How To Wear Cropped Pants
By Gabi Meyers | Last Updated: Jun 23 2022 | 3 min read
Here at SG HQ, we want you to take riskswithin reason. We didnt push jogger pants on you until we were sure they were going to stick around awhile. Same with turtlenecks, and the color lavender. Thats why we feel confident today showing you how to wear cropped pants .
Weve had nothing but love for this intentionally shorter trouser for awhile now, and we finally feel like its time to pass it on to you. Of course, we can see how youd want to avoid a look thats dangerously similar to the accidental high-water pants of the past, so weve got a few tips.
Cropped Trousers & Sneakers
The low-cut, white sneaker is a perfect pairing with a light cropped trouser or a wool-cotton trouser separate in the cooler months. Worn with a collared shirt and vintage shades, summer becomes cool once more, as a Talented Mr. Ripley-style dream team.
For the sock wearer, black cropped trousers pair well with dark coloured socks, opting for a pattern or bolder colour sock to disrupt the minimalism. White socks and sneakers are a nod to the normcore trend , but its not so Jerry when paired with a boat neck waffle neat in off-white more Scandinavian and chic. Add a satiny bomber for a play on texture and an extra edge to your contemporary sports look.
Outfit Ideas For How To Wear Cropped Pants:
Looking for outfit inspiration on how to wear cropped pants? We pulled a pair of cropped trousers from Topman to show you five ways to wear this trend:
SG Says: Rock your cropped trousers at work by mixing them with a modern band-collar and lace-up boots that ride the line between rugged and sophisticated. We love a heavy-duty cardigan sweater as a sport coat swap.
SG Says: Experiment with pattern mixing by layering a color block sweater over a plaid shirt, and adding a-peek-of-pattern socks.
SG Says: Not-so-basic basics in black help highlight bright accessories, without being boring on their own. Oh, and that souvenir jacket? Total statement maker.
SG Says: Dress them down with cool weather favorites and fun socks.
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Socks To Wear With Cropped Pants

As mentioned earlier a sock can really elevate the cropped pants look, Especially during the winter.
Black and grays are always a good option that will go with mostly anything. Especially if you prefer a more monochromatic look.
If you want to add a little color dark olive, blues, and burgundy are good wintery options.
White socks are okay, but sometimes can look a little too niche.
If you are looking for a slightly more interesting look you can opt for a fair isle pattern, or other kinds of textures and designs.
You can really get creative with your sock choices.
And finally of course, going with no show socks is a super clean summer look.
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How Long Should Cropped Pants Be
The waves are calling, and you automatically roll up your pant legs, knowing that, if you wade too far out, the water will splash up, and youll end up with soggy, salt-stained cuffs.
Cropped pants immediately bring up such imagery or of someone right along the waters edge, feeling the warm, soft sand between his toes. As such, casualness and sun-drenched seaside landscapes inherently run through its product DNA.
Yet, there are clear boundaries between capris, cropped pants, and high-waters. The difference? With intrinsically feminine implications, capris traditionally fall at midcalf, if not somewhat higher, clearly approaching shorts territory.
On the opposite end, youve got high-waters or pants that fall too high above your shoes, as if you didnt check the inseam. In between is the sweet spot.
And, no matter if you opt for an intentionally cropped silhouette or roll up your chinos, its at least three inches above your shoes and below mid-calf. Within these boundaries, youre gold.
How To Wear Cropped Pants With Perfection
As the cropped trouser continues its furore, many menswear brands are releasing pre-cropped varieties, as part of their regular collections, alleviating the need for men to roll or fold pant hems to get the short look.
But, were fans of doing things on our own First up, weve laid out three main ways to crop your trousers, using the regular length trousers you already have at home. Not handy? Just go out and buy a pair cropped trousers, instead. Here are three ways on how to wear cropped pants.
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How To Wear Cropped Jeans Trousers & Pants In Almost Any Climate
It’s time to take things up a notch
19 January 2021 by Benjamin Fitzgerald
What started out as a vero Italian style trait, has now become a global fashion trend. And one thats proving to have vero stay-power. Were talking about the cropped trouser. From suit separates to jeans, the short-leg pant has trickled down from Florentine flamboyancies witnessed at Pitti Uomo and moved onto the more fashion-forward abroad. And nowadays, mainstream menswear is making the most of the cropped trouser, too.
While the bared ankle takes time getting used to, were seeing more of the cropped trouser in the office and almost everywhere on the weekend: from the rooftop bar in summer to nighttime weddings in autumn.
Feel like youre the only one not rocking the cropped trouser? Or maybe youve tried the mankle look, and failed, due to too much exposure. Fear not, weve got the intel on how to wear cropped pants laid bare below. And what shoes work best, to boot.
Cropped Trousers & Espadrilles
Purely for summer, espadrilles were made for the cropped trouser. For a smart casual ensemble, look to white or khaki chinos and long-sleeve jersey shirt, with the sleeves nonchalantly pushed back. Its a great driving outfit too, alongside your favourite leather duffle bag and shades the crop giving you extra room to move.
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For an easy day at home on the lounge or out back on the deck, slide into a pair of relaxed-fit cotton pants, the hems rolled tight, creating a cinched shape that mirrors the drawstring pull of the waist. The crop helps reign in the oversize nature of the loungewear, without compromising comfort and leg room.
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Styles Of Cropped Pants
A chino or wool pant is a good style that can be cropped. There are plenty of ways to find cropped pants.
Some brands make them shorter on purpose to go with the style trend, although you can also have regular pants tailored.
