derek guy Profile picture
Oct 24, 2024 22 tweets 13 min read Read on X
Had this saved in my bookmarks because I wanted to answer it. Funny enough, I think Senator Sheldon Whitehouse is one of the better dressed US politicians, but only in a very specific way that will appeal to a very small group of people. 🧵
First, let's look at some photos of Senator Whitehouse. Do you think he's well-dressed? What do you think of his style? Please make your judgements before reading on, as I don't want my commentary to color your views. Image
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Personally, I think he dresses well. I like his use of gabardine and tweed in addition to typical dark worsteds. I like that he wears colors such as olive, rather than only navy and grey. He has good taste in ties and layers with Shetland knits. His clothes have good proportions.
Most of all, I notice his collars—the style, shape, proportions, construction, and material. To understand why it's great we must go back, once again, to the turn of the 20th century. Image
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In 1896, John E. Brooks—grandson of Brooks Brothers founder Henry Sands Brooks—noticed that some English polo players wore little buttons on their shirt collars to prevent the points from flapping in their face while playing. Image
He thought this was charming, so he sent a sample back to his tailors in NYC and asked them to copy it exactly. In 1900, Brooks Brothers put the new collar style on their ready-made sport shirts. These were called “polo shirts” for their polo-inspired collars. Image
These shirts were first made with white cotton cheviots (a stout twill) and then later a thick cotton basketweave known as oxford. Hence the oxford-cloth button-down was born.

The shirt was an instant classic. By 1915, it was a staple on East Coast colleges and then spread West. Image
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Since Brooks Brothers clothed that upwardly mobile class of Americans who saw their fortunes rise with industrial capitalism, many of their clothes took on status. Their customers were the kind of people who sent their kids to private schools that fed into Ivy League colleges. Image
The stuff these people wore—three-roll-two sack coats, silk rep ties, penny loafers, tweed jackets, and button-down collars—became the hallmarks of Ivy Style. It's easy to poo poo this style today as reverse snobbery, but this language forms the ABCs of American style. Image
You can draw a line from what Brooks Brothers introduced in the early 1900s to Ralph Lauren's aesthetic by the close of the century. Today, brands such as Aime Leon Dore still rely heavily on that language, but they remix it to feel fresh. Image
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The button-down collar in particular became a short hand for a kind of American. Bob Newhart named his 1960 comedy album after it. Mary Mccarthy’s 1942 short story “The Man in the Brooks Brothers Shirt” is about a woman who falls for a stylish executive on a Pullman train. Image
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For much of the 20th century, this collar was of a symbol of all that was good: casualness, youth, education, trustworthiness, dependability, sport, and professionalism. They were something a man could wear in the country or city, in sport or business, on weekdays or weekends. Image
It also represented more than the old money WASP customers. Non-Americans such as Gianni Agnelli wore it. African American jazz musicians gave it a sense of cool. Miles Davis wore it on the cover of Milestones. Image
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Much like Levi's 501s, Brooks Brothers's button-down has changed in the last ~125 years. It was originally put on pullover shirts (pic 1) before going onto coat-front styles (pic 2). It lacked a chest pocket before the 1950s (pic 3). Hems have also changed (pic 4). Image
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But the best versions—the ones beloved by American style enthusiasts—had a totally unlined collar. In a typical shirt collar, there's something here to give the collar structure. Brooks has gone in and out of using interlining, but the softest ones were unlined. Image
Not having an interlining means the collar is softer, more comfortable, and frankly messier. The collar shifts and wrinkles when you move. But therein lies the charm. American style—from sack suits to streetwear—has always been about a kind of calculated "I don't care" attitude. Image
When combined with the right fabric, cut, and proportions, you get a beautiful collar roll that looks like the outline of an ascending angel's wings. Look at that gentle S-shape! Image
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People who are into classic American men's style furiously debate this stuff online. There are long threads about where to get shirts like those mid-century Brooks Brothers originals, handwringing over the presence of interlinings, arguments about orthodoxy, etc. Image
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The thing about Senator Whitehouse is that he often wears an oxford cloth button-down in those exactly correct proportions, material, and details. Image
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It's even more evident when you see people get it wrong. RFK Jr.'s collar points are too small (no roll). Ron Johnson and Bernie's collars are too controlled (likely lined). Roger Stone's buttons are placed too far apart, making his collar look like it's giving birth to a tie. Image
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Senator Whitehouse's collar is exactly like those mid-century originals—tasteful spread, beautiful roll, imperfect wrinkles that convey a kind of casual American spirit. Image
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It's a wonderful, distinctly American look, but admittedly one that will only appeal to the kind of guys who spend all day reading menswear blogs and forums. It makes me happy to see one "in the wild" worn by someone who likely never even thought about his choice. Image
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More from @dieworkwear

