derek guy Profile picture
Feb 17, 2024 14 tweets 6 min read Read on X
To answer people's questions in this thread: the reason why belts and shoes should generally match, especially in tailored outfits, is because no single item should be distracting. 🧵
The focus of a tailored outfit should be the V-shaped section formed by the shirt, jacket, and tie. This was as true generations ago as it is today. This area should lead the viewer's eye up to your face, so the focus is on you, not some random thing in your outfit.
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This is why it's hard to wear things such as unusually colored shoes or patterned trousers (in the context of tailored clothing). Such items drag the eye downward.
This is also why tan shoes shouldn't be worn with dark suits. They shine out like flashlights from under your trousers. Tan shoes should be kept to light-colored suits and sport coats, or certain summer outfits.

When tan shoes are worn well, the belt should match. Image
A belt occupies the center of our body, so it can be very conspicuous if it doesn't harmonize with the rest of your outfit. Image
As a general rule of thumb, the color of your belt should be roughly in the neighborhood of your shoes. That means black with black, mid-brown with mid-brown, light brown with light brown, and so forth.
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This is also generally true of casual clothing.
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Compare these two outfits. The outfit on the right is more harmonious, so you end up focusing on the person. Eric's outfit combines non-matching shoes and belt (and tan shoes with a dark suit). It feels like he plucked things at random. Image
Similarly, compare Trump with his sons. Trump's outfit is harmonious. Don Jr is wearing tan shoes with a dark suit, so his feet make him look like Donald Duck. Eric is again looking like he plucked things at random, as there's no harmony between the belt and shoes. Image
The concept of harmony extends to other things. A dressy outfit calls for a thinner belt (1.25" inches or thinner), often finished with a thin buckle. A workwear outfit calls for wider belt (1.5") finished with a thicker buckle.
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Or maybe you have a Westernwear outfit. In which case, you will want a Westernwear belt.
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Sometimes, the belt doesn't need to match the shoes, such as when you're wearing sneakers. In that case, go off the other dimensions of the outfit: a casual belt paired with a casual outfit. Or a leather color that picks up some other leather item.
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Choosing a belt requires being able to coordinate color, formality, and style. The casual outfit on the left has a wider 1.5" O-ring belt with a Southwestern cardigan, five-pocket pants, and roper boots. Dressy outfit on the right has a thin 1.25" belt. Belt/ shoe colors match.
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By coincidence, my friend Mark at The Armoury recently filmed a video on how to choose a good belt (it was filmed on Chinese New Year, so he's wearing a red sport coat). My only quibble is that I think fine dress belts are dressier with stitched edges.

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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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