Yes, Pleated Pants Are Really Back

The menswear world has learned to love the once-maligned trousers all over again.

By Eric Twardzik 01/12/2021

For over a decade, the menswear community treated pleats like a social scourge, whose temptation had to be resisted with a single, familiar phrase: “Just say no.” But in the last year, the once-loathed feature has begun to crop up everywhere from the trousers of workwear-style suits from Drake’s to stretch cotton pants at Todd Snyder.

In a cyclical moment, Ralph Lauren—whose baggy pleated pants were once considered to be helplessly uncool—has revived its double-pleat chino in a distinctly ’90s fit. And in the surest sign yet that the pleat has beat its bad rap, Noah has introduced what would have been a punchline just a few seasons ago: pleated jeans.

So, how did we go from flat-front-or-bust to re-embracing pleats in such a short time? In search of an answer, we spoke to Sid Mashburn, himself a recent convert.

“Back then, pleated pants were pretty prevalent, and most of what was worn I would consider ‘your father’s plated pants’—big and billowy,” he says of what inspired the backlash in the first place. “In the decade since, plain-front pants have become the norm, so now it almost feels punk rock to wear pleats.”

Sid Mashburn wearing his pleated sport trousers ($295).

Sid Mashburn wearing his pleated sport trousers. Sid Mashburn

True to form, Sid has brought back pleats his way: the pleated sport trousers introduced by his brand are marked by a single, forward-facing pleat that’s notably shallow at just 3/8ths of an inch and drops straight from the waistband, minimising fabric. They also feature button side-tabs rather than belt loops and taper from the knee down.

“The hope was to give the pleat an understated elegance, and give the pants a slim look overall,” Mashburn says.

While Mashburn can be seen sporting his pleated trousers with a shirt and tie, he believes they play well with more casual outfits, too. In particular, he points to the wardrobe of professional golfer Keith Mitchell, who wore Mashburn’s pleated trousers with polo shirts while on the PGA Tour earlier this year.

Scott Fraser Simpson, the London-based designer behind the Scott Fraser Collection, is another proponent of casually worn pleated pants, albeit in a more vintage cut. His label’s made-to-order classic wide-leg trousers, which draw inspiration from 1940s Hollywood and are available in more than 35 fabrics, are often styled with polos and knits.

“The sharpness of the pleats paired with something more casual can create a great contrast and also add versatility to your look,” Simpson says. “Let’s not forget, pleats are there to give volume and extra room to the cut of the trouser leg, so naturally it can lend itself to be a little more relaxed.”

Drake's pleated corduroys ($495) and a variety of pleated trousers from Scott Fraser Collection (£280).

Drake’s pleated corduroys and a variety of pleated trousers from Scott Fraser Collection. Drake’s, Scott Fraser Collection

Drake’s takes a similarly casual approach to the detail, but via a workwear-inspired chino with a single forward pleat. “While I see the Games chino as being a comfortable style that lends itself to being worn in a casual way, it is equally adept when worn with a shirt and tie and smarter shoes,” says Drake’s creative director Michael Hill. “By having the option of a single pleat, we’ve created a silhouette that is adaptable, comfortable and, I feel, particularly Drake’s in the way that it’s presented.”

Paolo Martorano, the founder of the eponymous bespoke tailoring firm in New York City, is a staunch defender of the traditional double-pleat, which he values for reasons practical and visual.

“When wearing a fuller, higher-waisted trouser, pleats allow a man to sit more comfortably, without the trouser pulling; something that a flat-front trouser just can’t achieve,” he tells Robb Report. “In purely aesthetic terms, and assuming of course that the trouser has been cut competently, pleats create a vertical line that will make the man wearing them look tall and trimmer. The fabric will move and drape and provide a longer wear life—not at all a bad thing.”

Martorano acknowledges that the feature fell out of favour, which he ascribes to poorly designed pleats that pulled open either because the pants were not cut wide enough or did not have a sufficiently high rise. “That is a very bad thing because it makes even a slender guy look fat; exactly what proper pleats help to avoid,” he says.

Sharply tailored forward pleats from Paolo Martorano.

