Skip to main content

How pants should fit: A must-read guide for men

Make sure your pants always fit properly with these tips

Man sitting on a motorcycle
Abigail Keenan / StockSnap

Pants are the unsung hero of your day to day. The right pair of dress pants can keep you looking stellar and ready for anything the office can throw at you. If you are looking to keep it casual and cool, a good pair of jeans will have you walking the path that some of the coolest bastions of Americana walked before you. And for somewhere in between, you have chinos that can keep you bridging the gap between dressy and casual. Of course, none of that matters if your pants don’t fit correctly.

Like everything we write about on The Manual, there are different rules and guidelines for you to live by. And there are some others that you can completely throw aside and rock something different.

Man in jeans on bridge
K.C. Stone / The Manual

Baggy vs. relaxed vs. slim-fit pants

Back in the 1960s and 1970s, polyester pants started fitting pretty tight and showed off the physique of the man wearing them. Then in the 1980s, denim followed suit. The jeans of the era of the hair bands were tight and cuffed. The 1990s ushered in a new era of baggier fits and a more relaxed feel throughout the entire outfit, particularly the pants.

Recommended Videos

Then, around the turn of the century, they got slimmer and slimmer until they were seemingly painted on in the last few years. Now, we are seeing a resurgence of the relaxed fit. It can get confusing to follow the trends of how pants should fit if you’re not in the know, but we have you covered. 

Man in full suit sitting on the floor
G-Stock Studio / Shutterstock

What to keep in mind about the best-fitting pants

Simple is often better in the world of pants

Whether they’re your best-fitting jeans or chinos from one of our favorite brands, like Bonobos. It’s all about finding the fit that works for your body type, but in general, your pants shouldn’t be too baggy, and they shouldn’t be too slim. This differs for everyone, but avoid super wide-legged pants or super skinny trousers. Too slim or too baggy means you are following the trends a little too closely and will have to keep buying new pieces. That’s great for Bonobos but not your wallet.

Proper sizing counts

When shopping for pants, even if you have larger, thicker legs or a more athletic body type, try to stick as closely as possible to your proper waist size, as well as your proper inseam length. The inseam runs from the crotch seam to the bottom of the leg: You can determine your inseam by going to a tailor or even a dry cleaner or alterations specialist and getting this measured, or have someone at home help you out. Use the wrong measurement, and you’ll end up with pants that are too short or too tight. Remember: We’re going for “just right,” not too tight or too baggy. 

Different types of pants fit, well, differently

While it’s important to keep your proper sizing in mind when shopping for any pair of pants, keep in mind that dress trousers, often made from wool fabric blends, are going to hang differently than jeans, for instance. Your dress trousers should be cleanly cut, but not as slim as your jeans. Chinos, without the typical creased front leg you’d find on dress trousers, are going to more closely mimic the fit of your jeans. When in doubt, know that straight-leg jeans or chinos look great on most guys, but slimmer cuts tend to flatter taller gentlemen. 

Man sitting on couch with legs crossed
The Lazy Artist Gallery / StockSnap

Finding pants that fit you

Shop for your body type

In the world of men’s pants, some serious strides have been made in recent years. Nowadays, retailers from J.Crew to Bonobos stock multiple types of fits in terms of pants, from Slim to Tailored to Straight (and different variations on each). There are also big and tall brands with extended sizing, and you’ll also find companies like State & Liberty that specifically make athletic-fit men’s trousers.

There’s a variety out there for every body type, but again, it always pays off to know your sizing and shop accordingly. Keep in mind, however; every brand uses a different ruler. And what modern fit means for one brand means regular fit for another. Make sure you do your research and either try them on in the store to learn your fit with each brand or take advantage of the size guides provided on most of their websites. 

Comfort is key

When you find the right fit in a pair of pants, you know. The waistband should be snug but not overly tight (a good rule of thumb: You should be able to place a finger or two comfortably between your waist and the waistband). The pants shouldn’t be sliding down or off your waistline. The inseam should have a relatively clean “break” (look for pants that hit the top of your shoes without bunching up or showing off too much ankle). And the crotch and seat of your pants shouldn’t be overly tight. What is the best way to figure out how your pants should fit? A matter of trial and error and a matter of comfort at times. You should be able to sit and stand comfortably, too. If they feel good, wear ’em.

Know your style situations

If you’re looking to stock up on multiple pairs of pants at once, consider how often and in what situations you’ll be wearing said pants. Do you need stretch chinos for office and business casual outings? Or are you able to pull off jeans at the office and around town on dates or with friends? Keeping your most-used style scenarios top of mind will allow you to plan accordingly when it comes to finding great-fitting men’s pants.

Man sitting on a step adjusting his tie
William Stitt / StockSnap

How specific types of pants should fit

As stated above, different pants will have different fits that look good and will work best for you and your closet. Before buying all of your pants in the same fit, consider the kind of pants and the type of situation that you will likely wear them for.

Jeans

These pants will run the gamut of fits and styles as they will likely be the ones that lend themselves easiest to the trends of the day. If you buy into the ultra slim fits or the ultra relaxed fits, you will find yourself purchasing denim more often than you really want to. Therefore, it’s important to keep a core collection of denim that is right down the middle.

