derek guy Profile picture
Sep 7, 2024 22 tweets 11 min read Read on X
What a ridiculous, glib view of style. Let's discuss. 🧵
It's true that fashion once served as a form of class differentiation, and as soon as hoi polloi caught on, the elite moved on. German sociologist wrote about this in this 1902 essay On Fashion. An excerpt: Image
This largely explains why the Duke of Windsor was the most influential male fashion figure of his day. He popularized belts, zippered flies, cuffed trousers, and a style of tailoring known as the drape cut. For a while, when he wore something, others followed. Image
But as the century marched forward, fashion influence switched from just those with financial capital to those with cultural capital. This switch is most neatly represented during the immediate post-war years, when the culture wars was reflected in clothes.
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American men returning home from the trenches of Europe were able to receive a free college education through the GI Bill. Consequently, many adopted bourgeoisie mores and ended up becoming some version of The Man in the Gray Flannel Suit.
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Those not afforded such opportunities formed a kind of American underclass, and they created their own fashions. My friend Bruce Boyer writes about this in his book Rebel Style. This was the rise of workwear, zoot suits, and "proletarian fashion."
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Although there has always been countercultural fashion, we see an explosion of these styles across the US and Western Europe after the war: swing kids and hep cats; bikers, rockers and outlaws; beats and beatniks; modernists and mods; drag and dandies; hippies and bohemians. Image
As the post-war period marched forward, the appeal of the suit started to wane. Remember, the suit represented the bourgeoisie (e.g., Man in the Gray Flannel Suit) and the underclass presented an alternative (e.g., Marlon Brando in The Wild One).
Given the anti-war protests, various freedom movements (e.g., Civil Rights movement, feminist movement, and Stonewall), and the Watergate scandal, the suit just increasingly felt less appealing. Image
Tailoring saw a brief resurgence in the 1980s as a backlash to 1970s hippies (e.g., the "greed is good" ethos represented in the film Wall Street). But it met its final blow in the 1990s with the rise of business casual, the tech boom, and newly minted Sand Hill Road billionaires Image
In fact, people like Zuckerberg made jeans and hoodies the new status symbol. This uniform represented meritocracy in the New Economy, which stood opposed to the coat-and-tie aesthetic of traditional industries back east. Turns out, you can still be a bad person in a hoodie
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Meanwhile, as Americans were leaving these aesthetics, Japanese people were picking them up and turning them into rules. There are a ton of publications in Japan that dissect all of these looks—what are the right materials, cuts, styles, etc for a look. Image
Such codifications weren't just for tailoring, but also workwear, hiking style, rockabilly, etc. Lots of cool magazine layouts of "gear," like these photos below. If you want to read about how Japan saved classic American style, pick up David Marx's book Ametora.


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The wealthiest people today dress terribly. It's all some form of bland business casual—slim fit chinos, polos, finance vests, and dress sneakers. If it's a suit, the thing fits terribly and the person has probably mucked it up with some contrasting buttonhole.
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Dressing well today is not about money, but about taste. I often post photos of rich men as bad examples. And the good examples?

1. @DavidLaneDesign (art teacher)
2. @urban_comp (electrician)
3. IG thefoxtooth (realtor)
4. IG therapeuticwhale and @Barima_ON (writers)Image
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Are we supposed to pretend this suit is good tailoring? The trousers are too low, the side seams are straining, the upper sleeve is too tight, and the pattern doesn't match across the pockets. McGregor's "tailor" charges ~$5k for this. You can get the same for $30 at Shein.

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Furthermore, it's ridiculous to suggest I only promote expensive looks when I've spent the last 13 years rounding up quality menswear items on eBay. This takes me ~10 hrs a week. I'd wager that I've dedicated more time to this than most ppl. I've also made suggestions on Twitter:


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Here's a whole thread on affordable stuff you can find on eBay and elsewhere. I have a ton of posts like this on my site (Die, Workwear) and Put This On (where I do most of my service writing)

I've shown examples here of how a cheap suit can look better than an expensive one if you simply develop an eye. Here's a suit costs a whopping $25. IMO, this looks better than McGregor's $5,000 suit.

IG edgyalbert
You also don't have to wear tailoring! While my Twitter acct is now mostly about tailoring bc of the audience size, half my blog is about workwear & casualwear. Just yesterday, I showed these completely thrifted looks from Derrick (IG derrick_b_smith). Image
If I can be accused of anything, it's weaponizing arcane info about menswear that doesn't matter in real life. My views are purely that of a hobbyist and have nothing to do with how rich ppl dress today. Prince William often looks like your average business casual guy now. Image
I mainly take umbrage with with @c_kletzer's critique because I've spent ~15 years trying to make this hobby more accessible to a wide range of people. I spend a lot of time rounding up eBay items, writing articles, and making my info free. Hardly gatekeeping with wealth.

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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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