Sharply tailored forward pleats from Paolo Martorano. Paolo Martorano

He also expresses a bias for the forward pleat, which opens towards the trouser fly rather than the pocket, as is the case with the more commonly observed reverse pleat. “The forward is generally something you only find in bespoke tailoring—and some better ready-to-wear such as Ralph Lauren. It creates a clean, flattering line and frankly distinguishes the custom trouser from the commercially ready-made.”

For all his pleat advocacy, Martorano realizes that not every guy might be ready to take the plunge. However, he does have some words of encouragement for staunch flat-fronters.

“Even if you elect to maintain a non-pleated trouser, by all means, make the rise higher and the front fuller, even if it means adding a dart. Maybe that’s the gateway drug to pleats,” he says.

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How Off-the-Rack Suits Got Sophisticated Enough to Win Over Bespoke Guys

Ready-to-wear tailoring has never been better, and it offers even the most particular dressers a fast, easy platform for experimenting with their look.

By Aleks Cvetkovic 18/02/2025

The world moves fast—and for once, tailoring is moving a little bit faster.

Guys around the globe are rediscovering their love of suits, but many have determined that they can’t stomach the monthslong wait for bespoke. The good news? Ready-to-wear tailoring has never been better.

That’s in part because bespoke makers are beefing up their off-the-rack offerings. Anderson & Sheppard’s shop-in-store at N.Y.C.’s Bergdorf Goodman—the first outpost beyond its London flagship— opened in December with, among other things, a sharp wool-and-cashmere jacket in a delightful shade of teal. Huntsman’s recent fall-winter collection, billed as its most comprehensive assortment yet, offered everything from tuxedos to shooting breeches. Even Leonard Logsdail, Hollywood’s highly esteemed bespoke purveyor, is experimenting with hem-and-go models.

But non-custom tailors are upping the ante, too. Some of the best ready-to-wear suits on the market come from such brands, whose wholly distinctive points of view provide a welcome departure from the rigidity of many bespoke tailors’ house styles. The preponderance and diversity of such high-quality, easy-to-access threads has recast off-the-rack suits as the ultimate way to experiment with your look, not just a way for some to get dressed on the cheap. What’s more, it reflects the new reality that even people who suit up regularly might want to show up looking different on Thursday night than they did on Tuesday morning.

“Life nowadays is much more fluid,” says Chris Modoo, a London-based stylist who once worked as a tailor on Savile Row. “Things happen, invitations appear. You might get an invite for a black-tie party in the South of France for next Saturday.” Ready-to-wear is the obvious solution when you’re in a last-minute menswear quandary, but “it also means you can try new things.”

One maker worth a test-drive is Husbands Paris, founded by Nicolas Gabard, who sees his role as an “archivist of the past.” His look, inspired by stylish men such as Yves Saint Laurent, David Hemmings, and Gary Cooper, is unabashedly striking—think long, fully canvased jackets, broad lapels, structured shoulders, and wide-leg, high-waisted trousers. These wares are made in small workshops in Italy and Portugal, where craftspeople infuse them with high-end details such as hand-sewn buttonholes and silk bar tacks, a form of stitching that reinforces seams and pockets.

Thom Sweeney L.A. store Brett Wood

They’re the kind of touches any menswear enthusiast can appreciate—even if they’re the trees to Gabard’s style forest. Clothes like this are designed as a form of wearable self-assurance, enhancing what Gabard calls a “classically masculine” silhouette: broad shoulders, slim waist, narrow hips.

“Of course, tailoring has to fit well, but it also has to bring something else,” he says. “More and more [Husbands] customers want to be confident, powerful, and sexy in their outfit.”

When you want to look more suave than soigné, turn to the indie Milanese brand Massimo Alba, which is known for its chic casualwear but made its name with easygoing tailoring. “A great suit is not just about the way it fits but about the way it makes you feel,” says the eponymous label’s founder of his relaxed approach. “For me, the essence lies in balance, between structure and softness, elegance and ease. In my opinion, a suit should adapt to the wearer, not the other way around.”

