derek guy Profile picture
Oct 24 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

Oct 23
There are two sensible ways to choose a fragrance and one bad way. 🧵
The first sensible way is to go to a store that sells fragrances. Spritz some on some test strips and sniff. Of the ones you like, choose two so spray on the inside of your wrist. Walk out and go about your day and see how the fragrance changes over time. Image
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Oct 23
The Harris Tweed Act of 1993 doesn't stop other people from producing tweed. It only regulates who gets to use the Harris Tweed Orb logo, which is a trademarked symbol. Let me give you some examples. 🧵
Below is Donegal tweed, which is called so because it's produced in the Donegal county of Ireland. Donegal tweed is most known for its signature flecks, which are created by spinning yarn with bits of felted wool, which glob onto the yarn like gum on a piano string. Image
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My favorite Donegal tweed producer is Molloy & Sons, a father-and-son team that produces for some of the best English, American, and Japanese brands, as well as bespoke tailors around the world. I love the fabric for its story as much as its physical qualities.
Read 15 tweets
Oct 22
Harris Tweed is the only fabric that's legally protected. Just as Bordeaux wine has to be from the Bordeaux region of France, any fabric bearing this stamp has to be woven in the Outer Hebrides, finished in the Outer Hebrides, and made from wool dyed & spun in the Outer Hebrides. Image
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The Outer Hebrides is Scotland's Wild West. In his 1973 book, WH Murray wrote that the region's most important climatic feature are the gale force winds. If you ask an islander for tomorrow's forecast, he won't say dry, wet, or sunny, but quote a figure from the Beaufort Scale. Image
Read 17 tweets
Oct 22
I disagree and will explain why you are wrong. 🧵
As men's tailoring has slowly died, many people, including Will, see things in overly broad strokes. He thinks that these outfits are the same when they couldn't be more different. He also alludes to this idea of "noblesse oblige," which refers to a specific social class. Image
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To understand the difference, we have to go back to the founding of Brooks Brothers in 1818. Brooks was the most important American men's clothier, as they invented the ready-made suit and introduced American men to things such as sack suits, Shetland tweeds, polo coats, etc. Image
Read 22 tweets
Oct 21
Will share something about this suit. This pattern is what's known as a gun club, which is a family of checked fabrics historically connected to hunting estates. You most commonly see it in tweeds, such as the photo on the right. Image
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Gun club tweeds are typically worn as sport coats, not suits. To understand why, you have to know something about how yarn is spun. Image
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Read 11 tweets
Oct 21
I have no opinion on what women find attractive, but here's how I think a quarter zip sweater would look better. 🧵
The original discussion was over these really basic quarter zips, which are fine. I just think they look a little boring, like a plain merino crewneck. Especially when worn with slim chinos and basic sneakers, which is how they're worn 99% of the time. Image
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There's nothing inherently wrong with a zipper, but I just think the outfit would look better if it had a little more sauce. This new one from Kapital has more texture and a splaying collar. It's likely expensive, although Le Laboureur has something similar for $198. Image
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Read 13 tweets

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