derek guy Profile picture
Nov 28, 2023 19 tweets 9 min read Read on X
Someone asked, "What's up with the rolled pant legs in each of these outfits?" So here's a thread on the history behind men cuffing pants, the meaning of cuffs, and how to think about when you might want to cuff your pants. This thread covers tailored trousers and jeans. 🧵
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As a consequence of the Second British Empire, much of traditional Western men's dress comes from England. There, men of means had wardrobes cleaved between country and city. County clothes were for sport. City clothes were for business. Hence the phrase, "no brown in town."
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No one really knows when British men started cuffing their pants, as much of menswear history is muddled with lore. But one story suggests it started with King Edward VII, who turned up his pants to prevent the hems from getting dirty in the mud or rain. Image
Regardless of who started doing it, the detail was considered casual. It was more often seen on country suits worn for sport while trudging through the muddy countryside than on slick worsteds worn for business around London's streets. Image
This was until Edward VIII came along. By all accounts, Edward VIII (also known as the Duke of Windsor) was a blithering idiot, but he was also the single most influential figure in men's fashion during the 20th century. When he wore something, others followed. Image
The Duke loved breaking menswear rules and making his outfits more casual (anyone who laments the casualization of men's style in the modern era is unfamiliar with history). The Duke's father, George V, often criticized him for wearing turn-ups while inspecting troops. Image
The Duke didn't care and made cuffs a style signature. Soon, everyone was doing it, including the future members of the Royal family. It also became common to see them on "city suits" made by some of Savile Row's most traditional tailors.
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Americans have always been about making clothes a little more casual. We popularized the single-breasted two-piece suit, the lounge suit as business daywear, penny and tassel loafers with suits, oxford button-down collars, seersucker, patchwork madras, 3 roll 2 sack jackets, etc
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So it's no surprise that Americans adopted cuffs. Flat-front pants with cuffed hems were a signature of a style imported from Britain, championed by Brooks Brothers, and spread across the US through Ivy clothiers. Note RFK's cuffed hem and 2 button sleeve (both casual details) Image
There is a somewhat concurrent history here with jeans. In the early days, jeans were made from unsanforized denim, which is to say that the fabric was not pre-shrunk. This meant that the jeans shrank a little over time with each wash. Image
To prevent jeans from being too short ("high waters"), people cuffed them so the length was adjustable.

Over time, jean production became modernized. Denim was more commonly sanforized. Shuttle looms were replaced by power looms. There was also pre-washing and -distressing. Image
But there were also people—many in Japan—who loved those original pre-1970s Levis jeans. Things made from raw, unsanforized denim that had been woven on old shuttle looms. Collectors looked for a "Big E" on the Levis tab and a selvedge stripe on the inside leg.
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As the cost of vintage jeans went up, people started to make new jeans using these old methods. That's where you get shops such as @selfedge (my favorite denim store). You may ask, "how can jeans cost $300+?" It's because these are made in small batches using niche methods.
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For people who love that vintage look, they may turn up the cuffs to show off the selvedge stripe (pic 1). This admittedly used to be a rarer detail 10-20 years ago than it is today (but it's still cool, IMO). Others wear cuffs bc they take inspiration from vintage looks (pic 2)
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So, how should you think about cuffs in relation to your outfits?

For trousers, adding a cuff can help them hang better, as you have a bit of weight at the end of your pants. They are fine on anything except tuxedos (as this is a casual detail).
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To me, pleated pants almost cry out for cuffs. Flat fronts can go either way (although the Ivy thing to do is cuff). Anything between 1.5" and 2" is fine, although narrow pant legs should be on the smaller side. I like my friend Dick Carroll's guide here (IG dick.carroll) Image
For denim, I think cuffs are good if the outfit feels classic or vintage-inspired. For a more contemporary outfit, such as what you see at Lemaire or Margiela, I think a plain hem or even a stacked leg looks better.
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A graphic designer friend once put it in very useful terms: you can think of cuffs like the serif on a font. A serif can make typography look more traditional, while a sans-serif looks more modern. So traditional tailoring? Cuff. More modern look? Plain hem.
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If you just bought a new pair of pants and you're unsure whether you should get them finished with a cuff or a plain hem, I recommend starting with a cuff. You can always take cuffs out, but you can't put them in. Image

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More from @dieworkwear

Jun 14
The US Army celebrated its 250th year today with a massive parade in Washington, DC. It appears @ComfortablySmug believes that this is an appropriate tie for the occasion.

