derek guy Profile picture
Feb 26, 2025 13 tweets 7 min read Read on X
After my tweet about athletes in suits, a few people asked for my opinion on various players. The opinion is always the same: the clothes are too small; the combos are often bad taste. I will show you a basic transformation in the next few tweets. 🧵 Image
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First, let's look at Lebron. Here he is in two different white double-breasted suits, both outfits worn similarly (with white sneakers).

Which outfit do you like better? Please choose before moving on. Image
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If you said the first, then we share the same taste. In this case, iIwill tell you how to avoid the second.

When people get into tailoring, they often have a very clinical view of how something should fit. "Trousers should be slim" or "shoulder seam should be on shoulder bone."
Since many are not used to tailoring, they often think that a proper suit jacket or sport coat is too long. This is natural because their reference point is casualwear, such as bomber jackets or trucker jackets. Those are indeed shorter Image
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They also have in their mind that trousers should be slim bc you don't want to look like this meme.

The first step out of this is to rid yourself of the slim fit mind virus. Also totally disregard designers and trends. Think first of how a bespoke tailor would make a garment. Image
I can't list all the rules in this thread—and anyway, if you're interested, I've done many threads about this already—but a basic concept is that fit and silhouette are two different things. Fit is about whether the collar hugs your neck and whether things pull or pucker.
The irony is that everyone today thinks that slim is better, but most of the problems you see in tailoring—collar gap, shoulder divot, buckling lapel, pulling at the button, trousers clinging to the leg, etc—are a result of clothes fitting too slim. Image
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Once you nail fit, there's silhouette. The term silhouette refers to the outline (or shape) of your clothes once you take away the details. Notice how this garment broadens the person's shoulder line and makes their chest look bigger. this is the result of careful tailoring. Image
The reason why Lebron looks better on the left is because the garment has *shape*. The chest is nice and round; the jacket is longer. The garment has swagger. By contrast, the outfit on the right has no verve.

Ask yourself: does left-pic Lebron look like "baggy 1990s manager?" Image
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None of these outfits look good to me because the tailoring is not very impressive. It all looks like early 2000s trends, done 20 years too late, and produced using a made-to-measure factory system. The clothes have no shape; they just cling to the body. Image
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Many people, including me, like Colman Domingo's style. Beyond the high level of taste—meaning, the way he combines clothes—there's the matter of shape and drape. These clothes fit well, hang well, and have a distinctive silhouette. They're not just replicating his body. Image
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I will do a thread another time on how to wear tailoring with better taste. But on a very basic level, many athletes look bad in tailoring bc they are using MTM block systems reliant on 20 year old trends that are both out of date & unflattering on them.
I say this with no malice. I don't know any of these people and hold no ill will to them. I only lay this out bc everyday guys who are less famous and earn less money make the same mistakes, and I wish better for them. IMO, tailoring on the right is better bc of these concepts. Image
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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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