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

Sep 16
Style lessons from Robert Redford, one of the most stylish men in the last century. 🧵 Image
A tailored jacket continues to be one of the most flattering things you can wear. However, for it to look good, it has to fit right. That means a jacket that bisects you halfway from your collar to the floor when you're in heeled shoes. Also trouser + suit jacket silhouette flows Image
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It also helps to know how to use this visual language, especially with regard to ideas about formality. For instance, a dark business suit cries out for a tie. If you don't want to wear a tie, try a more casual garment, like a sport coat. Image
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Read 19 tweets
Sep 15
Someone yesterday asked me why someone would ask a tailor to make a polo coat in such a way to imitate the look of a machine-made garment.

The answer holds a beautifully little story about the difference between European and American style. 🧵
Let's start with a test. Here are two tan polo coats. One is machine-made. The other is handmade. Can you guess which is which?

Please answer before moving on. Then you can scroll through the answers to see whether most people got it right. Image
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The first coat is machine-made. It's from an American ready-to-wear company called J. Press. The second is handmade. It's from a London bespoke tailoring house called Anderson & Sheppard.

You can spot the difference by how the edges are finished. Image
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Read 19 tweets
Sep 15
I disagree that Obama wore "slick suits."

Let me tell you about Obama's tailoring. 🧵
I've seen people here suggest Obama was a stylish president. I couldn't disagree more. Outfits like these read better in 2025, but during the slim-fit, Euro style craze of his presidency, Obama was routinely panned for his "frumpy dad style." See Vanity Fair. Image
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His style transformation really came post-presidency. I suspect, but don't have proof, that this is partly the influence of his wife, who is quite stylish. Even his suits look better now. See clean shoulder line + shirt collar points reaching lapels + nice four-in-hand dimple. Image
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Read 16 tweets
Sep 9
Although it's rarely expressed in outright terms, people often use a very simple heuristic when solving fashion problems: they wish to look rich, which is often disguised as "respectable."

I will show you why this rarely leads to good outfits. 🧵 Image
In 1902, German sociologist Georg Simmel neatly summed up fashion in an essay titled "On Fashion." Fashion, he asserted was simply a game of imitation in which people copy their "social betters." This causes the upper classes to move on, so as to distinguish themselves. Image
He was right. And his theory explains why Edward VIII, the Duke of Windsor, was the most influential menswear figure in the early 20th century. By virtue of his position and taste, he popularized soft collars, belted trousers, cuffs, Fair Isle sweaters, and all sorts of things. Image
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Sep 6
It's funny to see people imbue traditional men's tailoring with their own prejudices. They assume every man who wore a suit in the far past must be a staunch conservative like them. The truth is much more complicated. 🧵
This bias, of course, stems out of the 1960s and 70s, from which many of our contemporary politics also spring. I don't need to belabor this point because you already know it. The framing is neatly summed up in this Mad Men scene — the rag tag hippie vs man in a suit.
Thus, people assume that men in suits must always be part of the conservative establishment. But this was not always so. The suit was once a working man's garment. When Keir Hardie, founder of the Labour Party, arrived for his first day in Parliament, he wore a suit. Image
Read 17 tweets
Sep 6
Which of these two jackets do you prefer?

There's no "right" or "wrong" answer here, so feel free to go with your gut. I will then give you my views below. 🧵 Image
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In men's tailoring, the area below the jacket's buttoning point is colloquially known as the "quarters" among menswear enthusiasts. Or the "front edge" by actual tailors. These terms refer to the edge of the coat, connecting to lapels. Image
Some suit jackets have very closed quarters, such as you see on the left. In this way, the jacket forms a Y-shaped silhouette.

Other suits have open quarters, such that the front edge sweeps back on the hips, as you see on the right. This forms an X-shaped silhouette. Image
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Read 6 tweets

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