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

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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Read 25 tweets
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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