I disagree and I'll tell you why. 🧵
It's once again worth reminding that men's dress used to be governed by time, place, and occasion (TPO). If you were of a certain social station and had to do a certain thing, you were expected to wear a certain outfit.

This tradition can be seen in men's neckwear.
In Britain, where we derive most of our traditions for classic men's dress, the term "regimental stripe" refers to neckwear with diagonal lines, like you see below. These were not purely about decoration. Each design symbolized belonging to some organization. Image
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I think Brad Pitt's suit is interesting. And I'll tell you why. 🧵
This is the suit in question. It's a bespoke suit by Anderson & Sheppard in London. The cloth is a 60/40 mohair-wool blend from Standeven's "Carnival" book. The stylist was George Cortina.

To understand why this suit is interesting, you have to know a bit about tailoring history
In the early 20th century, Dutch-English tailor Frederick Scholte noticed that a man could be made to look more athletic if he belted up his guard's coat, puffing out the chest and nipping the waist. So he built this idea into his patterns. Thus the "drape cut" war born. Image
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Jun 10
This is untrue.

I see you're a luxury watch dealer. I'm also interested in watches. Let me show you how free and easy migration has allowed you to earn a living. 🧵
In 1881, Hans Wilsdorf was born in Bavaria, then part of Germany, to parents who died not long after he was born. At a young age, Wilsdorf set off into the world. He landed in England in 1903, which at the time had virtually no formal immigration controls. Image
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Lucky for him. Two years later, fear of poor Eastern European Jews flooding the UK led to 1905 Aliens Act, which moved the country from an open-door policy to one of stricter control. This was the first British law that labeled certain migrants as "undesirable." Image
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Jun 7
I can tell you who goes to cobblers. And a bit about the trade. 🧵 Image
In the 18th century, men got shoes from two types of people. The upper classes went to cordwainers, who measured feet and made shoes from scratch. The lower working-classes went to cobblers, who cobbled together shoes using scraps from salvaged pre-owned footwear. Image
A cobbler was also someone who repaired footwear. Hence the Middle English term cobeler ("mender of shoes") deriving from an early form of cobble ("to mend roughly, patch"). In shoemaking, cordwainers and cobblers were considered distinct trades. Cobbler was lower on the ladder. Image
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Jun 5
An offhand comment about how Prince Harry doesn't dress very well seems to have stirred up his fans. So here's a thread on how both Harry and William don't dress well when compared to the older men in their family — and how this represents a broader decline in taste. 🧵 Image
I should say at the outset that I don't care about the drama surrounding the Royal family. I don't care if you're Team Markle or Team Middleton or Team whatever. I am simply talking about clothes. The following is also not meant to be personal jabs; just an honest review.
The first thing to understand is that select members of royal family were incredible dressers. Most notable is Edward VIII, the Duke of Windsor. For a time, whatever he wore, others followed. He popularized cuffed trousers, belts, and a tailoring style known as the "drape cut." Image
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May 31
I respectfully disagree. To me, this represents a poor financial decision. Let me show you why. 🧵
When we zoom in on the wallet, we see the label "Saint Laurent Paris," a French luxury fashion house that became popular about ten years ago when Kanye started wearing the label. This was also when Hedi Slimane was at the company's creative helm. Image
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For many young men at the time, Saint Laurent was their entry into designer fashion, partly because the designs were conceptually approachable (LA rocker, Hot Topic), while the Kanye co-sign made them cool and the prices signaled status (and for the uninformed, suggested quality) Image
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Read 18 tweets

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