Jul 15
I disagree that this is an aesthetically pleasing photo. Tristan's outfit ruins it and I'll tell you why. 🧵 Image
I'll assume Tristan is telling the truth when he says he used Photoshop and not AI. If so, this is a very impressive Photoshop job. By removing the scaffold tarp, you reveal more of the building. By removing the other cars, you also achieve more aesthetic coherence. Image
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What is aesthetic coherence? It's the idea that things based on shared history or spirit go together. For instance, I've long said that the Cybertruck could look very cool if you wore certain outfits (futuristic techwear) and lived in a Brutalist home. Image
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Jul 14
Some people are incredulous that you can wear certain shoes without socks, such as leather loafers. Much depends on your body and climate. But I'll tell you one reason why you find this difficult to believe: you buy low quality footwear. 🧵 Image
It's absolutely possible to wear certain shoes without socks. As mentioned in an earlier thread, men have been doing this for over a hundred years. Going sockless makes sense if the outfit is semi-casual (not business clothes). Image
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In fact, if you wear socks with certain footwear styles, such as espadrilles, you will look like you don't know what you're doing. Image
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Read 16 tweets
Jul 13
Tim is right and wrong here. I'll tell you where he's right and where he's wrong. 🧵 Image
It's perfectly fine to wear slip-on shoes without socks. Those who suggest otherwise are simply ignorant and unaware about the history of men's dress.

You don't have to take my word for it. We can go back to Apparel Arts. Image
Apparel Arts was an early 20th century trade publication that taught men how to dress well. It was sent to clothiers and tailors so they could smartly advise their clients, but it later became a public-facing publication under the title "Esquire." Image
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Read 24 tweets
Jul 11
I get this sort of comment all the time, often about bespoke suits or mechanical watches. "These things are boring," "This is only for rich people," or "Who cares?"

Let me tell you a story. 🧵 Image
Before the age of ready-to-wear, men had clothes made for them, either in the home or, if they could afford one, by a tailor. Ready-made clothing was limited to simple workwear, such as what was worn by sailors or miners.

Tailoring shop, 1780: Image
In this older method, a tailor would measure you, sometimes using a string (before the invention of tailor's tape). Then they'd use those measurements to draft a pattern, cut the cloth, and produce a garment. This process is called bespoke. Image
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Read 20 tweets
Jul 11
As I've stated many times, suit jackets and sport coats are made from many layers of material, including haircloth, canvas, and padding. These layers give the garment its structure so it doesn't fall on you like a t-shirt or dress shirt. Image
For the chest and lapels, these layers can be attached to each other using a single-needle roll-padding machine, such as you see here. This is what you'll typically see on factory-made suits (this is a Strobel KA-ED machine). Happens both on the low- and high-end.
Read 7 tweets
Jul 8
I found this reply interesting ("Can those foreign companies open shop in the US?")

I don't think Japanese or South Korean menswear can be made in the US. At least, not without losing something. Let's explore why. 🧵 Image
I should state at the outset that no thread will do Japanese or South Korean fashion justice because these countries are fashion powerhouses. Japan alone covers everything from Yohji Yamamoto to And Wander to WTAPS.

It's Impossible to generalize, but we can discuss aspects. Image
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Let's set the stage: Trump announced that he wants to tax Japanese and South Korean goods 25% starting August 1st. That means if you're a menswear shop in the US importing $1,000 worth of clothes made in Japan or South Korea, you owe the US government $250. Image
Read 24 tweets

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