Alba’s creations are cut from plush materials such as corduroy and flannel, featuring natural shoulders and only the lightest of canvasing in the chest, which results in a less-formal look. Which is not to say they aren’t workhorses: Daniel Craig wore one of Alba’s Sloop suits to dodge bullets in 2021’s James Bond film No Time to Die. “I always focus on fabrics that move with the body, details that whisper rather than shout, and cuts that allow for freedom,” Alba adds.

And freedom is precisely what this newfound inventory of great ready-to-wear tailoring provides. Modoo advises some clients to look to bespoke tailors for investment-level garments, such as morning suits, tuxedos, or the dark, serious stuff you might need for a funeral or odd courtroom appearance. “You know you’re going to wear these for 10 or 15 years,” he says. Let the new class of distinctive ready-to-wear step in when you want to try something that just wouldn’t make sense as a bespoke order. “Your pink-velvet blazer for the Christmas party? How well does that need to fit?”

London bespoke tailor Caroline Andrew is one of many who admits ready-to-wear has its place. Courtesy of Caroline Andrew

Fortunately, with so many options available, the fit is easier to dial in. You can expect most high-end operations to make a long list of changes, from ensuring that the seat of the trousers drapes appropriately to cutting working buttonholes on the jacket. For a peerless experience, you can always reach for garments from one of the many talented bespoke tailors offering ready-to-wear. At Thom Sweeney, such clothes are “all influenced by our bespoke cut,” says Thom Whiddett, who cofounded the brand with Luke Sweeney in 2007. “You try on [our ready-to-wear] jacket, and you immediately get a sense of the proportions and shapes that we put into a bespoke garment.”

That alluring sense of near-instant gratification is the point. For some, nothing will ever replace the distinguished feeling of slipping into a bench-made suit—and plenty are willing to wait for it.

“You have to mentally buy into the process and enjoy it,” says Caroline Andrew, a London bespoke specialist. “The journey is just as important as the finished product.” But ready-to-wear sets the time-strapped tailoring enthusiast down a different path: discovering new facets of your personal style at a record pace.

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Tom Brady Wears a Jacob & Co. Watch Decked in Yellow Sapphires to the Super Bowl

The $740,000 Caviar Tourbillon was an opulent choice for the former NFL star.

By 17/02/2025

Tom Brady was on the field tonight at the 59th annual Super Bowl game, and while the retired NFL hero—a seven-time Super Bowl winner (the most of any footballer in history)—wasn’t playing, he came dressed to impress with a $116,400 Jacob & Co. watch on his wrist.

Brady, who is a notable watch collector, recently sold off several of his timepieces at a Sotheby’s auction called “The GOAT Collection: Watches and Treasures from Tom Brady” this past December. Those timepieces ran the gamut from a Rolex Daytona Ref. 6241 to a unique Audemars Piguet Royal Oak with his name spelled out in diamonds across the salmon-colored tapisserie dial. His Rolex Daytona sold for over $1.5 million, and, in total, his auction raked in around $7 million. So, he’s well-equipped for a new watch purchase.

Whether or not he owns the six-figure sapphire stunner or it was a paid spot, the watch certainly stood out against his conservative but immaculately fit gray suit. “Tom Brady is the epitome of excellence, both on and off the field,” said Benjamin Arabov, CEO of Jacob & Co, in a press release sent out by the company shortly after Brady’s appearance. “We’re thrilled to see him wearing two of our most prestigious timepieces on the biggest stage in sports. The Billionaire Mini Ashoka and Caviar Tourbillon embody the precision, luxury, and innovation that define Jacob & Co. We’re honored to have him represent the artistry and craftsmanship behind every piece we create.”

Like much of Brady’s wrist candy, his 44 by 15.8 mm Caviar Tourbillon is not easy to come by. It is limited to just 18 pieces. It features hours, minutes, and a one-minute flying tourbillon in the JCAA43 movement with 216 components and 72 hours of power reserve. The movement itself is set with 338 brilliant-cut diamonds, while a total of 337 yellow sapphires adorn the case and dial. The clasp is decorated with another 18 baguette-cut yellow sapphires, and the crown comes with 14 baguette-cut yellow sapphires and one rose-cut yellow sapphire. As far as gem setting goes, this is one extraordinary piece, but it certainly seemed like a surprising choice for Brady, who was otherwise dressed like he just stepped out of a boardroom or a Ralph Lauren catalog.

