derek guy Profile picture
May 18, 2024 18 tweets 8 min read Read on X
People are misunderstanding my point. It's not that brown shoes are wrong with dark suits. It's that tan shoes, in particular, are wrong with dark suits. It's also not about naval history but rather regional traditions. I will explain in this thread. 🧵
The suit was a British invention that spread around the world through the rise of Empire. So it's natural that England, and London in particular, set the standards for how to wear a coat and tie. During this period, certain traditions, cuts, and styles emerged.
As I've mentioned before, one such tradition is that men had wardrobes divided between city and country. City was for business, where men wore dark worsted suits with white shirts and black oxfords. Country was for sport, where they'd wear tweeds, tattersalls, and brown derbies,
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In his book Distinction: A Social Critique of the Judgment of Taste, Pierre Bourdieu correctly recognized that the notion of "good taste" is simply the taste of the ruling class. This is why navy and grey worsted suits continue to look "right" with black leather shoes.Image
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But what started with unipolarity (Pax Britannica, or Britain's "imperial century," which stretched from 1815 to 1914) later became a multipolar world. The centers for Western male dress later spread to France, Italy, and the United States, which put their own spin on things.
For instance, during the early 20th century, there were two leading tailors in Naples, Italy. The first was Angelo Blasi, who followed early 20th-century notions of "good taste" and cut a structured British jacket for Italian men. The second was Vincenzo Attolini.
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Attolini was the head cutter at a Neapolitan tailoring firm called London House (called so because its founder, Gennaro, looked to London as his North Star). But Attolini knew that his Neapolitan customers wanted something lighter and more comfortable for Italy's warmer weather.
So he took a page from Domenico Caraceni's book and softened the suit. He minimized the shoulder pad, removed the domette, and used a softer chest piece and canvas. The result is a softer, slouchier silhouette, especially when compared to British cuts. Compare:
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This wasn't just about comfort. Neapolitans were casualizing traditional British dress. Where Savile Row tailors cut a stiff, structured shoulder, Neapolitans made a soft, slouchy one. Where Brits insisted on "no brown in town," Neapolitans wore brown shoes for business
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The biggest push for casualization came from the United States. Americans popularized the lounge suit for boardrooms, the single-breasted 2-piece suit, seersucker, patchwork madras, the button-collar, loafers with suits, etc. Depending on how you count, the tux was invented here
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The leading US clothier was not a tailor but a store. In the early 20th cent, Brooks Brothers debuted their No. 1 Sack Suit, which carried American men from the hopping jazz clubs of the Roaring 20s through the Great Depression and onto Ivy campuses of a booming post-war America Image
Brooks Brothers' sack suit—a style later adopted by clothiers such as J. Press and The Andover Shop—was also a little more casual than its British counterparts. It had a softer, natural shoulder line and no front dart, which resulted in straighter sides.
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And guess what? Americans also loved wearing brown shoes with dark suits. (We know Paul Newman is wearing brown shoes in the second pic because he's wearing a brown belt and not a n00b).
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This why any American complaining about the casualization men's attire is anti-American. The United States has always pushed for casualization in dress. What we think of today as formalwear was not always seen as such. The suit itself was casual compared to a frock coat.
As you can see, these things are regional traditions. However, the one thing that ties them together is social capital. The men who popularized these styles were widely considered elegant—from Savile Row customers to Neapolitan gentry to US actors like Gary Cooper and Paul Newman
Men who wear tan shoes with dark suits have neither. They are not widely considered elegant, nor do they have cultural capital (unlike punks, skaters, etc). The look telegraphs a kind of corporate life that has been the butt of jokes forever. Like fun socks and tech fleeces
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Up until relatively recently, black shoes were still considered de rigueur in parts of London where you still have to wear a suit for work. Some old-school Brits still think brown shoes look wrong with dark suits, even if the shoes are mid- or dark brown. Image
Since I'm not British, I think dark suits can be worn with shoes in black, dark brown, or mid-brown. But tan shoes look wrong to me. For tan shoes to work, they should be paired with more casual forms of tailoring and a lighter-colored jacket. To me, this looks more harmonious
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More from @dieworkwear

Feb 7
Your suggestions are shit ass.

Let me tell you about backpacks. 🧵 Image
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Let's first establish good vs bad ways to think about style. The first pic is correct — style is a kind of social language and you have to figure out what type of person you are. The second pic is stupid bc it takes style as disconnected objects ("this is in" vs "this is out"). Image
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I should also note here that I'm only talking about style. I'm not here to argue with you about ergonomics, water bottle holders, or whether something accommodates your Dell laptop. I'm am talking about aesthetics.
Read 18 tweets
Feb 5
It's true that Canadian Prime Minister Mark Carney has a rounded back and forward pitched shoulders. But let me show you something. 🧵
Watch these two videos. Then answer these two questions:

— Which of the two men is better dressed?
— How does each come off?
I think Carney is better dressed, partly because his clothes fit better. Notice that his jacket collar always hugs his neck, while Pierre Poilievre's jacket collar never touches him.

Why do Poilievre's jackets fit like this? Image
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Read 11 tweets
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.

On a basic level, top-end Japanese shoes are better because they are handwelted, whereas Alden shoes are Goodyear welted. The first involves more handwork and can be resoled more often. Image
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Read 24 tweets
Dec 18, 2025
A story I found about Haiti:

In 1999, a group of Haitians were tired of political disorder and dreamed of a better life in the United States. So they built a small, 23-foot boat by hand using pine trees, scrap wood, and used nails. They called the boat "Believe in God." 🧵 Image
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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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The men on the boat were so dehydrated this point, one slipped in and out of consciousness, unable to stand. They were all resigned to their death.

Luckily, they were rescued at the last minute by the US Coast Guard. Image
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Read 5 tweets
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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Read 18 tweets
Nov 29, 2025
Earlier today, Roger Stone announced his partnership with a menswear company, where together they've released a collection of tailored clothing items.

Here is my review of those pieces. 🧵 Image
The line is mostly comprised of suits and sport coats, supplemented with dress shirts and one pair of odd trousers (tailor-speak for a pair of pants made without a matching jacket). Suits start at $1,540; sport coats are $1,150. One suit is $5,400 bc it's made from Scabal fabric Image
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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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Read 24 tweets

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