derek guy Profile picture
Apr 29, 2023 18 tweets 9 min read Read on X
THE MOST COMMON PROBLEM WITH MEN'S PANTS

DeSantis' outfit here illustrates one of the most common problems with pants—and the one that requires a bit of know-how to fix. So let's talk about it. 🧵
Compare these two people's trousers. Badenoch's trousers fall cleanly, such that there are relatively straight lines going from her trouser band to her hem. DeSantis' trousers, on the other hand, have messy folds all over. What gives? Photo of DeSantis and Baden...Badenoch's trousers fall cl...DeSantis' trousers have mes...
When most people buy pants, they look at themselves first in the mirror (well, hopefully, at least). When doing so, they are often standing in front of a single-frame mirror, like so: A man in a navy sport coat,...
What they should do is find a three-way mirror, hopefully also with the assistance of a good and honest tailor, fitter, or sales associate (although these are rare nowadays). Three-way mirrors give you a better look at how your outfit looks from various angles. A bespoke tailor fits a man...
When you look at yourself in a single-frame mirror, you are only getting a view of yourself from the front (pic 1). But many problems have to do with the back, causing the drag lines and folds you see in pics 2 and 3 here: Front view of suit trousers...Side view reveals lots of d...Back view reveals a lot of ...
Why do these folds occur? It's because clothing manufacturers commonly build their trousers with an overly long back rise. That's the measurement from the center back down to the crotch. They do this so the pants feel comfy to a wider range of body types (no wedgies) Back rise is the measuremen...
The problem is that most people don't need all this material. Additionally, they stand with what a friend once described as an "auditioning porn star" posture. That means they naturally stand with their hips forward and knees locked. Go ahead—stand up and see if you do this.
I once heard a bespoke tailor suggest this is increasingly common in modern society because people have desk jobs, so their legs are weak. He said his clients who do manual labor have the opposite posture: knees slightly bent and hips back.
When you have a long back rise and stand with your hips back, knees locked, all of that excess material ends up collapsing under your seat and rippling down the back of your legs. That's what you see with DeSantis here. Illustration fro an old tai...Same principle showing up o...
How to fix this? The best course is to have trousers made for you by a skilled bespoke tailor. See how these trousers fall cleanly.

Unfortunately, bespoke trousers are dearly expensive, commonly around $1k to $1.5k in the US. (Don't scream at me; I didn't set the price) Bespoke trousers hang clean...Bespoke trousers hang clean...Bespoke trousers hang clean...
The more affordable option is to know how to buy better pants. Tips:

1. If you're between sizes, err on the side of bigger. It's easier to take things in than let things out.

2. Know what can be adjusted. Assuming there's enough material, you can let out the waist by 2 inches
It's also relatively easy to taper the legs from the knee down.

3. The most critical part is to look at how the trousers fit around the seat, thighs, and rise. These can be expensive to adjust.

For an overly long back rise, look if there's a lot of inlay along the crotch seam Photo shows the excess mate...
To fix an overly long back rise, a tailor has to pin the back of the pants up, shortening the rise (see below). However, to make sure you don't get a wedgie, they have to let out the crotch seam. This requires enough inlay along the crotch seam inside the pants. Tailors at The Armoury in N...
Cheap pants, such as those from The Gap, won't have a lot of inlay because the manufacturer needed to scrimp on material costs. However, high-end trousers, such as those from Rota, will because there's enough margin.

See the before and after of this alteration. Magic! Before and after shots of a...Before and after shots of a...
If you're in the Bay Area, the best spot for custom trousers is Tailor's Keep in San Francisco. They make fully handmade pants on-premise for $1.5k. I know, the price is crazy, but they're a diamond in the rough. My pants from them are better than what I've gotten on Savile Row. Grey trousers from Tailor's...Grey trousers from Tailor's...
They also have a made-to-measure program for $650. These have as much handwork as bespoke (buttonholes, pick stitch, internal waistband), but are not made in-house. Lots of room for adjustment: rise, thigh, waist, and seat, along with posture and body type (full seat, flat seat) Ryan from Tailor's Keep in ...Ryan from Tailor's Keep in ...
Ultimately, you have to find your own fit challenges and figure out solutions. But when buying tailored trousers (and these concepts only apply to tailored trousers, not jeans), check to see if everything falls cleanly. Aim for the fit on the left, not the right. A man wearing a grey suit t...DeSantis' suit does not han...
This tweet should say, "when you stand with your hips forward and knees locked," not "hips back." The problem of an overly long back rise is made worse when you stand like an "auditioning porn star," as my friend put it.

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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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