Benjamin Arabov, son of Jacob & Co. founder Jacob Arabov, is now the CEO of the company. The 32-year-old recently took to Instagram to post that he was looking for a rebranding agency with experience in visual identity and packaging. As far as marketing goes, however, with Tom Brady, he’s golden.

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This Vintage Rolex Day-Date Has an Ultra-Rare and Coveted ‘Bark’ Design

The ultra-cool piece from Wind Vintage also comes in pristine condition with a desirable patina.

By Paige Reddinger 17/02/2025

Over the last four years there has been a resurgence in interest for 18-karat yellow gold watches. Much of that is due to fatigue over the long-running craze for steel tool watches, but it is also in part due to the rising value of gold (which shows no sign of slowing), rendering these once undesirable pieces increasingly worth collecting. Add to that the fact that, in some niche and stylish circles, unusual bracelet treatments, gem-setting, and interesting dials are becoming increasingly appealing and you have a new wave of watch collecting emerging. Steel sports watches are still the bread and butter for most dealers, but as pockets of interest in more unusual timekeepers, often from younger and fashion-forward collectors, continue to rise we’re seeing some really fun pieces pop up on the market. Case in point: This 1980s Rolex Day-Date in 18-karat yellow gold with a sapphire and diamond dial from Wind Vintage currently available exclusively on The Vault.

It wasn’t that long ago that dealers had a hard time unloading an all-gold gem-set piece. Eric Wind, the notable dealer and founder of Wind Vintage, says five years ago he would have sold this piece for around $23,000 to $28,000. The asking price today? $45,000. “It is very rare,” he tells Robb Report. “I think that was all clearly hand-done. Funnily enough, bark watches were not very desirable in the past. You know, even five to 10 years ago, they were very, very hard to sell. But, over the last three to five years, there’s been such an emergence and interest in jewellery and watches and work like that engraving and other kind of artistic forms that the watches took.” The style of engraving he is referring to on this watch can be seen on the bezel and middle links of the bracelet that is referred to as “bark” for its rough tree-like appearance.

“Bark” engraving on the bezel and bracelet of the Wind Vintage 1980s Rolex Day-Date
Courtesy of Wind Vintage

And while the bracelet is certainly a notable feature that will stand out in a sea of Submariners and Daytonas, the dial is also worth bragging about. Its diamond minutes track and sapphire hour markers are executed in what is known as a “string dial” because it looks like a string of pearls. “They’ve become very popular,” says Wind. “They were very expensive back in the 80s, just because of the cost of the stones, and there are just not many that exist on the planet.” Likewise, Wind says the canary yellow matte dial is not something he comes across often, having only seen a couple of others.

An up-close look at the patina and “bark” engraving on this 1980s Day-Date from Wind Vintage.
Courtesy of Wind Vintage

Part of what makes this watch so hard to find on the market is that pieces like this often didn’t survive past their ’80s heyday. “A lot of times these watches were so undesirable that dealers would replace the bezel inserts and put on fluted inserts, or smooth bezels or fluted bezels and melt down the bracelets or polish the center link so they looked like a standard Day-Date. Those dealers should have learned that what goes around, always comes around. Now with these interesting Rolex watches on the rise, they’ll become even harder to find.

A Wind Vintage 1980s Day-Date with “bark” engraving and a gem-set “string dial”
Courtesy of Wind Vintage

If you’re interested in the piece and want to speak to Wind about it IRL, he will be at Robb Report’s House of Robb event in San Francsico today during the NBA All-Star weekend.

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Soccer Star Kylian Mbappé Is Now an Investor in Watch Marketplace Wristcheck

Just like Jay-Z.
Published on February 7, 2025

By Abby Montanez 11/02/2025

Kylian Mbappé just went from brand ambassador to investor.

