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These stylish tailored shorts for men let you smarten up while staying cool

Fashion hasn’t been the same since Kim Jones made his debut at Dior with tailored men’s looks — complete with shorts.

It was a bold statement to the naysayers who had long dismissed the garment as too casual, suited only for a stroll along the beach or a park. Nothing too serious. Yet Jones, along with many other menswear designers since, made the case that the divisive pair can actually suit a smart look.

To be clear, we’re not talking about shorts in denim or technical fabrics. The former, often finished with frayed ends, is far too laid-back, while the latter would make your outfit veer to closely to athleisure to really label it as dapper. We’re talking about shorts made in more timeless textiles, such as cotton, linen and wool — the same ones that formal blazer jackets are constructed from.

If you’re looking to nail that shorts suit look with panache, or if you just want to head out in the warm weather in a pair of skin-baring pants while looking more classy than sloppy, you’ve come to the right place. Below, we’ve shortlisted all the tailored men’s shorts worth adding to cart, as well as how to pull them off in style.

Header photo credit: Getty Images

It’s always a good idea to add some neutrals to your wardrobe, and there isn’t a shade more versatile than beige. In this pair, Massimo Alba steps it up with its choice of fabric: a cotton and linen blend that ensures that the shorts are dressy enough for a blazer, but lightweight enough to style with a casual tee.

(Photo credit: Mr Porter)

Price
S$291

On that neutrals rule, there is another shade for you to consider: pale blue. It works well with other colours you likely already have in your wardrobe, such as white, grey, black and, of course, navy. This pair by Aspesi will provide the perfect contrast to a dark sweater, but you can also play around with other shades of blue to create a tonal, tailored outfit.

(Photo credit: Mr Porter)

Price
S$324

With its roots in tailoring, you can trust that Rubinacci knows what it’s doing when it designs a pair of shorts. The Italian brand shows off its flair for construction in its “Manny” shorts, which are elevated by a row of neat pleats. They’re further spruced up by their adjustable, belted waistband — a Rubinacci signature — that we recommend you tucking a crisp, white shirt into.

(Photo credit: Mr Porter)

Price
S$449

If you’d like to venture into printed territory, this Beams Plus pair is a great place to start. Its beautiful pattern, which is inspired by Batik textiles, is subtle enough to wear with a smart ensemble of a blazer and a pressed shirt. But the tropical connotations of Batik prints also make the shorts great for a dressed-down, sunny vacation look that will pair just as nicely with sandals.

(Photo credit: Mr Porter)

Price
S$283

Just because you’re wearing shorts doesn’t mean you can’t go long — especially if you have the legs for it. Loewe offers a pair that comes with the whole works: belt loops, slip and welted pockets, pleats and all. You’ll also find the Spanish brand’s embroidered logo on the back. It goes without saying that these are for a more sophisticated ensemble; you should definitely avoid wearing them with a baggy T-shirt, lest you run the risk of looking like a confused skater bro. Instead, opt for a knitted top or a sweater, and bring out your fancy belts.

(Photo credit: MatchesFashion)

Price
S$685
These stylish tailored shorts for men let you smarten up while staying cool

Pameyla Cambe

Senior Writer

Pameyla Cambe is a fashion and jewellery writer who believes that style and substance shouldn't be mutually exclusive. She makes sense of the world through Gothic novels, horror films and music. Lots of music.


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