derek guy Profile picture
Jun 15, 2024 16 tweets 9 min read Read on X
I don't know who Milo is talking about here, but since he has expressed pride in British culture, here are the ways in which his outfit violates British traditions. 🧵
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The first and most obvious is that Milo has fastened the bottom-most button on his jacket, something that British men have known not to do since King Edward VI supposedly left his undone (and his courtiers followed). This button is a vestigial detail—not meant to be used.
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The second is that the jacket is entirely too small. Look at this suit by Anthony Sinclair, a legendary British tailor who created a pared-down style known as the "Conduit Cut" (called so bc Sinclair was located on Conduit Street when he tailored for Connery). Note clean lines.
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A distinguishing mark of quality British tailoring—and, indeed, tailoring all over the world—is that the jacket doesn't pull, particularly around the buttons. Caine can comfortably fit his hand into his coat, but Milo's coat barely contains him.
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Milo's outfit violates another basic principle of British dress. Here, he's wearing a brown tweed with navy chinos.
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As I've noted many times in the past, our understanding of traditional tailoring largely derives from British culture, particularly that period in which men had wardrobes divided between city and country. Every detail conveyed something. Navy was city; brown country.
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Anyone familiar with British culture knows that brown tweeds should be worn with things such as taupe trousers cut from rustic materials such as cavalry twill or whipcord. Not blue chinos. Image
Similarly, button-down collars are an Americanism. The more British choice here would be a semi-spread collar shirt. Milo's shirt collar is especially bad because the collar points are small and dinky. The buttonholes are also made with contrast thread—a mark of bad taste.
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His jacket also demonstrates a lack of familiarity with British culture in that it has peak lapels and three patch pockets—two at the hips and one at the breast.

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In traditional British tailoring, every detail has meaning. Peak lapels are a formal detail primarily reserved for dinner suits, business suits, and "city attire." Patch pockets are a casual detail typically reserved for country and leisure clothes.
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English actor Edward Fox understood this. See how his grey worsted suit with cloth-covered buttons has peak lapels (all formal details) while his rustic tweed has notch lapels. Certainly, he wouldn't be ignorant enough to put peak lapels on a triple-patch pocket jacket.
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There's also the tie. In British culture, regimental striped ties typically denote membership in some organization, often a school or part of the military. For example, The tie below signals that the wearer is part of The Rifles, an infantry regiment of the British Army. Image
In the early 1900s, Brooks Brothers introduced their version of regimental stripes, which are purely decorative. Not wanting to copy the British, they flipped the direction of the stripes. See how they run in the opposite direction.
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Milo here is wearing a faux regimental stripe that runs in the American direction. It is an odd choice for a British patriot, but it may also be the only option if no British organization will have you. Image
In any case, I write this as a non-white immigrant living in an English-speaking country. However, I love British tailoring and American culture. I hope this shows that immigrants can offer something to native-born citizens.
Here are some photos of British men who know about traditional British dress practices. I hope Milo can absorb the information presented in these photos.


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More from @dieworkwear

Jan 18
The level of craftsmanship that goes into a lot of Japanese menswear simply doesn't exist in the United States. You can do this for many categories — suits, jeans, hats, etc.

In this thread, I will show you just one category: men's shoes 🧵
For this comparison, I will focus on Japanese bespoke shoemaking vs. US ready-to-wear. The level of bespoke craftsmanship shown here simply doesn't exist in the US, so a Japanese bespoke vs. US bespoke comparison would be unfair. US bespoke is mostly about orthopedic work.
So instead, I will focus on the best that the US has to offer: ready-to-wear Alden.

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Dec 18, 2025
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In a boat powered by nothing but a sail, they somehow made it from Tortuga Island to the Bahamas (about a 90 mile distance). Then from the Bahamas, they set sail again. But a few days and some hundred miles later, their makeshift boat began to sink. Image
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Dec 1, 2025
After this post went viral, I called Caroline Groves, a world-class bespoke shoemaker, to discuss how women's shoes are made. I normally don't talk about womenswear, but I found the information interesting, so I thought I would share what I learned here. 🧵
First, who is Caroline Groves?

Footwear is broadly broken into two categories: bespoke and ready-to-wear. In London, bespoke makers, including those for women, are largely focused on traditional styles, such as wingtip derbies and loafers. Emiko Matsuda is great for this. Image
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In Paris, there's Massaro, a historic firm that has been operating since 1894, now owned by Chanel. Their designs are less about creating the women's equivalent of traditional men's footwear and more about things such as heels or creative styles. Aesthetic is still "traditional." Image
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Earlier today, Roger Stone announced his partnership with a menswear company, where together they've released a collection of tailored clothing items.

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Let's start with the good points. These are fully canvassed jackets, meaning a free floating canvas has been tacked onto the face fabric to give it some weight and structure. This is better than a half-canvas and fully fused construction, but requires more time and labor. Image
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Nov 24, 2025
Here is a guide breaking down what goes into quality men's footwear. This is focused on men's shoes, as women's shoes, depending on the style, will have different construction techniques and thus standards. 🧵
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— Do the shoes age well?
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Nov 23, 2025
When I was on a menswear forum, one of my most controversial opinions was that certain coats look better when they're worn open, while others look better when they're closed.

For instance, which of these two outfits look better to you? 🧵 Image
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If you shop for an overcoat today, there's a good chance you'll land on a single breasted. As suits and sport coats have receded from daily life, the types of outerwear that men historically wore with them have also slowly disappeared. Image
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If you look at the past, men had all sorts of designs to wear over their tailored clothing: polos, Ulsters, Balmacaans, Chesterfields, paletots, wrap coats, etc. They were offered in a wider range of materials: gabardine, camelhair, covert, heavy tweeds, etc. Image
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