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

Jul 12
I will tell you how to find a tailor. 🧵
For the purposes of this thread, I will assume you mean an alterations tailor, which is someone who alters clothes you bought from a store. I will not cover bespoke tailors, who are people that make clothes from scratch. That kind of discussion goes beyond what I can cover here. Image
Like any trade, the clothing business can involve a bit of insider baseball. To find a good tailor, call a few stores that sell high-end clothes. For men, these will be suits that retail for $3,000 and up. For women, it will be things like suits, eveningwear, and bridal gowns. Image
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Jul 2
Stephen Miller's suit here shows one of the biggest problems with men's tailoring today. 🧵
I should first emphasize this thread is not meant to body shame. I mean that sincerely. Few men are built like Adonis, so when shopping for clothes, most will have their own fit challenges, including muscular figures. This thread is only meant to highlight a tailoring issue.
Let's first do an experiment. Which suit do you think looks better?

Left or right? Image
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Jul 1
Here's an explanation of when you can wear a suit jacket on its own. 🧵
But first, let's play a game. Here are two men wearing gray tailored jackets with blue pants. Which outfit looks better to you? Ignore physical attributes of the people underneath and focus on the outfits. Then reply with your answer. Image
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If you said the right looks better, then we have the same taste. In this case, we can again go back to history to understand our views.

As I've said before, our notions in traditional men's tailoring largely derive from Britain, where suits and sport coats were invented.
Read 16 tweets
Jun 28
If you're looking for fabrics that you can wear in the summer, it's useful to consider three things: weight, weave, and fiber. If you only pay attention to one of these dimensions (say, linen), you will miss the bigger picture.

Let me show you. 🧵
If you're shopping for shirts, then some of the better summer materials include linen, seersucker, madras, and very lightweight, open weave cottons. In the photo below, you can see a swatch of voile, which is a featherweight 2/3oz cotton that's so open, it's almost sheer. Image
You can see here why most men don't wear it. Without a jacket, the material can almost be indecent (although it's more forgiving in non-white colors like light blue). For this reason, some tailors double up the front, like you see on the right, but this limits the breathability. Image
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Read 18 tweets
Jun 26
As a general matter, my advice isn't really "go to this store" or "buy this brand." Rather, I encourage people to think about clothes in a certain way.

Let me show you how to shop for a good suit. 🧵
My advice isn't really about brands or stores because everyone has unique fit challenges they have to solve. Perhaps you have forward pitched shoulders or a barrel chest. Or maybe you have big thighs and a prominent seat. No single suit will work for everyone. Image
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When shopping for a suit, it helps to know how they're made. Suit jackets and sport coats are unique in that they're made from layers of haircloth, canvas, and padding, which are shaped through darts, pad stitching, and ironwork. This is how you get the 3D shape. Image
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May 26
A lot of attention is paid to craft traditions in Western Europe and North America, such as handsewn Hermes leather goods and bespoke Savile Row suits. But the uneven focus leads some to believe that things made outside of these places are low quality.

This is not true. 🧵 Image
When I was on a menswear forum, there was a guy whose style I greatly admired. Like others on the forum, Niyi Okuboyejo loved men's tailoring. He had a technical understanding of how a jacket should hang from the shoulders. He also knew how to put things together in a classic way Image
At the same time, he also knew how to do things in his own voice and style, but in a way that looked good and not haphazard. Sometimes this was about adding a funky tie; other times, it was playing with materials and silhouette. All of these are still suits and sport coats! Image
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Read 17 tweets

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