derek guy Profile picture
Apr 2, 2024 11 tweets 6 min read Read on X
To me, Ralph is above the law, so even if I don't care for many of his outfits, I think he's beyond reproach because he's Ralph Lauren. But I'll explain why DeSantis' outfit doesn't work with chinos. 🧵
As mentioned in another thread, when people think of tailoring today, they often think of these suits they see at the mall. These dark worsted suits are what you wear for weddings, funerals, and court appearances. Image
The term "dark worsted" here refers to these smooth, silky wool fabrics, which sometimes have a bit of sheen. These fabrics should be reserved for suits, which means the jacket should be worn with matching pants.
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However, there are more casual fabrics. They can be casual bc of fiber (e.g., linen is more casual than wool); texture (e.g., tweed is more casual than silky wool); pattern (e.g., larger patterns are more casual than fine patterns); color (e.g., brown is more casual than black)
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DeSantis here is clearly wearing a suit jacket. You can tell bc the fabric is very smooth, silky, and shiny. Jacket also has tonal buttons, flapped hip pockets, and no edge stitching. These on their own aren't a big deal, but together they form a sentence that says "business"
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What he needs is a more casual jacket (a sport coat). The most important element here is fabric. A navy jacket with more texture would have swung this more into sport coat territory, allowing it to be easily worn on its own. Zoom in and see how this fabric is matte and textured
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Other things could have swung it more into sport coat territory. In the first photo, we see someone wearing a jacket with contrasting buttons (here being metal). In the second photo, we see a lapel with a swelled edge and patch pockets. These are both very obviously sport coats
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The second problem is his trousers. Setting aside the wrinkles around his lap, these chinos are double-needle sewn, which results in the puckering you see along the inseam and cuff. This makes them very casual, more at home with trucker jackets than tailored jackets.
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What he needs are single-needle chinos, which are basically pants built like wool trousers, except they're made from cotton. This particular pair has not yet been hemmed, but a proper tailor will know that these should be hemmed like dress pants, not casual pants. No puckering.
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The higher rise, clean cut, single needle sewing here will make the cotton trousers look more dressy, bridging the gap between the formality of the tailored jacket and the casualness of the pants. You want to aim for coherence.
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The problem with DeSantis' outfit is that it's too dressy up top (this is a suit jacket, not a sport coat) and too casual down bottom (the most casual iteration of chinos). He needs a more casual jacket (a sport coat) and dressier chinos. These details make all the difference.
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More from @dieworkwear

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
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. 🧵
First, let's set a standard. What does it mean for a pair of shoes to be "good quality?" In this thread, I define that standard to be two things:

— Do the shoes age well?
— Can they be easily repaired?

In short, you should want and be able to wear the shoes for a long time. Image
We'll start with the part most people see: the uppers.

Quality uppers are made from full grain leather, which shows the natural grain of the hide (pic 1). Low quality uppers will be made from corrected grain, where bad leather has been sanded and given a chemical coating (pic 2) Image
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Read 20 tweets

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