derek guy Profile picture
Sep 6, 2023 10 tweets 4 min read Read on X
one of the worst trends in men's tailoring in the last twenty years is how the buttoning point—the center button on a three button coat or the top button on a two button coat—has gotten pushed up over the years. you see this on desantis vs biden. 🧵 Image
when a bespoke tailor makes a coat, they place the buttoning point near the waist (the slimmest portion of your torso). this does a two things.

1. it allows them to create more waist supression, giving you that flattering V-shaped silhouette. Image
2. it creates a nice balance between the upper and lower halves of the coat. the buttoning point serves as the visual fulcrum for the jacket. it's the point from which the lapels bloom and the quarters sweep out. Image
in the last 20 years, buttoning points have crept up. this is because the jackets themselves are shorter. when the jacket is short, the buttoning point has to be high, so there's proper distance from buttoning point to hem. but this looks unflattering
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raising the buttoning point shortens the lapel line and makes the lapels look stumpy. it reduces the amount of waist suppression possible. in many cases, it can also make the wearer look like they have a beer gut. Image
in some rare instances, tailors have lowered the buttoning point. this elongates the lape line and gives the jacket a more louche, slouchy effect. however, to do this, you often need a longer jacket to preserve distance from buttoning point to hem. Image
in modern day tailoring, Kotaro Miyahira, founder and cutter behind Sartoria Corcos in Florence, Italy, does this sort of style. you can see here how the buttoning point is about a centimenter lower than the waist, elongating the lapel line and giving a slouchier look Image
the combination of a short jacket, high buttoning point, and low rise trousers does something else: they reveal the shirt fabric and waistband below the coat's buttoning point, ruining the harmony between coat and pants.

in tailoring, measurements as small as 1 cm are everything Image
if you already own suits like this, better to wear the jacket open. however, if you're shopping for something new, try to get

1) a jacket that ends about halfway from your collar to the floor when you're wearing heeled shoes.
2) trouser rise that's high enough to hide shirt fabric below your coat's buttoning point when it's fastened

3) and a coat that has a buttoning point at your natural waist, so you can get that longer lapel line and waist suppression. Image

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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.

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
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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Read 8 tweets

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