The celebrated French footballer, who currently plays for Real Madrid, has taken a stake in luxury watch trading platform Wristcheck, Hypebeast reported lat week.

Off the filed, the 26-year-old soccer star is a known timepiece collector and has served as an ambassador for Swiss marque Hublot since 2018. With this new partnership, the forward joins a growing group of influential backers, including Jay-Z. The rapper and business mogul took an equity stake in the Hong Kong-based company last summer as part of a recent funding round of $7.9 million.

“I’m thrilled to join Wristcheck as an investor through Coalition Capital,” Mbappé said in a press statement. “As a Hublot ambassador and someone passionate about watches and innovation, I see Wristcheck as a platform that truly understands the next generation of collectors. They’re reshaping the watch industry with a forward-thinking approach that blends technology, transparency, and creativity.” Mbappé did not immediately respond to Robb Report‘s request for comment on his new business endeavor.

Kylian Mbappé is an investor in online watch shop Wristcheck.
Tnani Badreddine/DeFodi Images via Getty Images

Launched in 2020 by renowned horophile and Instagram personality Austen Chu, Wristcheck offers a platform for collectors to buy and sell pre-owned watches that have been authenticated by Swiss-trained watchmakers. Since it was founded, the company has raised more than $21.6 million in funding from investors including the Alibaba Entrepreneurs Fund, Gobi Partners GBA, and K3 Ventures.

Mbappé, meanwhile, has achieved remarkable success in his soccer career. He won the 2018 FIFA World Cup with France, becoming the youngest player to score in a final since Pelé. At PSG, he has secured multiple Ligue 1 titles and domestic cups. Individually, Mbappé has earned the Ligue 1 Player of the Year award and regularly features in top European scoring charts. And in 2020, he was ranked the world’s highest-paid player, surpassing rivals Cristiano Ronaldo and Lionel Messi.

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Sotheby’s Will Put on the Largest Auction of Breguet Watches in Decades This Fall

To celebrate the revered watchmaking house’s 250th anniversary, the sale includes rare collectibles belonging to living Breguet family members.

By Paige Reddinger 11/02/2025

Interest in Breguet has experienced a quiet resurgence among savvy collectors who appreciate the brand’s deep-rooted watchmaking heritage. This growing enthusiasm will soon take center stage with an upcoming auction that shines a significant spotlight on the storied Maison.

Founded in Paris 250 years ago, Abraham-Louis Breguet was one of the most influential watchmakers in history, best known for inventing the tourbillon and the automatic winding system—along with many other groundbreaking innovations. His legacy continues to inspire modern masters such as F.P. Journe and Philippe Dufour. You can see Breguet’s influence pointedly in pieces like F.P. Journe’s famous Chronomètre à Résonance timepiece, voted one of Robb Report‘s 50 Greatest Watches of All Time.

Now, Sotheby’s has announced “the largest sale of Breguet timepieces in three decades.” Though the auction won’t take place until November, the auction house is already working to build anticipation. In the meantime, it might be wise to brush up on the most coveted Breguet references.

Breguet 1827 Perpétuelle à Tact watch made for King George IV Breguet

What may pique collectors’ interest is the sale is being curated in conjunction with Breguet and Emmanuel Breguet, the vice president and head of patrimony, who happens to be a descendant of the original Monsieur Breguet. So far, the only timekeeper publicly associated (at least visually) with the auction is the 1827 Perpétuelle à Tact watch made for King George IV. Still, it hints at the historic level of pocket watches, wristwatches, and clocks that will be on offer. Abraham-Louis Breguet was a frequent supplier of high-end and state-of-the-art timepieces for royalty, including Marie Antoinette, Napoleon Bonaparte, and King George III.

Other highlights include an open-faced montre à tact (a watch that replicates the internal hour hand on the cover of the pocket watch via an arrow so that time could be read via touch) with a calendar and moonphase indications that was the inspiration for the Ref. 3330. A pendulette with alarm, perpetual calendar and repeater, and a two-color gold open-faced tourbillon watch is said to be a part of the sale, although no images were provided as of press time. More info on what will be in the sale will come this spring.

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