A lot of cropped pants are also thrifted and can be cut and tailored in a DIY style.
Denim pants can follow this trend, although it usually looks a lot better rolled instead of cut to be cropped.
If you are choosing to do this, make sure you have a straight leg, so it maintains the long diagonal lines that are found in the chino and other classic pants.
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How Do I Style Cropped Pants
These days, a man has choices. You can opt for embroidered or studded embellishments along the outseam and around the pockets.
Or, any number of colors, patterns, and finishes are right at your fingertips. Floral-patterned jeans with a lightly glossy finish? If you can pull it off, why not?
However, these extras all come with the assumption youre working with a classic silhouette. Cropped pants, by contrast, dont have this longevity.
Up until a couple of years ago, a guy wouldve gotten the side-eye or at least a muffled smirk and some gawking for trying to pull something like this off, so, in the present, it still seems like a novelty piece.
As such, the cut and height are already breaking new ground, and theres only so much you can do from there.
So, within these parameters, alternate the approach: Stick with colors like navy, black, and white or push your boundary just slightly with a royal blue, burgundy, or emerald hue.
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What To Wear With Cropped Pants
You know how I tell you guys to roll your pants up in at least one outfit every week? What if I told you I found a pair of pants that didnt need to be cuffed, a pair of pants that already did the ridding of unnecessary fabric bunching, a pair of pants that coolly let your ankles breathe? Well, I did, and its the cropped trouser. Thats why its easy to incorporate in with your existing closet contents you can wear it the same as any other pants, really!
While its easy to see a cropped trouser and think, Hey, that looks like when I had weird growth spurt in 7th grade, it wont look that way on if youre wearing them right a slightly tapered fit makes the crop look intentional. Not only will a cropped trouser visually lengthen your legs, but it also keeps you accountable for your #sockgame.
Cropped Trousers & Boots
The opposite of the espadrille, the dress boot is perfect for winter or wet weather blues. And it sits nicely under a rolled denim jean or casual trouser. And the versatile boot comes in a variety of workable silhouettes. The dessert in dark tan or brown suede works well with raw denim jeans, the underside of the selvedge denim forming a white cuff on the ankle for a heritage twist.
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Style Inspiration: From Pitti Uomo Style To City Casual
For the strict menswear aficionado, cropped pants seem firmly planted in Pitti Uomo street shots.
You can practically see one of those confident, fashion-forward men matching them with a buttoned, unstructured blazer and contrasting, tucked-in button-down loafers necessary, sunglasses optional.
Yet, while the ever-essential Fashion Week makes both a serviceable starting spot and pure aspiration, its far from your only option.
Take the blazer off and replace it with a bomber, or even untuck your shirt, and wipe out the loafers for a set of white lace-up kicks.
Feeling ultra-informal? Cropped pants add a variable to your chinos, denim jacket, and plain white tee ensemble thats comfortable enough to walk around the city yet without an ounce of athleisure included.
What Are Mens Cropped Pants
How high can you go? With menswear, you know what qualifies as a short and what youd wear as trousers, but cropped silhouettes introduced in 2017 and a constant so far brands have thrown us a curveball. Looking at them from the waist to the cuff do you think of them as longer shorts, or shorter pants? Or, do they exist in their own category with a whole new set of rules?
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Cropped Trousers & Socks
The cropped trouser will more often than not require ankle exposure. For those up to speed with common-sense hygiene, wearing shoes sans socks in summer, can only end one way: sweaty and smelly feet the odour setting up home in your spotless luxury kicks or leather brogues.
Invisible socks or sockettes are, indeed, the answer. Despite their daintiness, these obscure foot coverers cut off below your mankles, leaving them blissfully exposed, without fear of smelling.
What Shoes Do I Wear With Cropped Pants
Mankles or simply wearing shoes without any socks often look awkward.
Cropped pants, on the other hand, flip that around: When youre intentionally showing some ankle, why should your socks be partially obscuring them?
Plus, they dim the allure that you can quite easily access the ocean, all you have to do is take your shoes off.
That said, certain footwear styles are off the table: Avoid any specific active footwear, while boots tall enough to cover your ankles and then some end up being pointless.
Between these two, a pair of slip-on complements the pants fairly casual character, with leather giving them a dressier angle.
True sneakers, such as a set of lace-up canvas shoes, also work, assuming you keep the silhouette low cut.
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How Slim Should Cropped Pants Fit
On the subject of capris, look at how yoga pants fit, and for men, the closest equivalent is a set of compression tights.
Working out, youd clearly put a set of running shorts on top, so why should your actual pants be any different?
On the opposite end, wider cuts have been having their moment. And, while were at it, they veer very closely toward cropped territory. But, oversized pants falling four inches above your shoes doesnt come off as trendy or innovative instead, like you didnt put in the effort to find the correct size.
In short, its awkwardness that tailoring cant even correct.
For a good fit, think skinny or slim-cut jeans close to your body but with some space to move. Nothing should be tight, but a little too spacious, and it looks as if youve been wading through a creek.
Essentially, if you could take a standard pair of chinos, and just cut a few inches off the end, thats what youre aiming for.
Cropped Trousers On A Suit

Yes, this is now a thing thanks to the likes of Thom Browne. Next time you buy a suit you may find yourself asking for the trousers to be cut extra short. Keep in mind this is cool now, but maybe not next year it may not be suitable for work either. Regardless, if youre into the cropped suit look then opt for no sock and stick with plain coloured suits. Bright or patterned suits might attract a bit too much attention.
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