Ensure that your denim pants sit where they are comfortable — oftentimes for men, we like to wear them on our hips instead of our waists. You will want to keep them relatively close fit on your thighs and upper legs while opening slightly to allow them to cover the tops of Chelsea boots, rugged footwear, or other high-topped shoes. Your dark dress denim should fit the cleanest of the rest (sit cleanly on your hips or just above them and not a lot of extra at the shoe tops) since you will wear them in dressier scenarios with your sport coats.

Chinos

Here is a rule of thumb that will help you figure out the difference between chinos and dress pants. Sure, you will wear these at the office with sport coats and in business casual situations; same as your dress pants. But they are an elevated substitution for your jeans, so they should fit similarly to them.

These should sit on your hips the same as your denim and should fall to your shoe tops as well. There is a possibility that you will wear these with all the same casual shoes like boots and high tops, so keep them a bit more relaxed at the cuffs to accommodate.

Men crossing street in crosswalk
Craig Whitehead / StockSnap

Suit pants

Suit pants are unique in the pants list because they are not solitary items. These pants have a matching jacket that goes with them and therefore they have to keep the uniformity. The color, pattern, and texture matching is pointless if the fit is completely different. If the suit jacket is a relaxed fit, the pants need to follow suit.

How to wear a suit is another topic entirely, but similar to jeans, you want to keep the fit away from either extreme. Even more important for the suit, you want it to last a long time so you don’t have to keep purchasing new suits every time the fashion world decides to change its mind on what looks good and what looks ridiculous. So not too slim and not too relaxed.

Dress pants

Where the chinos are meant to dress up a pair of jeans and make an outfit appropriate for the office, the dress pants are meant to dress down a suit slightly and make it more relaxed for the after-work function or weekend get-together. Because you will sometimes wear these with the suit coat to give your wardrobe a little versatility, you will be best served keeping these fitting the same way as your suit pants so they can fill in when needed.

While every pair of pants is different (naturally), when you find pants you love, pants that look great and feel good to wear, our best advice is to stock up. It’ll become an easy process the further along the road you go on your style journey.

Mark McKee
Mark is a full-time freelance writer and men's coach. He spent time as a style consultant and bespoke suit salesman before…
Sunspel teams with WM Brown for a sweater fit for James Bond
Another spy worthy garment from a British legend
SunspelxWM Aran Turtleneck sewn on tag

Matt Hranek is a man who knows what he likes. He is all about men's style, luxury, food, cars, and cocktails. His print magazine, The WM Brown Project, focuses on these things, the very same things we here at The Manual love. You can imagine he is a man after our own heart. Sunspel is an iconic British brand known for its iconic Riviera Polo, which was explicitly designed for Daniel Craig's James Bond, which he wore so stylishly in Casino Royale. The two have come together for a second time to bring another garment perfect for the spy's wardrobe. The second Sunspel x Wm Brown Project collaboration brings an Aran turtleneck that is perfect for the season.

“Sunspel has always been committed to comfort, British manufacturing, and timeless design, and this piece captures all of those," says Sunspel Creative Director David Telfer. "Working with Matt, we have reinvented the Aran Jumper using the finest fibers and specialist craftspeople, turning it into a luxurious contemporary piece.”
Another brilliant collaboration

Read more
Formal wear for men: Your complete guide for holiday gatherings
Look your best when everyone else is trying to
Man in a tux at a wedding holding a lit cigar

You may not realize it, but you need to upgrade your formal wear to be at the top of your game. When the holiday season comes around, you'll get invited to countless parties, get-togethers, and soirees. Many of them, at least nowadays, will be come as you are, meaning they don't really care what you wear and there's no specific dress code.

In the olden days, a party such as this was a formal event: tuxedo, bow tie, and your best behavior. While you may think we are beyond the days of The Great Gatsby, you, above others, as a loyal reader of The Manual, should know better. Everything comes back around, and you need to be ready with a deep knowledge of formal wear for men.

Read more
Style hack: How to cuff your shirtsleeves like a pro
Follow this guideline to look masculine
Man with sleeves rolled

In the undoubtedly long list of times you have laid in bed or on the couch, mindlessly scrolling TikTok or Instagram, you have likely come across the innumerable posts, reels, or videos where women list out some of the sexiest things a man can do. You would expect some things: chopping wood, standing between them and danger, or being a good father. Some others are interestingly insignificant in the grand scheme of things and something we all do in our everyday lives without even thinking. Putting your hand on the passenger seat to turn around and back up the vehicle. Placing your hand in just the right place to keep them from hitting their heads. And one of the most often uttered is when a man rolls up his sleeves. Of course, this is just one of many style hacks you can use, and learning how to cuff sleeves is vital to your look. Here is how and why to get it right.
Relaxed and manly style

Why roll up your sleeves? Why take a shirt that was made as a long sleeve and turn it into a short-sleeved shirt? You never see us turning a short-sleeved shirt into a long-sleeved sleeve. Well, first of all, if we could do that, we probably would. But the main reason for doing it is to function. You can't control the weather. Sometimes, it will catch you off guard, and you simply aren't expecting the temperature to rise as it sometimes can. Rolling your sleeves is a great way to roll (pun intended) with the weather the way you do when you layer. It just doesn't require as much preparation.

Read more