Our High-Waisted Trousers That Will Flatter Every Guy. Here Are 5 of the Best Design and How to Wear Them

It's not a trend so much as a return to form.

Made Suits High-waisted Pants by CWKIRIN Cerruti 1881.jpg

Once upon a time, high-waisted trousers were the norm in menswear. Then, about two decades ago, certain false prophets arrived to tell us how they belonged in sepia photos of grandpa (or 1930s’ Chicago bootleggers) and that we were better off with slim—or worse, skinny—low-rise silhouettes if we wanted to get with the program. But that’s about to change.

Comfort being a key factor in how men shop and dress today, “especially in light of non-traditional office settings, there’s an appetite for a languid, fluid silhouette.

We create many pieces inspired by 1930s Hollywood, espresso-guzzling Neapolitans and military surplus.

For us here at Made Suits we always recommend our clients to wear anything, as long as proportions follow. What you wear on your torso must be shorter in length or it will create imbalance.

Here are five of the best options we recommend.

The ‘EDGE-STITCHING’ Trouser

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As much as some of you hating pleated trousers these edge stitching trousers from our workshop creation set the bar higher with a “fake” stitch in the front to create that illusion that your trousers are iron crease sharp at the front. Definitely wear them high on your waist to give the impression of LONG LEGS.

The “Gurkha” Trouser

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Ahhh….. The Gurkha trousers are a favorite of Pitti Uomo’s snappiest dressers. These ‘Military’ Looking trousers maintain the elegant rise and Gurkha buckle closure of that style, with double pleats or a flat front this would elevate anyone’s opinion on high waisted trousers.


The “Double Monk Gurkha” Trouser

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Double Monk Strap Gurkha Trousers by Made Suits Zoom.jpg

Just like it’s counterparts of the Gurkha Trousers. This alternatively look sharp while feeling dapper showing two front buckles on the front with either a pleated front or clean front. This high waisted trousers makes it easy to either match it with loafers or sneakers for a polished off-duty look.

The “Double button Front ” Trousers

Double Pleats front by Foxbrothers Foxcity Green Bespoke Trousers by Made Suits CWKIRIN.jpg
Double Pleats front by Foxbrothers Foxcity Green Bespoke Trousers by Made Suits CWKIRIN double button front.jpg

If you want to enjoy high-waisted pants but with a more renegade attitude, this double button front combines a double pleat on the front give it a basic yet keeping it clean and simple. Sometimes we don’t want to overdo too much in style yes? High-waisted needn’t mean complicated fronts.

The “Hollywood” Denim Jeans

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High-waisted needn’t mean dressy, as evidenced by this pair of everyday denim jeans. As such, we offer the elegance of a high-waisted silhouette for even the most unremarkable coffee runs or weekend strolls. Dressed up with an unstructured jacket or casually with a sweatshirt, these prove how easy high-waisted trousers are to wear. EVEN FOR DENIM JEANS

Well, We suggest keeping your pairings simple, like a tuck-in tee or knitted polo. This puts the focus on the tailoring without splitting the silhouette. The trousers are the pièce de résistance here, so take comfort in the dialed-down styling. And if you want to wear them in more formal moments, throw on a well-tailored jacket or blazer for more structure.”

Made Suits Denim Jeans ARISTON Blazer Boating Jacket Made by Made Suits Singapore Sartorial Bespoke Tailor.jpg

Benjamin Tay1 Comment