with almost any outfit, and they make for a great conversation piece: “Oh the tread on the back? They’re driving shoes. They were originally invented for wealthy Italians who didn’t want to wear out the soles of their shoes while driving…” See?

The shoes we wear with shorts determine if the outfit is casual or dressed up.

Summer Accessories to Wear with Shorts

With a limited clothing palette, create a polished look with these additions.

Accessories should complement your outfit, not distract from it. They should also be functional (with the exception of a leather bracelet if you’re really feeling yourself that day). Think classic, timeless looks.

A 38-40mm watch with a simple face, Wayfarer sunglasses, a woven belt – these accessories are inexpensive, serve a purpose, and will complete pretty much any casual summer outfit you can throw together while adding in another layer of texture or shine. And remember, subtle doesn’t mean boring. You don’t need people staring at your saucer-sized gold watch; you want them looking at your summer outfit as a whole package.

The Best Men’s Shorts to Start With

Our picks based on quality and fit, including some budget options from the best stores for affordable men's fashion.

Men’s Summer Outfits with Shorts

Here are a few outfits you can throw together this summer. You can see our full collection of outfit inspiration in our Getup series or view all of our summer style features.

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